Chapter 1 Fucking with Cindy

Cindy was on her knees in front of me, giving me a long, slow and very wet blowjob.  Her hands were rubbing the tops of my thighs.  She knows she is only allowed to use her mouth on my cock.  I slid into her throat and she gagged slightly, producing even more drool.  There was already a puddle of saliva between my legs.  Later, I'd make her lick it up before cleaning my ass with her tongue.  I watched her working for a few more minutes, looking right into her beautiful blue eyes.  She looked amazing, all made up but not overdone, elegant.  I like her to look her best when she sucks me and I think she enjoys putting on makeup at the vanity.  Just like a real person.  Except for the thin leather slave collar and her best friend, the butt plug.

"Time to use your titties, slave."

She cupped her breasts, squeezing them around me.  Her boobs are great.  Not huge, but big C cups that hang just enough.  Her tits are what made me want her.  The rest of her fit body is a bonus.  As she moved her chest up and down my shaft I told her,

"More spit, sweetheart."

I use affectionate terms like sweetheart and honey when she pleases me.  I love her so much.  I call her whore, cunt or something else insulting when she's in trouble.  Poor Cindy hasn't heard her name since I took her.

She lowered her head and drooled onto the head of my cock as it thrust out from between her tits then disappeared again.  Over and over.  I felt the saliva running over my balls.  More for her to lick off the master's chair.

"That's enough spit. Faster now."

She increased the pace of her bouncing.  I thought to myself, “This must be a good workout for her thighs."  As I was thinking fondly of her thighs, my shaft popped forward from inside her cleavage to the space between her boobs and where her hands were holding them together.  She corrected it immediately but the damage was done.  Her slippery saliva was no longer confined to the path of my dick through the tender valley between her tits.  With her hands wet she couldn’t hold her soft, round breasts together as well and I soon slid forward again.  I sighed and glared at my little 20 year old Cindy.  My sex slave was no longer a teenager.  I had given her quite a birthday party a few weeks earlier.  Streamers, cake and so much more.  That's another story.

I had wanted her to make a mistake; it's why I told her to speed up.  I love her when she gives me a reason to punish her.  This afternoon will be a torture session for my slave.

"Stand up and turn around, slut.  I want to cum in your asshole."

Her brow furrowed.  She's so cute when she pouts.  While looking sad is fine, she's not allowed to hesitate when given an order.  I slapped her across her adorable face and her ponytail flew to the side.

"Now."

Cindy rose and spun to face away from me.  She reached back and eased the butt plug from her firm, round tushy, placing it on the table next to my chair.  I mentally added it to the list of things her tongue had a date with.  Cindy hates having anything up her ass.  I know because whenever I let her decide on a reward for herself, she asks to remove her nearly constant companion.  Other than that, the plug stays in unless she's using the bathroom or I'm exploring her bowels with my cock.  The butt plug's not that big and she must be used to it physically by now.  Something in her head makes it degrading, even after all the depraved acts we've performed together.

My cock was still slimy with spit so I entered her fairly easily as she sat on my rigid penis.  Knowing how much she hated this made me rock hard.  I let her fuck me for a little while, bent over with her hands on her knees, her tight bottom moving up and down.  She relaxed to let me delve in and clenched down hard while I pulled out, jerking me off with her sphincter.  I was getting close to cumming so I wrapped my arm around her waist and pulled her onto my lap.  I yanked her pony tail with my other hand, twisting her head back by her dark brown hair and kissed her.  I shoved my cock as deep as possible into her ass and unloaded inside her.

After my orgasm I leaned back, still inside Cindy's butthole, and fondled her tits.  As I relaxed and started to soften I said,

"Back on your knees, sweetie.  Clean off my cock."

My gorgeous slave complied, frowning a bit at the taste of her own ass mixed with my semen.  After she licked and sucked me spotless it was on to the master's chair.  It's the most comfortable piece of furniture in the basement and she knows well that she's not allowed on it.  Shortly, it was sparkling clean as well.  I'd been standing behind my chair, watching Cindy’s tongue polish the seat.  I walked around and knelt on the chair, facing the backrest.  Sticking my ass out I told her,

"There's still some spit back there, my love.  Would you take care of it?  Get on your feet."

Bending at the waist so her breasts dangled towards the floor, my Cindy licked the spit off my ass, working her way to the center.  When she got there she gave me a quick rimjob before sticking her pink tongue out as far as she could and pushing it inside.  She knows I like that and it would mean a severe punishment if she didn't clean me inside and out.  As I turned and sat back down I said to my slave,

"Good job, honey.  You're almost done.  Just wash your butt plug and put it back where it belongs."

The look of disappointment on her face told me she had been hoping I would forget about it or at least not make her suck the shit off of it.  No such luck.  She licked all over and when it was nice and moist she stood, squatted slightly, and pushed it home.  As she inserted the toy she turned her head away shyly.  Too cute.

"Bring your stool over here and sit next to me."

She retrieved the hard, flat stool from her makeup area and seated herself next to me.  I turned on the tv and we watched a sitcom while she ate the ham and turkey sandwich I brought her.  Some people like making slaves eat disgusting meals but that doesn't do much for me.  I need her to stay healthy so Cindy pretty much eats the same things I do.  Unless she's on a cum-only diet, of course, she has to stay trim!  The show ended and I shut off the tv, turned to her and asked,

"What did you do wrong this morning, slave?"

Speaking for the first time that day, my pretty girl answered,

"I touched your penis with my hands while I was using my breasts, master."

"And what is the only thing that should touch me when I fuck your tits?"

"My tits, sir"

"That's right.  I will punish you for that and since you don't seem to be able to use your titties properly, they will receive the punishment.  Now get in your house and while you wait for me to come back and give those tits of yours a lesson, I want you to think about what a worthless piece of trash you are.  Try to think of ways to improve yourself because I don’t need a dumb as a rock slave fucking up all the time!"

My tone had become harsher as I berated my fuck toy.  Those bright blue eyes welled up and her pouty lip started quivering but she held back the tears.  I love my Cindy when she cries.  I just want to hold her close while in my head, laughing at her hopeless situation.  I can’t let her know how much I enjoy it or she’ll turn on the waterworks all the time, hoping for mercy or favor.   I want to be sure they’re sincere tears of misery.  She knows that if a tear makes it onto her cheek when she’s not being punished she gets a 24 hour butt plug upgrade.

The house she moved towards is a metal box set into the wall of the basement.  A cube, about 3 1/2 feet on each side, containing a blanket, pillow and a coffee can with a lid for her waste.  Oh, the things she's done to earn those scant comforts.  She often loses the blanket or pillow when she fails to please me.  The first time they were taken away, I made her don a strapon and rape a recently kidnapped bitch in order to have her bedding returned.  That's another good story.

Cindy didn't know there were a night-vision cameras in the ceiling corners of her cozy little house.  Early in her slavery, she had taken her special friend out of her ass while she was in her house for the night.  That action resulted in quite a beating.  Now she knows better.

My slave took a bra from a hook near her front door and started putting it on.  I stopped her, massaged some flexall onto her tits and gave each one a good slap to make sure she was aware of the area that would be punished when I returned.  She put the bra in place (I want her wonderful breasts staying pert!) and stood patiently with her mouth open.  I chose a big red ball gag and fit it into her mouth, locking it in back.  Cindy crawled into her home and I closed the door behind her, making sure the door and the two inch diameter window set about waist high were locked, leaving her in darkness.  I put my ear to the door and could just hear her crying around her ball gag.  That made me smile.  Poor Cindy, she should have done a better job titty fucking me and not touched me with her goddamn hands.

Chapter 2 The Promised Punishment

After my daily run and a quick lunch, I made my way down the stairs to the basement, and across the play room.  That’s what I call the room with my chair, tv, a mattress, Cindy’s vanity and her house.  It’s where we fuck.  She is sometimes tortured there of course but most of that goes on in the punishment room.  There’s plenty of fucking in the punishment room too.  I can’t let myself be ruled by arbitrary designations; that’s for Cindy.

At her house I knocked on the door before opening the window.  Moving to the front of her cell Cindy asked, in gag-speak,

“Who’s there?”

It’s a game we like to play.  I answered,

“The master.”

“The master who?”

“The master of a stupid cunt who’s about to get some correction to her incompetent titties!”

I opened the door and Cindy rose, taking off her bra and putting it away.  She only wears a bra in her house.  I don’t want my view of those magnificent mounds obstructed unless she’s dressed up for a game we’re playing.  I switched her ball gag for a smaller black one that I secured tightly in the back of her mouth.  It’s harder for her to talk around but her screams come out loud and clear.

“Do you need to use the bathroom, bitch?”

She nodded her head and I walked her to the bathroom. I reminded her,

“Don’t dawdle.”

The only time she took too long in the bathroom I told her,

“You like spending time in the bathroom?  Then you can live in a toilet.”

She didn’t know what that meant but at least she was smart enough to keep quiet.  Back in those days she was given to unnecessary questions.  I chuckled as I remembered how Cindy had hit her head on her ceiling, jumping up as I woke her in the middle of the night by pissing through her window.

When she was done we went into the punishment room and I instructed her to remove her hair tie and lie facing up on a table about three feet high.  The solid wooden table is shaped like a T and has shackles for her limbs and even a padded head rest on a drawer that slides out from the end.  I’m really too good to her sometimes.  Shaking slightly, she laid down on the table and extended her arms along the top of the T where I secured her wrists and then moved down to lock her ankles in place.

Flat on her back as she was, her breasts were leaning out slightly in that lovely way that young, firm boobs do, fighting gravity.  Walking to a drawer I picked out a pair of heavy duty nipple clamps.  Each one was made of two dowels cut about an inch long.  They are connected by two bolts; one at each end and wing nuts allow the dowels to be tightened together.

I started playing with Cindy’s tits, bouncing them gently then concentrating on her nipples.  I circled and flicked them with my fingertips.  I love sucking on them but I didn’t want them slippery.  As her body responded to the stimulation of her nipples, I looked in to her eyes and asked her,

“You have such nice tits, slut, why don’t you use them correctly?  Do you like having them punished?  No matter, you’ll eventually learn not to be so careless.  Just like you learned to use your filthy little asshole to please me.  Remember all the spankings and strappings you made me give you before you started to squeeze me just right with that tight little shitter of yours?”

Even with the imminent punishment on her mind she still managed to blush when I spoke of her asshole in such vulgar terms.  My poor slave has some serious mental hangups with her butt.  Someday we’ll have a long, humiliating conversation about why that is, with some painful incentive to be open and honest.

I got back to the work at hand and affixed the clamps to Cindy’s erect nipples.  I tightened them down until she moaned.  Then I continued to tighten them.  I twisted the wing nuts as hard as I could, causing her pink buds to swell outside the clamps.  I attached wires to the bottom rungs of the clamps and threaded them through eyebolts in the ceiling directly above her nipples.  Since the wires were attached at the bottom of the clamps, pulling them up caused the nipples to twist 90 degrees and point towards her head.  I commented,

“It’s like they’re facing you.  Probably wondering why you’re putting them through this.”

I pulled the wires shorter and her beautiful breasts pulled up into cones.  Cindy arched her back to take some tension off but she wouldn’t be able to stay up for long.  The tears had started along with some whiny moans.  I told her,

“Shut up, slut.  This is just the setup for your punishment.”

She looked frightened.  I do love putting my girl in predicaments where she’s forced to hurt herself and she probably thought that pulling on her nipples by resting her back was my plan for her tit torture.  There was more to come.  This torture would be the most painful punishment for her breasts since I introduced her to the needles.  That’s another happy memory.

Walking to the wall, I picked out the cane and went back to stand next to my sweet Cindy.  Now she understood what she was in for and shook her head, pleading with her terror-filled eyes.  There would be no reprieve.  I lined up the cane with the upper slopes of her tits, about halfway between her chest and the stretched out nipples.  I drew back and swung over her face, smacking her tits.  My love rewarded me with a loud scream and I paused to enjoy it.  I knew she could scream louder though and I would make that happen.

The first stroke had left a red welt that was soon joined by many more.  Sometimes I make her count out loud but this time I left her gagged.  She was so beautiful, crying and screaming.  When I put the cane down next to her she managed to quiet down some.  Her heavy breathing was causing her chest to heave and tug on her abused buds.  I gently ran my hand through her soft hair and said to her,

“Hurting your tits is making me so hard, honey.  Are you ready for more punishment or would you like to take a break and suck my cock?”

Through her crying and around the gag she tried to say,

“Suck your cock, master.”

“That’s my good girl.”

I took out the gag and slid the drawer with the headrest under the table.  Cindy’s head was left hanging back, giving my dick a straight shot at her throat.  I had asked her if she wanted to suck but I didn’t give her much opportunity for that.  This was an all-out throat fucking, my balls slapping her face.  I buried myself in her gullet and tugged on the wires.  Her strangled screams vibrated through my member.  It felt so good that I almost came.  I wanted to save that for later so I pulled out of her mouth, replaced the ball gag and moved the headrest back into position.

