The babysitter

Austin Davies

It was the summer of my 18th year.  It was a horrible summer.  Although I went through the graduation ceremonies of my senior year I was informed by the headmaster of my school that if I did not go through the summer courses to get a passing grade in my math I would not get my diploma.  In other words I had to go to summer school while all my other friends were going on vacation I was stuck in class with several other students who had had less than desirable grades.  I was the only one who was a senior with no diploma.  At the time I was what my guidance counselor called an underachiever.  He told my parents that if I had something to work for then I would show improvement.

Try as they may they could not find anything that would work.  My father offered a sport car, a trip to the Caribbean, my mom even offered straight cash.  Nothing worked and my grades continued to fail.  I think my parents had all but given up on me.  I heard my dad say that maybe they could send me to a vocational school to be a welder or a plumber.  Not that these were bad trades just he was hoping for more of a law school degree, like most parent I am sure.

It was late one night when the call came.  One of my grandparents who lived out of the state offered for the family to come stay the summer with them at their summer cottage on the lake.  I loved going up there swimming, lots of good food and no responsibilities.  What eighteen year old boy wouldn’t love that? 

But my parents had other plans. 

“You have to finish summer school and pass those classes.”  My father was pretty stern about his decision.

“You can come up on the weekends” was my mother’s concession

“Hey” I was thinking my parents and my brother gone for most of the summer.  This could work.  I was already plotting my first party.

I did not say anything.  If I played my cards right they would be gone in a couple of days and the house would be mine.

That following Saturday I woke up thinking they would be gone soon and I was on my own.  I came downstairs and saw a woman sitting at the breakfast table.

“Austin this is Miss Shibari.  She just moved hear to the city and will be working for my firm.”  My father was enjoying watching my bubble burst.  “She will be staying here till we get back.  I expect you to listen to what she tells you to do and obey her.”

Shibari stood up and stuck her hand out to shake mine.  Now being eighteen I was not into older woman.  I guessed she was a little younger than my parents but very pretty.  Her green eyes were bright and her body was slender with long brown hair.  Nothing like what I masturbated to in the magazines under my bead.  She was older and an authority figure. 

I smiled shook her hand and said hello.  I then walked into the kitchen to take care of the second biggest urge, filling my stomach.  As I was eating mom was taking her around the house and showing her where everything was.

You can stay in the downstairs bedroom.  It’s big and has its own bathroom with a whirlpool tub that overlooks the garden.  There is a large screen TV, cable and a DVD player.  Make yourself at home.”  My mom was watching me the whole time.  Trying to figure out a way to tell her about my bad behavior.

“Austin has to be at school every morning of the week by 10 am and he is to come straight home and finish his homework.  Don’t let him tell you any different.  Check his assignments and make sure he finishes them.  Thank you for doing this on such short notice.”

“No problem until the house sells from the divorce I have no place to live for now.”  Shibari commented.  “And don’t worry about Austin I have a brother a little older than him and we had the same problems.”

“Well I think we that are about it.  We need to get on the road or we will be stuck in traffic.”  My father was always talking about traffic.

I watched them get into the SUV and pull out.

“Do you have school on the weekends” She asked standing behind me.

“No they don’t have school on weekends” I replied as snotty as I could

“Well then what are your plans for the weekend?”

“I was going to get drunk and party” was my thought

“Nuthin” trying to sound bored and morose.

She seemed to give up and walked into her room to unpack

I went back up to my room shut the door stripped naked and pulled out my copy of hustler.  I was in the middle of stroking my cock when there was a knock.  I quickly pulled the sheet back and barked at the door

“What!”

“I am going to the pool do you want to join me” she peaked into the crack of the door. She looked into my mirror that reflected toward my bed. I noticed she had put on a pink pair of sweats and pulled her hair up.

“No I am busy” I replied sounding as rude as I could.

“Suit yourself”

My room overlooked the back yard and garden as well.  I stood up to watch her get into the pool.  I was still very aroused.  It was at that stage that I was fascinated with my cock I liked to walk around to see how hard I could stay.