It was time for the other half.  With her nipples twisted up the way they were, the soft, tender undersides of her breasts were stretched more than the tops, making the skin there even more sensitive.  Maybe I just want to believe this but I think Cindy screamed even harder as I thrashed the bottom of her soft bosom.  I took delight in hitting her just where her tits met her ribcage.  The crease that’s usually so well hidden was completely exposed and suffered many strokes.

I walked back to the wall.  Cindy probably assumed I was going to hang up the cane but instead I came back to her and fitted a blindfold over her eyes.  For this next part I needed her to be still and she would have flinched if she had seen what was coming.

When I brought the cane down across both of her painfully swollen nipples I thought she would explode.  She thrashed wildly in her bonds which just jerked more on her tormented titties.  I laughed at the useless display and waited for her to calm down.  I only struck her nipples four more times.  I was afraid they would actually burst from the pressure inside and the impact outside.  By the last stroke, she wasn’t even screaming anymore, just moaning miserably.

“It’s over now, sweetheart.”

I put away the cane and blindfold, took down the wires and unshackled her.  I even removed her gag.  I know, I spoil her.  I helped her sit up and told her to put the clamps back in the drawer.  I love making her take off her own nipple clamps.  She knows it will hurt as the fresh blood rushes in but she must do it.

After she returned the clamps to their drawer I put my arm around her.  Her legs were unsteady and her pouty lower lip was sticking out as she hung her head.  I comforted her,

“Who’s my good girl?”

“I’m your good girl, master.”

“Who is?”

“I am, sir.”

“You?”

I asked her as I pointed my index finger at my exhausted slave and poked her right on the nipple.

“Yes, sir.”

My fuck toy answered as she presented me with a few more tears.  I held her and told her I loved her.  She was so desperate that she would take reassurance from anywhere.  Even from her cruel master who causes all of her suffering.  She sobbed into my shoulder while I patted her.  Looking down her back I could just see her little friend nestled between her ass cheeks.  I smiled and thought of the new addition I was planning for her house.  I hoped it would cause endless streams of tears to run down my sexy slave’s face.

Back in the play room I sat in my chair and Cindy waited for what she had to know was coming.

“Start slobbering on my cock so it will be wet enough to fuck your titties.”

She started blowing me, gagging and drooling.  Shortly, I told her,

“Ok, hoist up those boobs and show me what you’ve learned.”

Wincing in pain, my slave gingerly lifted her tits and enveloped my cock in their warmth.  She was so afraid of letting me slip out that she held her cane-marked bosom as tightly as she could in spite of the pain that was causing her.  I let her use her tits on me for just a couple minutes.  I didn’t really want to give her a chance to make a mistake, her breasts needed some recovery time.  I let her stop by saying,

“Good job, my pet.  See what you can learn with a little gentle guidance?”

“Yes, master.  Thank you for teaching me, sir.”

It had taken countless lessons to teach her to properly express her gratitude like that.  She had spent many evenings counting strokes up to 100 and thanking me for each and every one.

I led her to the mattress and pushed her down onto her back.  I hadn’t used her pussy yet that day and I do so love that silky, soft hole.  The saliva on my cock helped.  My Cindy isn’t a pain slut who gets wet over a beating so I didn’t blame her for not being moist.

As I fucked my whore my eyes moved back and forth from her angelic, tear-stained face to her battered boobs.  Beautiful .

Chapter 3 Cindy’s Birthday

It was a special day.  My Cindy was turning 20 and it was her first birthday under my loving care.  I don’t know if she had any idea what the date was.  I had owned her about 9 months at that point and she probably hadn’t kept track of the days.  Maybe I’ll get her a calendar or force her to keep a diary.  That could be fun.

I had been planning a surprise party for weeks and was excited to get started.  I went downstairs and opened her door.  She was still sleepy as I shuffled her into the bathroom.  I gave her some instructions,

“Do your ablutions, hair in a ponytail, pussy shaved completely.  Would you like to take a bath today, sweetie, or just a shower?”

A bath is a privilege for Cindy.  She is allowed to take her time and relax.  I even let her use the same scented soap she liked before I made her mine.  I like to remind her that she led a normal life until I took control.  If Cindy wants a bath she knows there will be a price to pay but she usually agrees.

“A bath, sir.”

“What will you do for me?”

I can make her do anything, of course, but I like making her choose her degradation sometimes.  It gives me an insight into her preferences.  I reward her for creative ideas and she’s given me some good ones.

“We can play the guessing game, sir”

She was referring to the game in which I tie her up and blindfold her before giving her 5 strokes. 

She has to guess the instrument I’m using and if she’s wrong I give her 10 more to help her figure it out.  We continue adding five more each time she doesn’t guess it correctly.  It’s a fun game but she’s getting too good at it.  I’ll have to get some more implements or try to trick her.  The shaft of a crop or a cane?

“No, not today, slave.”

“Uhhh… I’ll be your puppy.  You can walk me and play fetch while I wear the plug with a tail, master.”

“That sounds nice, honey.  Make sure you give yourself an enema too.  I don’t want my cock getting too dirty if I decide fuck your nasty little asshole.”

“Yes, sir.”

I left her to do her business, closing the bathroom door behind me as I went back into the play room.  I turned on the tv so Cindy wouldn’t hear me moving around.  I brought the party supplies down and prepared everything for her while she prepared herself for me.  Everything was in her house or the punishment room so the play room didn’t give anything away.

When Cindy came out I was watching tv.  She looked stunning with her hair brushed back, as always.  She knelt next to my chair and waited for instructions.

“Go put on your makeup then switch your plug for the one with the tail.  Make sure your rinse off the dirty one before you put it away.”

“Yes, master.”

I watched tv, glancing over at my slave from time to time.  Once in a while I thought I caught her admiring herself in the mirror.  Once she was all pretty for me she put in the doggy tail butt plug, placed the leash in her mouth and crawled over to me.  She knows the rules of puppy time well.  I walked her around the play room, making her heel, speak and roll over.  I got a ping pong ball and sat down in my chair.  Cindy was on all fours in front of me, eyes glued to the ball, panting excitedly.  She was really getting into her role.  She was even shaking her ass so the tail wagged.  Her titties looked amazing hanging down between her arms.

“Are you my bitch?”

“Arf!”

She’s not allowed to talk like a person when she’s being my doggy.  One bark for yes, two for no.

“My good little pup?”

“Arf!”

“That’s good because you don’t have any value as a person, do you?”

“Arf! Arf!”

“No, you were leading a worthless fucking life, with your family and your friends.  You probably thought some nice boy would come along and fall in love with you and make you happy.  That’s not what happens to whores like you.  You’re lucky.  I came along and made you mine.  All you have to worry about is making me happy.  I turned you into something useful.  Think about all I’ve done for you.  All the ways I’ve taught you to give me pleasure.  All the punishments I’ve taken the time to give you when you don’t try hard enough.  It’s the only way you learn.  Now tell me, do you love me?”

“Arf!”

“That’s nice, sweetheart.  I love you too.  Fetch!”

I threw the ping pong ball towards the wall and Cindy scampered after it.  It bounced off the floorboard just before stopping and she crashed into the wall in her haste.  That’s the kind of enthusiasm I expect to see from my little puppy-slut.  She returned to me carrying the ball in her mouth and placed it in my hand.  I tossed the ball for her a few more times, then removed my pants and said,

“Suck me, bitch.”

She got to it and once I was hard she started lapping at my cock like a thirsty dog.  I chucked,

“Good girl.  My ass needs some attention too.”

Pulling up my legs to give her access, I watched Cindy’s pretty face duck down to quickly sniff and then start tonguing my asshole.  I moved her hand to my cock and she stroked while continuing her tongue work.  Once I was fully erect I ordered her,

“Over to the mattress, girl, you know what position.”

She crawled to the mattress and, staying on all fours, spread her legs invitingly.  She looked back over her shoulder as I moved up to her sweet pussy to fuck her doggy-style.  She was wet and I slid into her tight little vagina easily.  She’s learned to enjoy what she can and getting her pussy filled without any pain involved is definitely something she enjoys.

I gave her a few slow, full length strokes while I reached under her and fondled her dangling breasts.  She was squeezing me so good.  I grabbed her skinny waist with both hands and started pounding away.  After a little while of that she grunted,

“Ungh, ungh, uuungh ohhhhhhh!”,

as she got off.  Her spasming fuck hole pushed me over the edge.  After filling her belly with my semen I collapsed on top of her, pressing her flat into the mattress.  My abdomen was putting pressure on her puppy tail butt plug but I don’t think she even noticed through her afterglow.  Her head was turned sideways and I brushed a few stray strands of hair from her face before giving her a quick peck on the cheek.

“You did a good job being my puppy, babe.  You can talk like a slave now.  What would you like as a reward?”

As usual, she answered,

“May I take my friend out of my ass, sir?”

“Alright, just make sure you don’t soil yourself without the plug you nasty little thing.  You can have a few hours in your house like that.”

She smiled at that, perhaps anticipating a lazy afternoon nap.  That was enough sweetness.  Climbing off of her, I ordered,

“Take your doggy plug out and clean it with your mouth before putting it away.  Get your harness gag with the big pink ball so at least one end of you will be stuffed full.  Wear the lacy pink bra so you’ll match.”

The bra she put on was a frilly thing, mostly pink with black lace around the edges.  She looks great with it on and the pink ball partially showing through the circle in the front panel of her gag and the black leather straps completed the picture.  Her makeup was still intact, even after the doggy play.

“Ok, sweetie, get in your house.  Your butt plug will be waiting for you when you come back out.”

Cindy bent over and unlatched the door and I took the opportunity to appreciate the firm ass that I now own.

“Surprise!”,

I shouted in unison with the naked woman who was waiting on her hands and knees in Cindy’s house.  There were streamers hanging from her ceiling and on the inside of the door, “HAPPY BIRTHDAY” was written out in multicolored cardboard letters.

Chapter 4 Cindy’s Birthday Party

The woman in Cindy’s house was the slave of someone who owed me a favor and had lent her to me for the day.  She’s older than my slave by six years and has a great body.  She’s Japanese and while she has small tits, they fit well with her petite frame.  The half inch long nipples capping them are almost always hard and I would have loved to give them some attention but it was Cindy’s special day.

Cindy jumped back and stared at the slave in her house.  She looked at me questioningly and I informed her,

“Slave, this is Fucktoy.  She’s going to be your new friend and she’s visiting for your birthday party!  You didn’t think I forgot your birthday, did you?”

Cindy shook her head, there was no talking around her current gag.  Fucktoy isn’t the most subtle name for a slave but it gets the point across.  I suppose I can’t criticize too much, I haven’t even bothered to give my slave a name.  Fucktoy’s owner had her on a rigorous exercise regimen and it showed.   Every bit of her was tight and toned.  Her shoulder length hair framed her face beautifully.

Under Fucktoy’s torso was a big white box with a big red ribbon on it.  I pointed it out to Cindy,

“Look at that, birthday slut, she even has a gift for you!  Pick it up and see what’s inside.”

Fucktoy crouched back as my sexy slave picked up the box only to find that the bottom and back of the package were nonexistent.  As she pulled the box forward she saw her present, a brand new sybian.  She didn’t seem to recognize it but must have known immediately that the attachment on top would be going inside of her.  Noticing her uncertainty, I explained,

“This is going to make you cum, birthday-cunt.  Get in there and straddle it, facing out.”

I ran the power cord over to an outlet, moved my chair over in front of Cindy’s house and set up the camera next to me.  The two slaves were a bit cramped in the small space but they managed to fit.  Cindy was on the sybian, slightly bent forward under the ceiling and Fucktoy was behind her, legs on the outside, over Cindy’s calves.

I started the vibrations on a low setting and my slave jerked her body, startled by the stimulation. 

“Lean back against your new friend and keep looking towards me.  Fucktoy, put your arms around her and rub those titties.”

Fucktoy didn’t hesitate to grasp Cindy’s inviting breasts.  She slid her delicate hands under the bra and held them firmly but gently enough, treasuring them as she should.  She rubbed and flicked the nipples like the expert she was.  I could see Cindy relaxing as Fucktoy held her in her arms.

The vibrations from the sybian didn’t stop, of course and as I slightly increased the intensity, Fucktoy massaged her breasts and Cindy began to react.  Her shapely pelvis began to thrust onto her mechanical lover.  It was quite beautiful, I can assure you.

The borrowed cunt was quickly learning what excited my slave. I sat back to enjoy the view and my slave couldn’t help but enjoy herself.  Fuckytoy was enthusiastically massaging her breasts when I told her,

“Take your left hand and play with her clit.”

She was no stranger to pleasuring pussy and after wetting her fingers with Cindy’s juices she spread the slippery girl cum over her engorged clitoris.  The combination of vibrations and the expert fingers quickly brought Cindy to an intense orgasm.  She was breathing hard and slumped back against Fucktoy who, without even being prompted, began to softly kiss Cindy’s neck, starting at the base and moving up to just behind her ear.  She moved her right hand over to the left breast and Cindy just melted into the tender embrace.  I let the two sweethearts cuddle for a few minutes.

The sybian was still doing its job and, after taking it easy while Cindy rode out her orgasm, Fucktoy resumed rubbing her clitoris in earnest.

“Do you know what this dirty birthday slave really likes?  Anal play.  Why don’t you take your hand from her chest and put a finger inside her butthole?  All the way inside and keep wiggling it around.”

Cindy was begging with her eyes but obediently lifted herself up so Fucktoy could insert a finger in her ass.  Her next orgasm took a little longer but eventually she was jerking in those familiar convulsions yet again.

My slave was starting to get that glazed-over look that told me she was about done but I wanted this to last a little longer.  Once she had calmed back down from her cum I increased the vibration and rotation of the sybian inside her pleasure hole and told her new friend,

“I think she has one more in her but you’ll need to put another finger in her dirty brown hole.”

I think Cindy was past the point of being humiliated or maybe the shame of two fingers inside her butt wasn’t much worse than one.  Either way, she was soon grinding onto the sybian, lost in Fucktoy’s ministrations.  After a bit she was clearly trying to get over the edge to that wave of pleasure and I turned the controls up one more time to push her there.

“Erffff, erffff, ERFFFFF!”

Cindy shouted through her gag as the wave crashed over her.  I turned off the machine and while she was still soaking in the feeling of gratification I took her gag off.

“Your fingers must be messy, she’ll suck them clean for you.”

I informed Fucktoy before reaching behind Cindy and lifting her ass up to pull her birthday gift out of the box she lives in.

“You two lovers have fun.”

I told them and closed them inside Cindy’s little house.  I went upstairs to the real people section of my home and made myself a late lunch.  I was curious how the two slaves would get along so I had the audio from Cindy’s house playing.

At first there were just quiet sucking noises while Cindy must have been making good on my offer of cleaning Fucktoy’s fingers.  There was some shuffling while they looked for a comfortable position in the cramped space.  Eventually my girl broke the silence,

“Thank you for, well… making me feel good.”

“You’re welcome.  Happy birthday.  I don’t see many people other than my mistress.  I liked touching you, you’re so sexy.”

“Oh, uh, thank you!  I, um, are you a slave too?”

“Yeah, I’ve been with my mistress for years now.  How long have you been here?”

“Less than a year, it’s been awful.  He hurts me and makes me do terrible things.”

“I’m sorry, mistress hurts me too.  You can call me Fucktoy.  What’s your name?”

“I shouldn’t say it, he doesn’t let me and he knows what happens in here.”

“Oh.  You poor thing.” 

A minute or two went by before Fucktoy spoke again.

“I really liked touching you, it got me excited.  Would you, you know, do it for me too?”

“I, I guess so.  Do you like girls?”

“I like you.”

It was quiet for a while.  I could hear sounds that I assumed were kissing and my naughty girl was apparently touching her new girlfriend because Fucktoy eventually said,

“Oooh, yeah, keep doing that.  Mmmm, yeah.  Oh, yes, ahhhhh!”

I was glad the slavegirls were getting on so well but I only had Fucktoy for the day and we still had to have the birthday cake.  Besides, I was getting horny as hell thinking of the two of them.

I went down to the basement took Fucktoy out of Cindy’s house, leaving the birthday slave alone temporarily.  I took her new friend to the punishment room where I had set up the birthday cake.  It was in the center of a card table and balloons rose from each side except the one facing the door.  From the pictures I had taken from Cindy’s former home I knew her family usually gave her a cake with a recent photo of her printed onto the frosting.  The cake I had for her now was also decorated with a recent photo.  Of course I had to call in a favor to get this cake as the photo I used would normally have raised some serious questions.  She’s worth it though.

A few weeks earlier I had wound rope around the base of my girl’s tits, making them swell up beautifully, round and purple.  I had tied her with her back to a post almost completely immobile.  With a thin cane I carefully yet brutally laid four vertical stripes on her right breast, to the right of the nipple.  Then I placed four more to the left of the nipple.  I repeated the process on her left breast.  Now with eight vertical lines on each boob she was ready for the finishing strokes.  A diagonal welt across each nipple finished the set of tally marks on both sides of the nipple making four sets of five.

I took pictures of my dear, crying her eyes out and her tits showing which birthday was coming up.  She was gorgeous.  Of course it was a surprise birthday party so at the time I hadn’t given her any reason for the thrashing.  She would soon find out when she saw the image on her cake.

I secured Fucktoy to a folding chair with white cotton rope and whispered in her ear,

“Maybe someday I’ll get to play with you alone and see how much pain I can cause these big sexy nipples.”

Then I went back for my slave.  I cuffed her wrists to her elbows behind her forming a convenient horizontal handle with her forearms.  I directed her into the punishment room and told her,

“Happy birthday sweetie, it’s your favorite cake and you even have a new friend to share it with.”

“Thank you, sir.”

was all she could offer up in reply.  I led her over to the cake and let her admire the image of her own misery before pushing her over, her voluptuous chest mashing into the middle of the picture.  I took advantage of her bent over position to shove my rock hard cock into her tight shit hole.  I gave her a few strokes before I pulled her up by the arms and faced her towards Fucktoy.

“Let your girlfriend have some cake, honey.”

While Cindy had the frosting and crushed cake licked from her chest I continued her ass reaming.  She had given herself an enema that morning but by now my cock was getting smeared with her filth.  I wasn’t too concerned though, she was nice and tight and I wasn’t the one who would have to swallow it.

I pushed her into the cake two more times, making sure the entire thing was ruined.  The whole time I was pushing my rigid pole into Cindy’s butt.  After I got off deep inside her bowels I let her stay still while Fucktoy finished her portion of birthday cake.  I pulled out of her filthy orifice, turned her around and forced her to her knees.

She understood and unhappily licked and sucked her feces from my penis.  While I was still hard enough, I thoughtfully pushed myself down her throat so she wouldn’t have to taste all of it before swallowing it down.  Eventually, I pulled out of her mouth and complimented her while taking off her arm cuffs,

“Good girl, now say goodbye to Fucktoy.”

“Goodbye Fucktoy, it was nice meeting you.  Master?”

“What?”

“May I have some cake?”

“No.  Back in your house now.”

I took her back to the playroom and made her put on a sexy, dark blue bra then forced a painfully large ball gag between her teeth.  As I shut the steel door I told her,

“Happy birthday!”

Chapter 5 Cindy’s Ass Beating

“Get out here, cunt.”

I was already naked.  I had just opened Cindy’s door and I was ready to beat her ass.  Sometimes I just want to hurt her.  I removed her gag but didn’t even bother with her bra.

“Suck me.”

On her knees, my slave began to bob her head but that wasn’t going to satisfy me.

“Not good enough you fucking retard.  Come with me.”

Dragging her by the hair, I pulled Cindy to the punishment room.  I arranged her on a whipping bench that’s built like a saw horse.  Her torso lay along a padded center board and her knees and shins had padded rests parallel to the top and close to her body.  Her ass hung out into space and she looked straight forward as her arms were secured to the front legs.  She was strapped tightly in place.

I slowly drew her best friend out of her asshole and replaced it with an ass hook.  It’s a large metal hook with a ball on the end that went up my unwilling toy’s tight rear passage.  The other end went up her lower back and ended in a ring.  I pulled her hair into a ponytail and tied it to the ass hook so that her head was pulled up and the ball was forced deep into her tender insides.  I put the video camera right in her beautiful face to capture her expressions of agony.

I stood behind her and rubbed her butt, sometimes fingering her pussy or pressing the hook further into her asshole.  She silently accepted my attentions.  By now she knows when I’m in the mood to give her pain and she doesn’t do anything to give me a reason to increase her torture.

“That half-assed blowjob was unacceptable, whore.  Pleasuring me is your one fucking purpose in life and you failed to do that.  I’m going to give you fifty and you better count them out loud or we’ll start over.”

I took a wide leather strap from the wall and laid a blow across Cindy’s vulnerable ass.  The loud slap relieved some of the need that had built up inside of me.  While I was starting to feel satisfied, my slave yelped and counted,

“One!”

I continued beating her bottom and for her part, Cindy continued yelling out and crying.  Still, she managed to keep count,

“Aieeeee! Twenty-six!”

I laid into her, giving her six blows as hard and fast as I could.  She screamed her heart out and there was no way she could keep counting.  When I paused to catch my breath Cindy choked out,

“Unghhh. Twenty-nine, thirty, thirty-one, thirty-two.”

I was impressed that she had managed to keep track during the assault but it wasn’t a time for compliments.

“Too late slut, back to zero.”

“No! Please, master! I can’t, please don’t!”

“What the fuck do you mean, ‘no’?  I wasn’t asking you a question, whore!”

I yelled at my desperate slavegirl and emphasized the last word with another smack.

I gave her ten more while she screamed and begged.  Walking around to her other end, I squatted down in front of Cindy and cupped her chin, making her look straight at me.

“Calm down and listen to me, slave.  You haven’t been counting so your dumb ass still has at least fifty strokes left to go.  I’m going to help you.  I’ll make sure you have enough time to count between each one.  Do a good job and your punishment will be over.”

“Yes, master, thank you.”

I returned to her red ass and admired my work.  I resumed the strapping, this time counting out three seconds in my head between each impact.  I didn’t take it easy on her but I definitely wasn’t hitting her as hard as I had been.  She has to be able to see that her cooperation can affect her punishment or she has no incentive to keep up the interaction that I love, making her partially responsible for the pain I inflict.

She cried throughout this but wasn’t screaming at the top of her lungs like she had been.  She was clearly determined count every stroke.  Then it happened.  After counting 38 strokes perfectly, Cindy counted the next stroke as 40.  My heart leapt with joy.  I went to a drawer for a gag then came back and told Cindy coldly,

“You skipped thirty-nine, cunt.  Since you can’t count correctly you don’t need to speak anymore.”

I put a penis gag in her face hole before she had a chance to reply and strapped it tight around her skull.  The head of the fake penis was in her throat, causing her to choke and making it difficult to breathe.  I would have to remove it if she passed out.

Back at Cindy’s ass I squatted down and inspected her battered rear.  As always it was gorgeous but even more so with its stripes, welts and weals.  I had the urge to taste her and while I ran my tongue through her wonderful little slit I could feel the heat radiating from her ass cheeks.  After that delicious break I stood up and positioned myself next to her ass again.

I rained hell on her firm tush.  I went straight across, hit her from below, squatted behind her and slung the strap over my shoulder.  Every way I could think of to beat her ass I incorporated into the next fifty strokes.

My poor little Cindy was exhausted but she found a reserve of energy somewhere.  She screeched around the gag and thrashed in her bonds so much that she managed to move the bench a few inches forward.  At the end of the fifty my appetite for hurting her had been sated.  I took the rubber cock from her mouth, rinsed it off in the bathroom and put it away.  I went back to her with a few tissues and wiped the tears, drool and snot off her beautiful face.  She was still breathing heavily as I kissed her flushed cheek.

“Are you going to do better next time you suck my dick, sweetheart?”

She looked down submissively and answered quietly,

“Yes, master.”

“Good girl.”

I unfastened her from the bench but she didn’t move.  My toy was broken for the moment.  Knowing that she was in no condition to walk, I scooped her up in my arms and carried her back to the play room.  Placing her on the mattress I unhooked her bra and tossed it on the floor.  It would need to go in the wash as it was damp with sweat.  I pushed my naked little slave onto her side and she curled up.  I lay down behind her and spooned her perfect body against me.  My left arm was under her pillow and my right hugged her side as I cupped a breast in my palm.  Kissing her neck gently I whispered,

“I love you my cute little sex slave.”

“I love you too, master”,

she replied and then her frame shook slightly while she had herself a little cry.  She would get a bigger butt plug for that later.  I drifted off thinking how lucky I was.

Waking a few hours later I ran my hand over Cindy’s nude form until I got to her pussy.  I massaged the lips and played with her clit until she started humping forward against my hand and I could feel her getting wet.

“You’re a dirty girl, aren’t you?”

“Yes, sir.”

“Get on top of me.  Reverse cowgirl.”

“Yes, sir.”

I rolled onto my back, my cock at attention.  Cindy climbed on top of me, facing my feet and guided me into her vagina.  I gasped as her slick warmth wrapped around me.  Slowly she began to rise and fall, pumping down on my erection.  I watched her bruised and welted booty moving in front of me, the end of the butt plug close against her back door.  She had one hand on my leg for support and the other was frigging her clit.  She managed two orgasms before I felt myself building up to the edge.  Clamping my hands on her waist and pushing her down onto my penis, I sprayed my seed deep into her belly.  In that moment I truly owned her.

Chapter 6 Busy Work

Cindy must be kept occupied.  There’s plenty of sucking and fucking for her to do but there’s so much time in the day that I need to invent ways to keep her busy.  She often finds herself working away at pointless tasks and of course, if she doesn’t perform well enough, she must be punished.

My toy was wearing a single sleeve armbinder which locked her arms behind her back, making them useless to her and, incidentally, displaying her naked breasts quite nicely.  She was also holding a large butt plug in her bottom.  This was a result of her crying earlier when we re-watched news reports of her disappearance that I had recorded back when I made her mine.  Every time someone said “Cindy Laine” I had replaced the audio with a recording of Cindy’s own voice saying “worthless cunt”.

She had been sitting on my lap while I played with, pinched and sucked on her tits.  Seeing her family pleading for her safe return had set her off so I made her go get the big plug then insert and remove it over and over while we finished watching.  Every time she pushed it up her butt she repeated the phrase,

“Slave girls don’t have mommies or daddies.”