She took her sweat jacket off and revealed her black string bikini top.  Her tits were not huge like the girls in my mag but they were round and full.  Her top was tied very tight and her tits were almost bulging out.  I found myself starting to stroke my shaft.  I loved how big it felt in my hands.  She then took her sweatpants off bending over as she did.  Her ass was round and full.  Again not like the girls in the mag with their tiny little asses.

I was stroking even faster as she got into the water.  She swam down and back and got out.  Her nipples were hard and the bikini clung to her body like wet toilet paper.  She was rubbing oil on her body.  She put her sunglasses on as she was looking around to make sure she was not being watched.  She did not look up to my room though.  She then undid her straps and lay down on her belly.  She reached back and pulled her bottom up and wedged them between her ass cheeks.

I was pumping faster now and was going to cum hard.  The faster I stroked the more I wanted to I wanted to cum.  I was imagining cumming all over her ass when I began to shoot globs all over my desk in front of the window.  I quickly cleaned up my mess and put my trunks on.  I wanted to watch her recover when I walked out.

I was on the porch and realized she was asleep.  I jumped into the pool and made sure to splash where she was.  When I came up from the dive she was looking at me very annoyed and I thought sure she was going to say something.  But she tied her top up and lay back down.

I swam around for a while not what to say to her. 

“Where did you move here from” I finally asked

“Las Vegas” she was still mad

“Why did you get a divorce” I again was trying to sound interested.

“He was cheating on me” she spat out.

I swam across the pool right to where she was laying.  I had a perfect view up her legs and her bikini covered pussy.   What a sight her long legs were slightly spread.  I could see some of the outline of her lips and a little bit of hair peeking out from underneath.  Her toenails were painted a bright red to match her fingernails.  She noticed I was watching her.  She cocked her head looking as if she was trying to make a decision.  Then suddenly she got up ran towards the pool jumped over my head and did a cannon ball right in front of me.  I was hard again.

The Babysitter from the Top

Part 2

Austin Davies

The rest of the afternoon was pretty uneventful.  Shibari had left the pool to go and get some dinner ready.  It suddenly occurred to me that having a hot babysitter for the summer may not be so bad.  She certainly was not what I had expected.  Dad had said she was divorced and was going to be moving to the area to stay with a friend of hers.

After she had left the pool I swam around a little more till my hard-on had gone down and went back up to my room to get changed.  I peeled off my wet trunks and found myself getting aroused again.  I imagined Shibari coming into the room and letting me take her wet bikini off and jumping into a hot shower together.  The urge to start stroking my cock again was almost involuntary.  The feel of my big cock in my warm hand was soothing.

I had never really thought about how big I was until I noticed in the locker room other guys were staring and making comments.  And the few girls I had gone out with were suddenly scared at the sight of my big guy.  One girl even commented that it was not normal, that I was some kind of a freak.  It was then that I consigned myself to the fact that the only thing I was going to be able to do was jack off….. alot.  I made sure in the locker room to stay little more hidden and dating was something that was out of the question.  It wasn’t until I watched Shibari by the pool that a strong urge came over me.  She was very reserved, almost as if she were trying to keep her feelings under control.  It was that timid shyness that sparked a desire in me.  I not only wanted to fuck her I wanted to control her.  Make her do things that I only fantasized about.  Tie her up and fuck her mouth.  I was stroking myself faster and faster when I heard Shibari calling me to dinner.

I pulled on a pair of jeans and a t shirt and went down to dinner still semi hard.  I walked into the kitchen as she was bent over pulling something out of the oven.  She had changed into a sweat shirt and a pair of sweat shorts. But it was the white socks and white tennis shoes that gave her an almost innocent look.  She stood up and turned around to notice I was there.  Her face went from one of no concern to an aroused discomfort.

I made some brownies” she said in an almost whisper.  Then she hurried in a flustered way towards the dining room.