That kept the tears flowing and when the video was finished, Cindy knelt in front of my chair and sucked me off, big wet drops still rolling down her cheeks.  After she swallowed my gift I allowed her to lay her head on my thigh, my cock still in her mouth of course.  I brushed my hand over her hair which seems to soothe her and she eventually calmed down.

I had placed a stack of one hundred bricks next to the wall of the playroom.  Each one had a wire tied around it and a small loop on top.  It had taken a while to prepare this.  The bricks were stacked in a pyramid with space between each brick for the loops of the lower level to stick up. The things I do for Cindy.

“Sweetie, I need those bricks moved.  Would you help me with that?”

“Yes, master.”

“Thank you, dear.  Go to the punishment room and get the clover clamps for your nipples.”

“But my arms are tied, sir.”

“Well you’ll just have to figure it out you stupid whore.”

“Yes, sir.”

Sometimes it’s like she’s not even trying.  The clover clamps are connected by a chain about 18 inches long.  She came back holding the chain in her mouth.

“Good, now go put on your black high heels, honey.”

The shoes she stepped into were black and shiny, about four inches tall.  Cindy’s had plenty of practice in high heels but these slow her down some.  I locked the heels on her feet using the built in straps so I wouldn’t have to worry about her cheating while I was gone.

“Face me and bend over at the waist.  Jiggle them for me.  Good, now hold still.”

I secured the clamps to her sensitive nipples and adjusted them several times, making my slave grimace and bite her lower lip.  I’ve never found clover clamps that hold on tight enough so I always keep rubber bands wrapped around the prongs that do the pinching.  These would practically pull her nipples off before letting go.

“Jiggle them for me again.  That’s nice, you can stop now and stand up straight.”

I clipped a hook onto the chain between the clamps.  It slid down to the lowest point on the chain and hung with the hook pointing away from Cindy.

“You look fantastic.  We need to get some pictures for your scrapbook.”

She really did look amazing and I took several photos of her dressed up in her heels, armbinder, collar, nipple clamps and of course the large butt plug.

“Enough posing, slave.  Time to get to work.  You’re going to pick up each brick with the hook between your tits and carry it to the other wall, inside the area marked out with tape.  I want them stacked neatly. Do you think you can do that?”

“Yes, sir.  I’ll do my best.”

“Good, I know you will. Now, I don’t want you getting lazy so I’m going to give you a time limit.  I want those bricks moved in an hour.  For every brick not moved you will receive a punishment.  I’ve written it down on this index card and I’m leaving it on the table.  You can flip it over to see what will happen or, if you’re smart, use that time to move bricks.”

“Yes, sir.”

Cindy spoke with a worried look on her face.  She knows that sometimes I give her a reasonable task and other times an impossible task in order to punish her.

“Since I love you so much, I’ll coach you through the first brick and it won’t even count towards the hour.”

“Thank you so much master!”

“Get your ass over to the wall.”

As Cindy tottered over to the bricks and bent over to hook and lift the first one I kindly encouraged her with the riding crop.  The frown and pouty lip she gave while taking the weight on her nipples was priceless.  Smack, smack!

“Get your worthless ass over there, cunt!”

I prodded her towards success with the crop while she continued to make pathetic whining sounds.  After about 3 minutes from her start, she set the brick in the defined area and I gave her a particularly vicious blow and said,

“That won’t be fast enough, sweetheart. I guess you’ll find out the punishment whether you lift the card or not.”

I waked to the table next to my chair and pressed start on the timer.  As it started down from 60 minutes, Cindy scampered back to the stack of bricks. I went upstairs to get some work done.

I checked in on my toiling slave from time to time over the video system.  She would hustle over to the stack of bricks but once she had one on the hook she moved much more slowly.  The swaying weight must have hurt her delicious nips quite a bit.  Even watching by camera I could tell they were being stretched towards the floor.

When I came back down, she was failing miserably, much to my delight.  I watched most of a circuit and when the timer sounded I stopped her as she was carrying a brick to the far wall.

“Hold it there, slave.”

I counted the bricks in the destination since there were clearly fewer there and found thirty had been moved.

“That’s 70 bricks you didn’t move, slave. What did you do, take a nap?  Tell me, what do you think the punishment will be?”

Cindy was pleading with her eyes but that day I was going to hurt her sexy little body and nothing she could do would change that.

“A stroke for each brick I didn’t move, master ?”

“Bad guess, darling, but a good idea. Wait there.”

I went into the punishment room and came back with a rope and a cane.  I tied the end of Cindy’s single sleeve to an eyebolt in the ceiling, forcing her to bend over in a painful strappado.  I instructed her to count and thank me for each stroke then I drew back and slammed the cane into her smooth white bottom. Jerking forward pulled on her arms and set the brick hanging from her nipples swinging.  Still, she managed to obey,

“One.  Thank, you sir.”

After thanking me for the twentieth blow, Cindy asked,

“Master, will you please take the brick off?  My nipples hurt so much.”

“Okay, sweetheart, but we’ll have to change the rules a little.  Now kiss me while I take off your pretty clamps.”

I squatted down in front of her and she lifted her head, pressing her soft lips against mine. As I made out with my gorgeous slave I reached down to her breasts and removed both clamps at the same time.  I pinched and pulled her nipples as the fresh blood flowed back into them.  Our mouths never parted as she groaned.  Finally pulling away I told her,

“Your lazy ass has taken the punishment so far but it was your tits that failed to move all the bricks so they need some attention too, slut.  From now on, instead of thanking me, you will count and then tell me if you want the next one on your titties or ass.”

Cindy chose to take most of the last 50 on her ass but whenever I felt like beating her hanging breasts I would lay several strokes in a row on the same spot until she elected to take some on her lovely chest.

By the end of the caning I was rock hard.  When I presented my penis front of her face she got straight to work.  After enjoying her attentions for a few minutes I backed up and ordered her to turn around.  I took the plug out and explained,

“I need to use your asshole, slave.  Your best friend needs another hole to stay cozy and warm in. Turn back to me.”

I slid the plug into her reluctantly opened mouth.  Her bright blue eyes were brimming with tears.  Turning her again I penetrated her tight shit hole.

“That’s wonderful slave.  Squeeze me in your nasty asshole.  Oh yes, good girl.  I can tell why your best friend likes it so much in here.”

I moved in and out of Cindy’s butt relishing the fact that I was taking my pleasure from something that used to be so privately hers.  I could almost feel the shame burning inside her.

I pulled myself out and ordered her around.  I took the plug from her mouth, spun her, put it back in its place, spun her and allowed her to suck me.  The plug and I made so many circuits between her ass and mouth she must have been getting dizzy.

When I was ready to cum I pushed into her recently caned ass, reached around and cupped her tits and finally filled her with my semen.

“Thank you, slave.  That was nice.  Let’s get your friend back where it belongs.  There, now look what a mess you’ve made on my cock.  You’re such a dirty thing.  I don’t know how you can put it in your mouth right after anal sex like this.”

After Cindy had washed me spotless I untied her armbinder from the ceiling.  I took her to the bathroom and cleaned her up.  Walking back into the play room I asked her,

“Well, honey, shall we take a look at the card and see what your punishment will be?”

“But you just punished me, master!”

“That was your idea, remember?  Now it’s time for your real punishment.”

“Oh, I can’t take any more, master!  Please.  Please no more.  No more punishment, please?”

I took her in my arms and held her while she wept into my shoulder.  I stroked her hair while I spoke.

“I know you can’t take any more, dear.  But you’re going to have to.  You were a bad slave and you must be punished.  Now let’s see what the card says.”

I held the card out so she could read it and the poor thing just collapsed into a sobbing puddle of slave girl.  Her sentence was 5 minutes riding the wooden pony for each brick not moved.  I love the wooden pony but I only subject Cindy to it on rare occasions.  I wouldn’t want it to lose any of its magic in my mind with overuse.  This would only be her second experience with it.

The first time I asked Cindy to suck me clean after fucking her ass, she had refused.  I put her on the wooden pony and after riding for 15 minutes she was begging to wash my cock.  I kept her on for 15 more minutes while making her describe in detail how she wanted to taste her own filth and please me.  That innocent young girl desperately pleading for such degrading and horrible treatment is a very special memory.

I knew she wouldn’t be able to walk herself to the dreaded torture devide so I attached a leash to her collar.  I half dragged her on her hands and knees to the punishment room, telling her,

“Stop your blubbering, you brought this on yourself.  You’ll have plenty of time to cry during your pony ride.”

My wooden pony is a rod, one inch in diameter and three feet long.  At each end it is clamped to a vertical pole which reaches from floor to ceiling.  The clamps can be loosened to slide up or down the poles so the wooden rod can be adjusted to the proper height.

I lifted Cindy up and placed her straddling the wooden pony.  It was a few inches below her slit.  I shackled her ankles to the short chains connected to rings set into the floor, keeping her feet shoulder-width apart.  The single-sleeve was once again tied to the ceiling.  Her shoulders must have been aching but her tits stood out so wonderfully.  Additionally, pulling her arms up behind her forced her to lean forward, ensuring a good ride.

“You’ve earned yourself 350 minutes on the wooden pony, slave.  Now, tippy toes!”

I lifted the rod into the cleft of her womanhood and locked it in place.  Even with the heels on she had to raise herself up.  Standing as high as she could, there was no pressure on her precious vagina.  If she relaxed her calves, her weight would be placed mainly on her clit, thanks to her bent forward posture.  In the relaxed position, the heels would provide some support, preventing permanent damage even if she were all the way down on them for a long time.

“Oh god! You can’t leave me here, sir!  How could you do this to another person?”

“Silly cunt, you’re not a person.  You’re a set of holes to be used.  That’s how I can do this to you.  Since you’ve forgotten your place and questioned me I’m going to round your punishment up to an even six hours.”

As I spoke, I set a large digital timer, started it and hung it on the wall where Cindy could see it.  I also found her a pretty pink ball gag.  I stuffed it into her beautiful, tear-stained face and buckled it tightly behind her head.  Then I stood back a waited for the ride to begin.

Poor Cindy was tired from all her fun earlier and it was only a few minutes before her legs were unable to hold her up.  With a tortured groan from behind her gag, she used the last of her strength to lower herself slowly onto the pony.  The pain was written on her adorable face.  This was going to be hell for her.

She soon found the energy to raise herself off the cruel rod again but she couldn’t last long.  The second time she dropped onto the pony she shifted herself slightly to avoid more pain in the same place that had been hurt before.  It was the beginning of a beautiful process in which Cindy would torture her own pussy as thoroughly as possible, hurt joining hurt until it was one big source of agony.

“Have a good ride, sweetie.  I’ll be back to check on you.”

I left her to suffer alone for a couple hours.  When I returned her entire body was covered in a thin sheen of sweat.  She was rising and falling more frequently now, her legs spent but the resting position unbearable.  I stood next to my slave, lightly resting one hand on her abdomen and the other on the curve of her ass.  Her body moved up and down between my hands, continuing to ride the wooden pony.  My hand moved gently over the welts on her sexy behind.

Looking over at me, her eyes begged for mercy but found no reprieve.  Cindy had managed to lean back a bit, choosing to wrench her shoulders further in order to protect her clitoris.  It was all part of the torture as this only served to expose the lower parts of her womanhood to the pony’s effects.

I decided that her clit had been given enough of a break.  I brought over two steel rods, a quarter inch in diameter, 18 inches long and a pair of steel rings.  The rings just fit both rods so that when the rods were parallel with a ring at each end, there was no space between them.  With just one ring in place, I was able to separate the bars into a narrow, sideways “V” shape.  Situating the rods in front of Cindy’s tits, I captured both nipples between then and closed down.

Her sweet buds were crushed as I forced the ends together and put the ring in place.  There was now a narrow space between the rods where the nipples held them apart.  For her part, Cindy held fairly still, not that she had much choice, but what had been a constant groaning became a full-throated scream from behind her ball gag.

I secured a heavy wire around the bars, in between her clamped tips.  As I drew the wire towards the vertical post in front of her, she shook her head pleadingly.  I calmly returned her stare and nodded.  I pulled her forward by her nipples until she was back in the position I wanted, hurting the sensitive nub between her thighs that gives other girls so much pleasure.

Bending down to her I kissed her softly on the cheek and whispered,

“Look, honey, it’s been two and a half hours.  You’re almost halfway done.”

I walked away again, leaving Cindy to entertain herself on the wooden pony.

After she had been riding for a couple more hours I returned.

“I’ve been thinking, slave.  It wasn’t very fair of me to make you wear those heels while you worked.  They must have slowed you down and been very uncomfortable.  Well, I can’t change what happened but I can correct the situation now.”

To Cindy’s dismay, I knelt down and removed her high heels.  Now when she came down from her tip-toes, there was absolutely no support for her legs.  With a pat on the ass, I left her again.

I got back to the punishment room with 30 minutes left on the timer.  I expected to see my slave broken, just slumped forward and unresponsive.  To my amazement, she was still as upright as possible.  I observed her for a few minutes and, god knows how, she wasn’t riding anymore.  Her legs were locked in that tension-filled position which kept her off the wooden pony.

I was certainly impressed but I wasn’t about to allow her to avoid the rest of her torture.  I released the chains of her ankle cuffs from the floor and fastened them together around the vertical post behind her.  With her legs pulled back from under her, there was no escaping the unrelenting rod pressing into her snatch.

This brought about a wonderful reaction from my slave.  She shook her head as if she could deny the pain and screamed her pleas at me, spittle flying from around her gag.  In her desperation she even thrashed her entire body as much as her bonds would allow but this must have made things worse as she quickly stilled herself.

I brought the master’s chair into the punishment room.  I sat down and put my feet up on Cindy’s whipping bench to view the rest of her wooden pony ride and enjoyed her suffering while the timer ran down.  At times like this I wish I had a second slave to suck my cock. While I thought about how difficult my situation was, Cindy cried her eyes out.  At the end of her ordeal I went to her and said,

“It’s over, slave.  All we need to do is get some pictures for you to remember the experience by.”

I put a small, pink cowgirl hat on her and took several shots.  The agony etched on her face was gorgeous.  She was clearly trying to communicate something to me.  Removing her gag from her slobber covered lips unleashed a torrent of pleas,

“Oh master, please let me off!  It hurts so bad, please!. The timer stopped, it’s time to let me off sir, the timer, master, the clock!”

“Sh sh sh, I know sweetie but I just need a good picture of your worthless, lazy ass riding the pony before I take you off.  Give me a good smile, dear.”

Cindy sobbed and pulled her cheeks back in a pathetic attempt at a smile.  I took several pictures but her lips stretched back in pain ruined her usually charming smile.  I told her,

“Slave, you need to show me how much you love your pony and give me a real smile or you can just stay there.  Is that what you want?”

“No sir, you said no more, it’s time now, the timer ended!  Please let me off, please now?”

“Oh sweetie, I want to let you off of your pony but I need a pretty picture first.  Give me a good smile!”

Poor Cindy actually managed a decent smile.  I took several pictures, each capturing the forced expression and the suffering in her eyes.  After a minute or so I told her,

“See, you just have to cooperate and you’re done with the punishment.”

I removed her restraints and squeezed her tight buttocks in my hands as I lifted her clear of the wooden pony.  She let out a sigh and went slack.

She was nearly unconscious as I carried her upstairs.  There was a hospital bed in the guest room and I laid her limp body down, securing her arms and legs with locking straps.  I started an IV to replenish her fluids and provide some nutrition.  There was a pain-killer as well.

She would need a few weeks of recovery.  During that time she would not be tortured and her only responsibility would be getting me off.  I planned to make good use of her battered pussy, starting first thing the next morning.  For now though, I pulled up the blankets, brushed a few stray hairs from her face and kissed my sleeping slave on the forehead.

“Goodnight my love. Unpleasant dreams.”

Chapter 7 Talking with Cindy

Cindy had been a good slave for quite a while.  She’d received her share of spankings and humiliation and spent a lot of time with nipple clamps on her heavenly breasts but hadn’t had a major punishment in quite a bit.  She definitely didn’t deserve what was about to happen to her.

I woke her with a kick to her door.  By the time I unlocked and opened it she was kneeling properly, her blanket and pillow shoved behind her.  She looked a picture, it was hard not to kiss my sweet Cindy.  I could tell she was hopeful that today wouldn’t be too painful, anxious to please if that was what I required.

“Come out and stand up, dear.”

I instructed my slave.  She obeyed and I took the chance to glide my hands over her tempting body.  All mine to do with as I please, whatever I desire.  And that day I wanted to abuse her.  Poor girl.

I took her to the bathroom and stayed inside as she took care of herself.  I was enthralled, like always, as I watched her sitting on the toilet, showering, brushing her teeth and pulling her recently dried hair into my favorite style, a pony tail.  Someday I’ll have to teach her to be my pony girl, it only seems appropriate.

We went to the play room and I sat in the master’s chair.  I told Cindy to fetch the clover clamps and a pair of cuffs.  She returned promptly and handed them to me.  Turning her around I locked her wrists behind her, taking a moment to admire her bottom.  She has such a spankable ass, I wonder how many times I’ve struck it.  The ever-present plug was there, her best friend nestled between her round cheeks, always reminding her that I can do anything I please with her magnificent body.

“Turn and kneel, slave.”

She got down on her knees facing me and presented her tits, knowing what was next.  Her nipples are just made for clamps so she wears them almost every day.  Her soft pink buds get so sore.  She occasionally asks me to massage then for her, even though she abhors asking for any sort of intimate contact.

I stroked her nipples until they were aroused, standing tall and begging for attention.  My slave hates it when her body responds against her will.  Sometimes I tell her she won’t be punished if she can keep her nipples from getting hard for three minutes but my fingers and lips always win the contest.  After fixing the familiar clamps on her I pushed her head down onto my cock.  She got right to work, as expected.  Her skilled mouth making me fully erect in no time.

“Good girl, now stand up and turn.  Spread your feet and touch your toes.”

With Cindy in position, her ass and cunt on display for me, I stepped behind her and pushed into her love hole.  She wasn’t wet at first but her saliva was enough for entry and the penetration soon caused her to lubricate.  I fucked her at a comfortable pace and the chain from her clamps bounced off her face as it dangled down from her chest.

My filthy slut soon began to enjoy herself, juicing up nicely and even trying to push back with what little leverage she had.  I doubted she’d be able to cum but that was fine, I assume she likes being teased.

After a pleasant while of this I felt my own orgasm approaching and buried myself in her warm, wet softness.  I pumped my seed deep into her body, claiming her as mine once again.  Cindy dutifully turned and cleaned our fluids off my cock while I enjoyed the post-orgasm glow.  My need for sex was satisfied but my need to hurt and humiliate my girl was still burning strong.

“Come with me, sweetness.”

I led her to the punishment room and refastened her hands in front of her.  I chained them to the ceiling, pulling her arms over her head to keep them out of the way.  Not too high, leaving her gorgeous tits sagging just that perfect amount.  I wound a slim rope around the base of one of her breasts, wrapping the successive strands closer to her chest.  I did the same with her other breast.  Soon they stood out beautifully round and swollen, slowly turning darker as the blood became trapped in her precious mounds.

“My lovely girl, you look so nice this way!  Don’t you think you look pretty?”

“Yes, sir.  I look very pretty for you.”

she answered reluctantly.  My slave has learned, through cruel punishments, to say exactly what I like to hear from her.  Such a good girl.

“Yes, you’re all ready for today’s fun.”

I freed her hands and gave her a couple toys to carry back to the play room.  She took a cane and flogger in stride but shuddered at the cattle prod.  After adding a narrow leather strap I led her back into the play room.  She followed, looking submissively at the floor and holding the instruments of her approaching torment.

There was a plain but sturdy wooden table in the play room that she must have noticed before.  I had built it just for my Cindy.  I hoped she appreciated all the time and effort I put into finding creative ways to hurt her.  I’d make sure she thanked me later.  She’s very good at expressing her gratefulness with the right incentive.

After she placed her toys on the table I fastened her hands behind her.  I had her kneel next to the table, resting her bound breasts on the hard, flat surface.  The side of the table she was facing was 6 feet long.  The width was two feet.  I had bolted it to the floor to ensure it stayed in position.  On Cindy’s side there was Plexiglas from the tabletop to the floor, between the two legs.

I had two U-shaped metal bars with the ends threaded like a bolt.  These fit over her tits and through four conveniently placed holes in the surface.  Reaching under the table, I screwed nuts on the ends, ensuring the curved rods couldn’t be lifted.  I pulled one of my girl’s nipples across the table towards me, getting as much flesh as possible under the curve of the bar.

“Lean forward honey, give me all of that tied up titty.”

I tightened the nuts further, clamping her tit down with the bar fitting behind the ropes I had used earlier.  I repeated the process on her other swollen mammary, locking her to the table by her precious boobs.

Cindy was truly scared now, she knew this was going to be a painful ordeal and her chest would be taking a battering.  Her wide open eyes followed my every move for some clue as to what her immediate future held.  I let her stew, she’d find out soon enough.

Next I brought over another Plexiglas sheet.  It had two half circles cut out of the bottom edge and she must have known what they were for.  The two legs on Cindy’s side of the table extended up about four feet above the tabletop and I secured the clear pane to these.  The bottom of the pane was resting on the table with the holes fitting just over the clamps locking her to the wooden suface.

My slave was now separated from her tits by a transparent wall.  I removed her wrist cuffs leaving her unbound except for her helpless chest.  She could speak, struggle, thrash, or wave her arms but her gorgeous tits were a world away from her, despite being in clear sight.

I pulled up a chair and sat directly across from my fucktoy.  I smiled at her and gently brushed my fingertips over the taught skin of her bosom.  Untying the ropes I carefully unwound them from her chest, thoughtfully making sure not to give my poor girl any rope burns as I pulled them from underneath her swollen breasts.

With some of the pressure relieved her tits weren’t ballooned quite as round.  There were lovely lines circling them were the rope had hugged her closely but those slowly faded as the clamps were tight enough to make her swell up again.  I fondled the vulnerable globes and watched Cindy’s face as she looked around, examining her situation and avoiding eye contact.  She grimaced, displeased but knowing that any verbal protest would land her in even more trouble.

I squeezed her nipples and tugged them towards me.  I admired her stunning breasts.  They must have brought her so much attention in her previous life, all the boys desperate to touch them or even catch a glimpse of her soft, warm chest.  They continued to bring her attention under my care.  Unwanted and painful attention, of course, but my Cindy can’t afford to be picky these days.  After fondling the tender flesh for a while, I informed her what the day would bring.

“We’re going to have a nice conversation, slave.  We’ll talk about lots of fun things and be very open with each other.  I believe it will be good for our relationship and bring us closer together as a master and a worthless piece of trash that’s only good for fucking and hurting.  To be sure you’re completely honest, I will demonstrate what happens to slaves who lie or hide the truth.”

Poor Cindy wilted at being called a piece of trash.  After all this time her feelings are still hurt by degrading names.  She’s just perfect.

She forgot all about her injured pride when I picked up the cattle prod.  She had experienced the prod several times by that point in her slavery, usually when she wasn’t moving fast enough for my tastes.  I had always used it on her sides, ass and thighs.  I’d been saving the sensation of having her tits shocked just for that day.

I held the two metal prongs an inch in front of her nipple, letting her anticipate what was coming.  The look of terror on her gorgeous features was just amazing.  The desperate girl pressed her palms against the clear panel and tried to push herself away from the impending pain.  Of course her tits weren’t going anywhere, clamped to the table as they were.  For all her effort, her breasts didn’t even jiggle.

As Cindy shrieked and begged I smiled and pressed the prod into her nipple, leaving it just a few moments before sending the shock.  My fuckdoll absolutely lost it.  Screaming and clawing at the Plexiglas to get to her mistreated tit and protect it.  Once she calmed down I zapped her other nipple even longer.

“Now sweetie, are you ready to be completely candid with me?”

With her eyes sad and her lip pouting she nodded her agreement.  I set the prod back on the table and lifted the leather strap.  It was about an inch wide and 18 inches long.  I laid it over Cindy’s round tits, knowing she hates the feeling of an implement she’s about to be hurt with.  She cringes so beautifully when I stoke her gently with a whip or cane.

“Remember to answer right away dear, hesitation will be punished.  Which of your fuck holes do you like having used the most?”

My slut looked confused, she doesn’t get to talk much and when she is allowed she’s usually begging.  She started to speak, stopped and when I reached for the strap she quickly blurted,

“My pussy, sir!”

“That was close, slave.  Now, why do you like having me in your cunt more than anything else?”

“It doesn’t hurt like my ass or choke me like my mouth.”

“Being choked is the worst part of having me in your throat?”

“Yes, sir.”

“What else don’t you like about it?”

She looked up at me pleadingly, those big blue eyes looking up almost inspiring sympathy.  But Cindy doesn’t get sympathy, she gets pain.  She gets humiliation.  She gets used.  I snatched the strap and brought it down across the tops of both her trapped boobs.

“I don’t like AAAAAAGGGHH!”

She tried to answer in time but failed.  Any leniency had been used up with her first question.  I lashed her ten time while she sang me a high pitched song with her heartbreaking screams.  I sternly repeated,

“What else don’t you like about sucking my cock?”

She was breathing heavily and starting to cry but managed to answer,

“I hate swallowing your semen.”

Ten more strokes followed.  Cindy screamed and spread her arms as though she could reach around the clear barrier and soothe her precious milk sacks.

“I told you to tell the truth you filthy fucking liar.  Just a couple weeks ago you were begging to swallow my cum.”

“But sir, you wouldn’t give me any food!  I was hungry.”

“Well that’s your fault, isn’t it?  When I put you on the scale how much was your tubby ass overweight?

“Two pounds, master.”

That memory warmed my heart.  The weight above her allowed maximum hadn’t even been noticeable.  If anything, it had made her soft, round bottom even more fuckable.  Still, rules are rules and bad girls need discipline.  It didn’t matter that I had kept her bound in various predicaments instead of exercising her and fed her greasy foods instead of the usual fruits and veggies the previous week.  She had allowed herself to become fat and disgusting.

We shared a lovely evening of beatings and anal sex.  When I finally put her away in her house I informed her that she’d be on a cum diet until she returned to an attractive weight.  The next day when her stomach growled I made her suck me off, making sure to cum in her recently brushed hair.  Later on she sucked me but I came inside her tight fuckslot.  The following morning she finally begged for some breakfast, fresh from my manhood.

“Why did you tell me you don’t like my delicious cum when you want it so badly?”

“I needed it, sir, but I didn’t like it.  I hate knowing it’s inside me, part of me.”

“Now that’s a good answer.  If you had explained yourself like that right away you wouldn’t have been punished.  Let’s see if you can be a little more forthcoming about your shit hole.  Why don’t you like being fucked in the ass as much as in the cunt?”

“It hurts, sir.  And, and it’s wrong.  There, there shouldn’t be anything up my bottom.  But, unh, the worst part is that you make me taste it!  Why?  Why do you do that?  I HATE IT!”

Cindy was screaming by the end of her explanation.  Fresh tears fell down her delicate cheeks.  I think the release was good for her.  She’s usually not permitted to voice much of an opinion and she probably needed to tell someone her feelings of shame and anger, even if it was me.

“Once you make me dirty with your asshole it’s your responsibility to clean me off.  That only seems fair.  You said you don’t like anything up your anus.  What about your best friend?   How does it feel when that’s gone?”

“It feels empty.  I’m used to it but I still hate it.  I hate it more because I’m used to it.”

I was pleased.  Hearing how her treatment hurt her mentally as well as physically was making me hard.  After our conversation Cindy would get a nice, deep ass raping while holding the soiled plug in her mouth.

“You did such a good job I’m only going to give you 10 more with the strap, then we can use the flogger.”

My slave gave me that wonderful glare of hers that appears when I do something completely unfair but present it as reasonable or even generous.  I added ten more lines across the sensitive flesh of her bosom and she screamed, just like I wanted her to.

Once I was done with the strap I put it back on the table.  As I lifted the flogger, Cindy’s eyes glanced back and forth between it and the cane, probably trying to determine how much more abuse her tits would have to endure.  I draped the lashes over her breasts, slowly pulling them back and forth.  The leather strands brushing her red skin.  As I leaned over and kissed the Plexiglas in front of her face I hoped she was imagining the heat spreading after being hit with the flogger.

“Sweetheart, this is an important question.  Be sure to answer right away and explain yourself well.  What is the worst punishment you’ve experienced since I made you my slave?”

She just stared.  I had a suspicion she tried to hold back her tears and screams at times so I wouldn’t know which tortures she feared most.  The idea of revealing this to me must have horrified her into silence.  While I understood her hesitation I wouldn’t forgive it.

I brought the flogger down on my two bulging targets, the dull impact causing Cindy to grunt.  The flogger didn’t have the same sharp impact as the other instruments but I made up for it.  Blow after blow left her tits glowing crimson.  I covered all possible angles, covering the sides, of course her nipples and making sure to let the tips curl down into her cleavage from time to time.

I know she appreciated my thoroughness because by the end of fifty strokes she was gushing tears of gratitude.   Her head was leaning forward against the barrier, her hands reaching for her maltreated titties, as if she could will them through the pane to hold her chest and ease her suffering.

As soon as she seemed responsive again I demanded,

“What has been the worst torture?”

‘The wooden pony, master.   Please, no more, the pony was the worst.  It hurts, sir, it hurts me there and it just gets worse and worse.  My legs get so tired and my pussy gets so sore, it’s not fair.  You just leave me there, you don’t even stay.  I try so hard to stay up but I can’t and it, it hurts my clit so bad.  The rest of my pussy too but my clit!  Master, y-you’re going to ruin me!”

Cindy’s speech was accentuated with sobs, tears and wails.  My rapedoll had had enough.  Unfortunately for her I had every intention of giving her much more than enough.  I dragged the flogger across her breasts once again and laid it back on the wooden surface.

I lifted the cane, my favorite instrument for inflicting pain on her helpless meat sacks.  Just for fun I laid a few stripes across her nipples and areolas.  She was clearly holding back her protest, as she didn’t deserve this under the current rules.  Too bad.  I continued striking the tips of her breasts, emphasizing my words as I asked.

“Of course the pony is great fun, all girls want a pony.  What has been the most painful experience for these?”

I indicated what “these” were with a final blow, straight across both nipples as hard as I could.

“You hurt my breasts so much.  It’s always bad.  I don’t know, sir!”

Thwack! Thwack! Thwack!

“That’s not a good answer, cunt.  Think of a better one.  Maybe this will inspire you.”

Standing to the side of the table I firmly pinched a nipple with my left hand and pulled it up, lifting the breast away from the flat surface.  I used my right to thrash the sensitive underside of Cindy’s breast with the cane, swinging horizontally across the tabletop.  While the stupid whore blubbered incoherently I painted welts all over the bottoms of her tits.

“I sick of holding these up, wait here.”

Setting the cane on the table, I walked swiftly to the punishment room and found what I was looking for.  Coming back to my sweet slave I again hefted her tits up by her nipples and slid a sheet of course sandpaper under each one.  Pressing a hand on top of each bag of flesh, I ground the fresh welts into the rough surface.

“So, did you think of a good answer or do I need to use the cattle prod again?”

“No, Master, I know what the worst was.  It was the sunburn.  The sunburn on my breasts and then you hurt them so much.  Like today but they were burned.  They hurt all the time.”

That had been a special time.  If I wasn’t worried my slave would get skin cancer I’d keep her sunburned all summer.  I had cut two holes in a sheet of plywood and strapped her to it with her tits forced through the holes.  A strap over her back and four more at her wrists and ankles held her tight against the board.  I laid her outside with her breasts exposed to the sun all afternoon.

While Cindy soaked up the sun I sat nearby under a shade umbrella and enjoyed some lemonade.  I even took a short nap, lulled to sleep by the sweet sounds of my slave explaining desperately that her boobs were being baked and she would do anything to get out of her situation.  The poor thing actually offered to “make love to me with her butthole”.  A phrase she despises and has otherwise never said without being specifically prompted.

I couldn’t resist an offer like that so I flipped the board over and took her anally.  After being so willing to give it up she certainly did cry a lot.  The weight of both our bodies must have been causing some discomfort in her sunburn-covered tits.  After returning her best friend I turned her back over and went inside to cool off.

Cindy’s titties were bright red by the time I brought her in.  The contrast with the rest of her pale skin was just gorgeous.  Just touching them was painful for her.  Of course I did much more than touch them over the next several days.  Naturally, she had to be punished for allowing her skin to peel.  Her tits looked terrible and she knows she’s responsible for pleasing me with her appearance.

Our favorite game was titty fucking with the soothing skin lotion.  Of course she had to get me off first without the lotion, suckle me until I was hard again and then she got her relief.  Fortunately for her, the tears from her pretty eyes falling on her painfully scorched skin helped me become ready for round two faster than normal.

“You did such a good job, honey.  Isn’t it good to really talk?  We’re quite the couple you and I.  I’ll have to take you on a fancy date sometime.”

I carefully freed her from the table.  Leading her to the mattress I pushed her down onto her stomach.  She cried out when her weight fell on her beaten titties but was too tired to struggle much.  After reaming out her butthole with my cock I put her best friend back in place, threw her back in her small metal house and locked the door.

Chapter 8 Cindy’s Mistress

It was going to be a special day.  A dear friend of mine was coming for a visit.  Her name is Allison and she’s a fellow slave owner.  She currently has Fucktoy, the cute little thing that came over for Cindy’s birthday party.  She won’t be here though, Allison just wants to see my pet.  I think she has a little crush on my slut and who could blame her?

I knew I’d be sidelined, mostly just enjoying the show while we have company so I used my girl early that morning.  I got her up, had her shower, shave, eat some cereal and put on her makeup.  I waited patiently and when she was ready I rewarded myself with one of her signature blowjobs.

Seeing her kneeling there in front of me, as pretty as ever, taking my hard cock in her mouth just the way I’ve trained her almost made me cum immediately.  I held off and enjoyed her throat as she drooled on my shaft, keeping her beautiful eyes on me the whole time.

I made her climb up, straddling me in the chair and taking my hardness inside of her.  As she bounced up and down I kissed her and explored her flawless body with my hands.  She didn’t have any marks or bruises as I hadn’t beaten her for about a week.  I wanted to present my friend with a fresh canvas.  While Cindy worked my cock with her velvety pussy I held a soft, warm tit with one hand and cupped a tight butt cheek with the other.  I pushed her best friend a little deeper into her asshole and came, filling my girl with semen once again.

I held her close as she regained her breath, her sexy body pressed against me, our arms around each other in a loving embrace.  I rubbed my hand up and down her back and kissed her neck and shoulder.

“Did you enjoy your rape, sweetie?”

I could feel her cringe as she answered,

“Yes, master.  Thank you.”

We continued to cuddle as I slowly softened inside of her tight cunt.  I could sense her relaxing, probably picking up on my affectionate mood and feeling relieved that I probably wouldn’t be spanking the beautiful round ass I was now caressing.  Unfortunately for Cindy, it wasn’t my mood that would be determining her fate today.

Looking over her shoulder I saw the door to the security room at the top of the stairs slowly open.  I keep it oiled and there is no creaking or other noise.  The first hint my pet got that we had company was the click of Allison’s high heel on the first step.

She always announces her presence to Cindy this way and by the third step my slave was trembling slightly, pulling her arms tight around me.  I know she’s scared when she looks to me for comfort.

Walking down the stairs was a vision of beauty and kink.  The gleaming black heels that made the ominous sounds led up to strong calves and smooth, strong thighs.  The black leather panties pulled tight against her vulva and I was sure they hugged her ass beautifully.

As she descended further, I saw she was wearing a black leather corset as well.  Sometimes she overdoes it with the dominatrix gear but I can’t deny that she looked amazing.  The corset accentuated the womanly flare of her hips pulling back to her slim waist.  Her breasts aren’t big but she was wrapped up so tight they were spilling over the tops of the cups.

She has a slight tan but her skin still contrasted sharply with the black outfit and her black hair pulled into a simple ponytail.  She wore a smile on her pretty face, bold red lipstick emphasizing it.  Her blue eyes were cold though, intent and focused.  Her hands were full, a small suitcase in one and a riding crop in the other.

As she neared the base of the steps, my whore climbed off of me, her sweet pussy reluctantly releasing me, and crawled over to Allison.  She assumed the position she had learned the first time they had met, on her knees, ass up, kissing the feet in front of her.  The tall woman leaned forward and began smacking the upturned tush, occasionally landing one on the recently used and sensitive slit.

“It’s so nice to see you again, slut.  I missed you, did you miss me too?”

“Yes mistress, I missed you too.”

“I thought you would.  What have you been up to this morning?”

“I was fucking my master, ma’am.”

“Of course you were, you’re such a horny little thing.”

I pulled my pants on and made my way over to the pair of women.  Allison set down her suitcase and gave me a hug.  She was wearing perfume and I smiled at the thought of her primping to be ready to see my slave girl who was still groveling at her feet.

I offered her a drink and she asked for water.  As I made my way up the stairs she ordered the slut to bring her luggage over to the table.

“Quick like a bunny!”

she encouraged, giving Cindy a few hard swats across her ass.

When I returned, the two were curled up on the bed like lovers, chatting away while Allison explored the delicate body lying next to her.  Allison likes to start her sessions with Cindy by reminiscing about their previous encounter.  As I settled in for the show she was asking,

“What did we do next?”

“We played a game.”

“What game did we play?”

“We played Hurt the worthless piece of garbage because she deserves it.”

Allison closed her eyes and smiled as she pulled the slave’s head forward, gasping slightly as her neck was kissed and nuzzled.

“Ohhh… Who won Hurt the worthless piece of garbage because she deserves it?”

“You won, mistress.”

“How did I win?”

“You caned my vagina, ma’am.”

Allison wrapped her hand around the frightened girl’s neck and held her tightly.  Moving her face close she corrected her,

“No, slut, women have vaginas.  They are beautiful and they are for that woman’s pleasure.  Slaves like you have cunts and they’re for anything their master or mistress wants.”

“Yes, mistress, you caned my cunt.”

Cindy gasped out.  Allison slid her hand down to play with a perfect breast, squeezing, pinching and pulling on the nipple.  As she fondled, I thought about the caning.  It hadn’t been nearly as hard as some of the canings my slave has received but right on her precious womanhood, she certainly experienced quite a bit of discomfort.

She was positioned laying back on the table, a convenient height, and required to hold her own legs back, spread wide like a whore’s legs should be.  Her tormentor had stood a few feet away, rubbing the cane over her burning lips between strokes.

A couple rules had been imposed.  If Cindy broke position the stroke didn’t count.  Further, if she broke position three times in a row, she would be tied down and given 75 strokes, not counting the ones she had already taken.  She made it through without too many extra strokes.  I was proud of my good girl.  Cindy had been so swollen and tight for the next few days that I had fucked her almost constantly.

“Exactly, just like you deserve.  What did we do after the game, dear?”

The humiliated girl once again avoided eye contact and uttered,

“We made love.”

“That’s right, I made love to your bottom, didn’t I?”

“Yes, mistress.”

Cindy barely managed to answer.  Her eyes were closed and she looked on the verge of tears.  She held them back though, such a good girl.  Her reaction was no surprise.  Even calling it love making, which Allison insisted upon, was a cruel joke.  What she had done would be more accurately described as an extremely thorough rape of Cindy’s tight little asshole.

She had strapped the naked beauty to the whipping bench, torso flat on top and her knees and calves up on the pads.  Her delicious rear hung out into space and her head looked down at the floor in front.  Allison put on a strapon about seven inches long and a good diameter as well.  She drenched it in lube, making sure it would slide in quickly and relatively easily and then, with slow, constant pressure, proceeded to thrust the entire length up the tight back opening of my slave.

Cindy’s expression was simply gorgeous, her eyes opened wide and her mouth expanded into a wide “O” as she gasped, too shocked to even scream out.  With all the lube there was almost no friction, just a sudden, unavoidable fullness.

After reveling in the first deep penetration, she slid back out, actually allowing the cute little pucker to close up.  Then came the next inevitable stroke, steady and relentless.  This repeated scene was recorded for posterity by Allison herself as she held a small video camera in one hand and deftly alternated between adding oil and gently caressing Cindy’s back with the other.

The view was magnificent.  It showed the slender figure of my whore tapering down to her waist and ending in two, soft, inviting globes being split repeatedly by the fake cock.  It’s one of her least favorite videos, not just because of the memory but because she knows exactly how I will be using her when it’s over.

Throughout the seemingly endless ass fucking, the sadistic vixen would periodically walk around to the front of the hapless girl and carefully lift her chin to check in on how she was feeling.  Her enquiries were usually answered by

“No more, please, no more.”

until a few sharp slaps brought Cindy back into focus.  The best response was

“I feel so dirty.  Worthless.  Just an object that you use in the most degrading way possible.

Allison kissed her deeply and got back to work churning her insides.

I was shaken from my reverie by the sounds of the cruel woman orgasming.  She had Cindy’s hand in her own and both were down the front of her panties, stimulating her as they talked.  When she regained her composure she brought their hands up and my toy obediently sucked their fingers clean.

“Yes, we had such a good time together, sweetheart.  We’re going to have a wonderful time this visit too.  I get to stay with you for three whole days!  Aren’t you excited to sleep together?”

Cindy shuddered but knew what she was expected to say.

“Yes, I can’t wait to sleep with you, mistress.”

“Good!  There’s plenty of time before that though.  I’ve been thinking of you since the last time we made love and I’d like to play a new game with you.”

“W-what game?”

“It’s called please whip my titties.”

“Noooo…”

“Mhm.  And since it’s your first time I’ll give you the easy part.  You just have to remember to say one thing.  What do you think that is?”

The poor girl couldn’t bring herself to answer.  Allison slowly slid her hand around the back of Cindy’s head, weaving her fingers into the hair.  She suddenly gripped tightly, wrapping the long beautiful strands around her fist and forced the grimacing face to look into her own.

“What are you going to say?”

“P-p-please!  Wh-whip my titties, mistress.”

Instantly dropping the harsh persona, Allison relaxed her grip and brought her in for a hug.  She held her close to her chest and brushed her recently disheveled hair back into place comfortingly.

“Good, I knew you were a clever girl.  You’re going to say that each time I whip you.  And each time you say it, I’ll do just as you ask.  It can be a long game.  You might get tired so I’ll tie you in place, isn’t that nice?  You really only have to worry about saying that one thing, I’ll take care of all the rest my dear.”

Getting up from the bed Allison went to her suitcase to get two items and brought them back to the nervous slave.  One was a leash and the other was a large, heavy wooden paddle, worn smooth with use.  Displaying the brutal instrument she explained,

“This is Fucktoy’s favorite, wasn’t it nice of her to let you borrow it?  After a long punishment with this her entire behind is one big bruise, it’s just gorgeous.”

Clipping the leash onto the simple black slave collar, she began to lead Cindy to the punishment room.  My slut fell in behind her and reluctantly followed before being reminded,

“Whores crawl.”

Getting down on all fours obediently, she was led to her fate.  I followed the two lovers, appreciating the view of my girl as her tits hung below her and her ass wiggled back and forth, her best friend securely up her butthole.

I took a seat with a nice view and the two women went to two posts set in the floor.  There’s a padded horizontal bar between them which is just at Cindy’s waist when she kneels.  There are four straps bolted to the floor that fit around her ankles and her calves, just below her knee, securing her lower legs in place.  There’s also a ring in the floor in front of her so her collar can be locked down.

Sometimes I leave her there all day, bent over, visiting her when I feel horny, taking advantage of her conveniently upturned ass to enjoy some deep anal fucking.  Other times I leave a hitachi pressed against her cunt and let her cum all she wants.  And then cum some more until she can’t think straight, all she knows is that she needs to escape the stimulation on her over sensitized clit.  Then the swollen, delicate bud is ready for the tawse.

Allison had her legs tied down but didn’t bend her all the way over the bar.  She roped the girl’s arms behind her, her hands on her elbows, with several loops around her forearms.  She had those entirely covered before going around her upper arms a few times, across her back just in case she could slide her hands out through the sleeves of hemp rope.  Next she gathered my slave’s hair at the top of her head and tied a rope around it.  This was pulled up to the ceiling a few feet ahead of her, keeping her leaning forward.

The position was just perfect for a tit whipping.  Cindy was immobile, forced to look slightly downward at her perfect breasts.  The angle of her torso caused them to hang forward slightly away from her body, dangling there enticingly, begging for the harsh caresses soon to come.  They rose as she inhaled and then fell wonderfully, the soft mounds occasionally jiggling a little as she adjusted her position where she could.

After placing the paddle conspicuously in front of the kneeling slave Allison moved a chair beyond that facing the naked girl.  She then walked to the wall and carefully selected a beautiful singletail whip.  I’d used it before but always on her tight bottom or flipping up to the soft cleft between her legs while she stood, chained in a spread eagle position.

The dominant woman squatted down directly before my whore, an impressive feat of balance in those heels.  Lifting Cindy’s chin firmly she leaned in, turned her head slightly and kissed her passionately.  As they made out she moved both her hands down to the inviting bosom before her.  Taking a nipple between each thumb and forefinger, she pinched lightly, pulling them towards herself.  As the sensitive tip slid between her fingers she increased the pressure until she was holding on to a tiny fraction of an inch with all her strength.  This caused some enthusiastic squirming and when she finally let the nipples fall she was rewarded with a distressed moan.  She repeated this several times, all the while kissing like she was expressing her love to the most precious person in her world.  When the nipples were hard and standing up proudly, drawing in the skin of the aureoles around them, the sadistic woman was satisfied.

Breaking off the kiss reluctantly, she turned and stepped to the chair, giving the unfortunate girl a great view of her toned bottom.  Seating herself comfortably she looked right into the big, worried eyes staring at her and asked,

“What game are we going to play?”

There was a pause before Cindy could bring herself to answer,

“Please whip my titties.”

As light swish followed by a distinct thwick as the singletail popped Cindy’s right breast.  She winced and exhaled, I think she was surprised that it didn’t hurt more.  Of course, Allison is capable of much harder strokes and I knew that eventually the lashes on her chest would have her singing beautifully for us.

Swish, thwick.

“Ahh!  Please whip my titties.”

Over and over.  Louder and louder.  The whip left such wonderfully defined marks on the vulnerable flesh.

Swish, thwick.

“Ohh… please.  Whip my titties.”

It seemed that the lines would just keep multiplying.  Crossing each other here and there but all distinct.

Swish, thwick.

“Aieee!  Oh, please, please whip my titties.”

Eventually the angry red lines merged into one fiery mass of painful heat.  The entire time Allison was lost, a glow of ecstasy radiating from her face with it’s slight, bemused smile.

Swish, thwick.

“AHHHH! Please whip my titties!”

In order to ratchet up the pain further still, the cruel woman had been focusing on the swollen and bruising nipples.  Over and over, one and then the other formerly pink tip felt the dreadful leather.

Swish, thwick.

“Aghh!  Please mistress!  Please no more, please!”

Allison stood and leaned in front of Cindy, patiently explaining,

“That’s not what you’re supposed to say.  You didn’t follow the rules of the game so you get a penalty.”

Setting the whip on the floor, she hefted the vicious paddle.

“No, mistress, please!  I’m sorry, please whip my titties!  Please!”

Allison was undeterred.  Knowing her, I’m sure she would have whipped the poor girl all night until she earned a penalty.  There’s something so much more satisfying about beating a slave when you can convince her that it’s her own fault.

Standing next to the kneeling woman facing the opposite direction, she took aim and landed a heavy blow.  A dull thud announced the impact and Cindy was jarred forward against the bar.  The paddle had landed on the back of her leg, covering the entire length from just above the knee up to the gorgeous round cheek.

There was the appropriate amount of screaming, crying and begging but a few seconds later another shockwave was sent up through the back of the same thigh.  A total of ten strokes were laid on top of each other.  Even with that few, the unforgiving paddle would make her dread sitting down for several days.  I’m sure that thought passed through Allison’s mind as well, making her dream up terribly creative ways to force Cindy to sit down and make the experience even more unpleasant.  She’s wonderful that way.

Standing in front of her victim, she asked,

“Are you going to play the right way?”

“Oh, yes, mistress, yes, I promise!  I’ll ask every time.  Please no more with the paddle, it’s too much.”

“Now, slut, we only did one side.  A penalty is ten strokes to each thigh.  You’re not trying to break the rules again, are you?”

Looking at the floor, the hapless slave answered,

“No, ma’am.”

“Good.”

Allison completed the penalty dutifully and put the paddle back in its place before my pet.  She settled herself back in the chair with the whip and looked expectantly at the increasingly battered girl.

“Please whip my titties.”

Swish, thwick.

The game continued.  For about two more hours Cindy had her titties whipped, at her own request.  I was proud of my good girl, she only earned four more penalties before Allison declared the game to be over.

The evil woman stretched and stepped in front of her playmate.  Turning to face away from her she slowly lowered her underwear, presenting her smooth, unmarked butt to the slavegirl.  Bending over while spreading her legs slightly, the heels put her at just the right height.  Cindy went to work without needing to be told, licking and kissing the shaved lips in front of her.  As she came she closed her eyes, basking in the power she had over the stunning young lady pleasing her with her mouth.

After her orgasm she pulled on her clothing, stood and considerately asked if I’d like some relief before the next activity.  I gratefully accepted and pushed my hard cock down Cindy’s throat, soon feeding her several bursts of cum.

She was soon freed and as she was led from the punishment room, crawling once again , her mistress asked,

“You must be tired, would you like to lay down with me?  Your bruises are coming in so nicely I just have to make love to you!”

Cindy’s Prom

My slave had been slightly less responsive for the previous few days.  Once in a while she gets the blues.  Sometimes I think she just isn’t cut out for all the pain, abuse and degradation she gets.  Then I think of her perfect tits, begging for a whipping or her pouty lips, ready to part and accept me in her loving mouth once again.  I know she’s made to be my personal rape doll.

I had gone into the basement that morning and shared breakfast with my pet.  She had trouble eating with the ring gag in her whore mouth but I certainly enjoyed watching her.  After she dribbled yogurt all over her tits I didn’t mind cleaning her up.  Even with our pleasant meal she was still sulky.  Fortunately for her I was in the mood to indulge her rather than give her a more immediate reason to be upset.

That day I was planning to spend some time relaxing with my slave so we made our way to the chair to watch a movie.  I picked one of Cindy’s favorites, it’s actually one I took from her apartment when I made her mine.  I sat down in the comfortable master’s chair and Cindy did her best to settle onto the hard wooden stool, the ring gag still holding her jaws apart and her best friend nestled inside her.

We both had beverages and I smiled to myself when she dribbled onto her flawless breasts.  For once I didn’t take advantage of an excuse to punish the dirty slut.  By the end of the movie she was dry, except for her eyes.  They were dewy with moisture and she had to constantly blink the tears away, it was unbelievably sexy.

“Come here and present yourself, slave.”

Cindy stepped in front of my chair and cupped both her breasts in her hands for my viewing pleasure.

“Lean forward.”

“Eh ur,”

was her adorable attempt to give the appropriate response.  As she brought her head and chest closer to me she continued holding her perfectly hurtable breasts even though the lovely way they hang down slightly made it unnecessary.  I reached behind her neck and unlocked the strap holing the gag securely in place.

“Go put that away now, sweetie.  Bring back the metal handcuffs.  Wash up first, you drooled all over yourself.”

Cindy nodded and turned to her assigned task.  I was feeling caring, ready to hold my precious whore and let her release some emotions.  I’ve found that Cindy likes to wrap her arms around my neck when she buries her stunning face in my shoulder for a good cry.  I love taking that little comfort from her by locking her hands behind her back with cold, unyielding, steel cuffs.

When she returned, carrying the restraints, I had her straddle my legs facing me.  Her tight fuck hole would be in position if her upcoming sob session got me worked up and I had to push my hard cock inside her.  I took the cuffs in my right hand and grasped her delicate throat with my left, pulling her in for a deep kiss.

As I held her in that passionate embrace I reached around her waist, pulling her wrist back.  With plenty of practice I’ve gotten good at securing the heartless bracelets with one hand.  Cindy knows her best option is compliance and she was soon without the use of her arms.  I drew back and brushed her cheek gently, asking in a sympathetic voice,

“What’s the matter, cupcake?  Have you been feeling sad?”

Cindy nodded hesitantly.  I looked at her questioningly and eventually she looked down and uttered,

“I, I just miss the way things used to be, and, and then the, the movie reminded me of watching it be-before.”

“Before you came here with me?”

“Mhh hmm.”

I lifted her delightful chin to look into her sorrowful eyes.

“I know it was hard, it must have been a big change for you.”

The poor thing nodded, closing her eyes and trembling in my reassuring arms.  When she looked back up to me her lower lip was quivering and I knew she was on the edge of breaking down.  That moment, just before the tears start, is one of the most beautiful things in the world.  Whether it’s caused by pain, humiliation or just pure anguish I love knowing that I caused my wonderful pet to feel that way.  And I love her.  It gives me such satisfaction and pleasure to have complete control over my Cindy and to abuse that power so terribly.

That’s when, as she’s about to edge over the line into true misery, I simply can’t resist giving her a mean-spirited shove.

“Going from thinking you’re a normal person to finding out you’re just a gorgeous, soft body to be hurt and a set of holes to be used.”

That did the trick and my toy collapsed onto me, sobbing uncontrollably.  I pulled her tight to me, arms around her shaking frame.  As I leaned my head against hers I felt the hot tears run down my neck.  Brushing her hair softly with one hand I consoled her,

“It’s ok, slut.  Sometimes filthy whores need a good cry.”

       

I hope my little princess remembers this kindness the next time I restrain her, cane her helpless tits raw and then beat her cunt until she screams herself hoarse and I have to force my way into her swollen love hole.  I sometimes worry that she doesn’t appreciate all the effort I put into our relationship.

My dejected little plaything had me almost painfully hard and I reached down to guide myself into the warm slit begging me to use it.  I started taking small strokes in time to my fingers brushing her long brown hair.  Her hips matched the rhythm and we were soon slowly and steadily fucking each other.

I doubt Cindy even realized what she was doing.  She was enveloped in her own little world of sadness.  Conditioning is an amazing thing.  Even at that moment some part of her knew that if she didn’t grind her silky fuck hole down on me the right way there would be a brutal punishment in her near future.

I could have stayed there forever, buried inside my good girl.  I held her in my embrace and moved my hand up and down her back, occasionally pressing on her butt plug for a few strokes.  For her part she continued shedding tears and slowly bouncing on my cock.  She’s just perfect.

All good things must come to an end and eventually Cindy’s breathing slowed and she began to relax.  I turned my head and softly kissed her pretty neck.  Moving both hands to her steadily rising and falling ass I palmed her shapely cheeks.  As I nuzzled her neck I felt the sensations and emotions overload her mind as she gave in to a relief filled orgasm.

I could hear her catch her breath over and over before letting out a gentle “unh” each time, the way my slut does as she climaxes.  Finally, the heat radiating from her tits to my chest pushed me over the edge and I joined her in bliss.  I swelled slightly more, my body instinctively attempting to get that much deeper into her belly and I sprayed and sprayed my semen inside of her.

After reluctantly lifting her off of me and removing the cuffs I knew we were both ready for a nap.  She was tired but managed to follow as I carefully led her by the hand to the door of her house.  I picked out a deep blue bra for her and a matching, medium sized ball gag.  I placed it in her waiting mouth and locked it behind her neck.

My cock began to stir at the sight of her so exquisitely silenced but we required rest and I needed to prepare the surprise I had in store for cheering her up.  After giving her a peck on the forehead I pushed her down to her hands and knees.  Cindy crawled into the featureless metal box and I closed the door behind her, sliding the bolt into place ensuring she stayed where she belongs.

I took a quick nap and then went down to prepare for Cindy’s special evening.  She missed the way things used to be and I was going to recreate one of those memories for her.  Well, with a little added fun, of course.

Around 4:00 I retrieved my slave from her house.  After I unlocked her pretty ball gag she dutifully returned it and her bra to their designated places.  My cock was hard in anticipation so I made her fetch a pair of clothes pins.  After arranging them just right, hanging straight down from their grip on her nipples and holding enough flesh to keep it from being immediately painful but little enough that the pressure would cause the pain to slowly build, I guided my beautiful whore to her knees.  She began to suck as she’s been trained, taking me deeper and deeper with each bob of her head until those sexy little noises started escaping while she accepted me into her throat.

This was just an appetizer, I didn’t intend to cum yet so I reluctantly willed myself to withdraw from her talented mouth.  I told her to make herself pretty for me and even allowed her the luxury of a full bath without earning it.  As she padded away on her bare feet I smiled at the thought of her special treat being tainted by the growing pain in the delicate tips of her breasts.  She knows better than to take them off, even in the privacy of the bathroom.

Cindy emerged from the restroom looking and smelling like heaven.  It was difficult not to take her immediately but I was patient, it was going to be even better later on.  There was a garment bag hanging from a hook on the wall.  I handed it to her, explaining,

“This is what you’ll be wearing tonight, dear.  What do you think?”

She opened the bag and immediately recognized the contents.  Her eyes widened and her jaw even dropped slightly in the cutest little stunned expression.  In her hands she was holding her old prom dress, another reminder of her old life I’d thoughtfully included in the collection of things I took from her place.

“Will you be my date tonight, slut?”

Cindy was staring at the dress like it was from another world, which, for my fuck toy, it was.  Through her shock she managed to obediently reply,

“Yes, sir.”

I removed the clothes pins and massaged her nipples, squeezing just a little more pain from them before helping her into the dress.  It was a deep blue color and it hugged her shapely figure from top of her chest down to just a few inches above her knees.

It was sleeveless and low enough to show her chest beginning to swell underneath but modest enough to hide any cleavage.  It fit like a glove but didn’t seem uncomfortably tight anywhere.  I was very pleased with her appearance and complimented her,

“That looks fantastic on you.  Aren’t you glad I helped you lose those extra pounds?  A few weeks ago your tubby ass wouldn’t have fit in that sexy little dress.”

She had been a pound and a half too heavy at her last weigh in but five days of the cum-only diet had whipped her back into shape.  Along with several literal whippings during which she screamed her poor heart out and apologized for letting herself become so unattractive.

I lead her over to the vanity and placed a photograph at the edge of the mirror.  It showed a proud, excited Cindy ready for the big dance just a couple years ago.  She looked so innocent, it’s hard to believe all the filthy, degrading acts she’s now only too eager to perform in exchange for some trifling kindness.  It makes me laugh.

I generously allowed my slave to suckle my engorged cock as she valiantly tried not to cry.  I slowly dragged in and out of her face hole until eventually a few drops escaped down her flawless cheeks.  Wiping her dry with a tissue I explained,

“No more tears, now.  It’s time to do your hair and makeup, just like the picture, honey.”

I put on the cheap rental tuxedo I’d picked up earlier.  I wanted this to be as authentic as possible for my good girl.  I was soon dressed and I sat down to watch a movie while Cindy prepared herself for me.  On the screen her beautiful, terrified and penis gag filled face stared forward.  Her muffled screams and moans were accentuated by the loud impacts of the leather strap across her outthrust buttocks.

It took her a while to get ready.  I was patient as I wanted her just right and it was worth the wait.  The hair was difficult as I’m sure she’d had it done professionally the last time but she did a very good job on her own.  She stepped into her heels, completing the picture.  I lifted her hand, kissed the back of it and lead her through the doorway.

The lights were turned low and there were streamers and a disco ball transforming the punishment room into an enchanting fantasy world just as effectively as any gymnasium ever had been.  I used the stereo remote to start some uninspiring dance music from two years prior.  Cindy glanced around nervously, no doubt in awe at the magic and romance of the scene.  Most of the furniture had been cleared to the sides of the room but her eyes lingered on the school desk standing alone under a soft light.

She knows the desk well.  It’s a typical school desk with the chair built into the small writing table in front of it.  There are more restraints on her desk than most others but it is still functional and she’s spent many hours at the desk taking long tests in her slutty schoolgirl outfit, her best friend pushed up inside of her.

I usually gave her a week to study, a reading light and textbook thoughtfully left in her house.  She’s very clever and scores well.  She once aced a test and spent quite a while on her birthday sybian as a result.  All her other exams have been imperfect and I’ve been forced to bend her over the front of the desk, lift her cute plaid skirt and thrash her naughty ass with a yardstick as she desperately corrects her mistakes on the seat of the chair.

Once she finally gets it right I leave her strapped down and use her tight cunt.  I don’t know if that role play taps into some fantasy of hers or if that position just does it for her but my slave usually cums once or twice while bent over the desk before I pump my semen into her.

She wouldn’t be taking a test or having any orgasms at the desk that night but it would certainly see some use.  I placed my arm around her waist, pulled my Cindy close and began to dance with her.  She was nervous and stiff but she gradually relaxed in my caring arms.  I took the chance to enjoy feeling my slave’s body through much more clothing than she is usually allowed.  The dress fit close to her trim figure but slid pleasantly over her skin as my hands glided up and down.

Soon she had her head resting on my shoulder as we swayed slowly.  Her hands were curled toghether, arms folded between us as I drew her close.  I kissed her neck and brushed a hand over her silky hair while the other cupped her strong, perfectly shaped ass.  I would attend to that shortly.

As we danced, lost in our embrace, I’m sure, a certain song came on.  It featured heavily in the otherwise random mix I had playing.  I whispered,

“This is our special song.”

I took her roughly by the arm and pulled her over to the desk and was able to secure her quickly.  I stepped over to the wall and took a long, heavy paddle from a hook.  It’s about four inches wide so it spreads the impact out but with the weight behind each stroke it turns poor Cindy’s bottom red in no time.

After the red more beautiful colors continue to bloom but they wouldn’t be seen that evening.  I left the dress in place, pulled snug over her bent form.  For the duration of the song I beat the hell out of her protruding ass.  She thoughtfully added her screams to the music in the air.

When the song ended I put the paddle away and released my whore.  She hesitantly stood up, looking away fearfully.  I drew her in again and resumed our dance.  Soon the special song played again and it was back to the desk for Cindy.

More pain, more dancing, over and over.  At the end of each song my date would begin to fidget, anxiously waiting to learn what would play next.  Whenever my hand rested on the swell of her cute butt I could feel the heat rising from it, even through the smooth fabric.  I could have performed this dance all night, alternating between beating and comforting.  I needed relief though and after the couple hours I had planned I was ready to explode.

Our special song played and my special girl was paddled accordingly.  Then the song played again and I paddled her some more.  The third time was just too much and she broke down, sobbing uncontrollably while I struck her without interruption.  Underneath the unchanging dress must have been a mass of bruises and inflamed flesh.

When the music finally stopped my red-eyed, tear-streaked angel was ready for our formal picture.  This would make a wonderful addition to Cindy’s scrapbook.  Yet another cherished memory for the two of us.

She had a hard time staying upright but I supported as we made our way over to the arch of flowers with the camera and tripod in front of it.  I set the camera timer and brought my prom date over to the correct position.  I let her lean on the archway and leaned over to grasp her dress.  I tore it apart at the convenient seam up the back, just for a few inches near the bottom.

Through the hole I withdrew her plug.  I placed it in her hands, wrapping her fingers around the base and lifting her arms in front of her as if she were holding a bouquet.  I knew she must be happy to have her best friend in such a meaningful photo.

I bent my legs, aligned myself and hugged Cindy’s torso.  As I stood up my cock was pushed into her squeezing asshole.  I continued rising until I was standing straight.  I was holding my slave up, her feet actually off the floor.  I let as much of her weight as possible down on my erection, forcing myself even deeper into the valley between her undoubtedly burning cheeks.

The camera flashed at just the right moment and captured the expressions on our faces for later reminiscing.  The look of satisfaction I have in that picture makes it clear I had found my place, fully inside her bottom.  This is confirmed by the round shape of her mouth, mid gasp.  The wetness of her cheeks makes it clear she was still shedding tears.  The only other thing that appears out of place is the plug.

I brought my good girl back to her desk and fastened her down one last time, keeping myself embedded in her warm tush.  Once she was secured, still grasping the plug in one hand, I began pounding into her, giving her ass a thorough fucking and slamming my hips and thighs into her soft, pain-filled curves.  It wasn’t long before I found myself thrusting desperately, aching to be deeper as I pumped her full of my cum.

My energy spent, took the toy from her and slid it back up her rectum.  I unbuckled my slave and she knew well enough what was next.  Cindy unenthusiastically moved to her knees and took my slowly softening cock in her mouth.  Her makeup was even more attractive smudged and lined.  As she sucked, a trace of lipstick was left on my cock.  I smiled, knowing that it would be cleaned off along with anything else she had left on me.

The excitement of the evening cut down my usual recovery time and I was treated to another orgasm as she took me down her expert throat.  After spraying my seed into both ends of my toy it was time for bed.

As I tucked Cindy in for the night, allowing her the luxury of keeping the dress on in her cold, metal box, I hoped that the enchanted event had cheered her up.