If my jeans had not been so tight I would have been poking out the top with an erection.  We ate dinner in almost silence.  She had really gone all out for dinner.  Grilled burgers, real macaroni and cheese that had been baked in the oven, a big tossed salad and baked potatoes with all the sides, I couldn’t believe it I was in heaven.   No one besides my mom had ever cooked for me.  I was starving it wasn’t until I was shoving my third burger down that I noticed Shibari was only eating a salad.  She was looking almost pleased with how much I was eating. 

“get enough” she asked “Don’t forget I have brownies and ice cream as well. I also went out and got some movies for us to watch it you want.  Of course it is Saturday night you probably have a date.”

My appetite was suddenly gone.  I would love to be able to sit next to this woman and watch movies dad had a great theatre in the basement and being in a dark room with this woman was turning me on.  But she would never go for someone like me, I was too young for her and there was the other problem.

“No I am going to my room I have some homework to do” I said as I got up and went upstairs.

Babysitter from the Top

Part 3

When I picked up Shibari in my arms the feeling of her soft body pressed against mine was a new sensation.  There was a sudden helplessness about her.  She seemed smaller fragile even a little lost.  As I carried her to the overstuffed sofa and set her down my desire to touch her was overwhelming.  I had to run my hands over her body.  The fact that she was hurting and helpless fueled my urge even stronger.  I got her propped up and her leg on a pillow.  As I was removing her socks I found a little surprise.  She had a tattoo of a little dragonfly.

“A dragonfly….cool! was all that seemed to come out my dry mouth.  I am sure it sounded stupid and juvenile.  But she seemed not to notice.

The tattoo and her sudden helpless condition was feeding a hunger in me that left me wanting to consume her.  Before I knew what I was doing I leaned over and kissed her tattoo and ankle.  My ears were flush and my heart seemed to be beating out of my chest.  I was drunk with emotion. 

Looking into Shibari’s eyes she seemed to take pity on me and reached out for my hand.  Her touch was electric and stirred something more in me.  I grabbed her wrist and pulled her in for a kiss.  I had to posses her, take her, and make her mine. I reached underneath her top and felt her soft full breast.  Her nipples were hard and responded to my touch.  At first she seemed to resist the kiss but no was not an answer I was going to take.  I realized that the whole time she was in the house she was having the same feelings I was. 

I needed to taste her.  I wanted to see what she looked like naked.  Feel her moist pussy,  I pushed her back as if the rest of her body was in the way of what my true quest.  I pulled her top off and pulled her shorts down, I wanted to rip them off but my concern was that I did not want to scare her. 

When her pussy was exposed her legs spread in front of me, I looked up at her face and saw the lust in her eyes.  I buried my face into her mons and let my tongue quickly find her clit.  I sucked her clit into my mouth and let my tongue flick her little nub while keeping pressure on her lips.

The whole time I watched her face her breathing was getting rapid and her head was thrown back.  Her thighs suddenly locked around my head and she started to moan loudly.  I had never seen a woman have an orgasm before and it took a minute to realize what was happening.

Shibari pushed my head back and sat up her hands were around my waistband of my pants.  Before I even thought about how hard I was she had my pants down around my thighs.  I cannot ever remember being this hard or this big before.  I suddenly looked to her to see her reaction.

The look of shock on her face made my heart sink.  I thought sure she was going to say something but instead she wrapped hand around my shaft barely and wrapped her lips around my head.

It was a feeling like none other.  I watched her mouth stretch over my cock.  The look of her struggling to take the whole thing was exciting.  I could not control myself much longer and grabbed the back of her head and push it down further.  I felt her trying to push back at first.  I was too excited and wanted to force her to take even more.  I wanted to be rough with her.  I was almost relaxing for me for some reason I was sure she would be able to handle it.

She pushed her head back and looked up at me and said in a lusty husky voice “Lay Down”

I kicked my pants off the rest of the way and laid back on the floor.

She threw her thigh over my waist and propped herself so that her pussy was hovering above my cock.  She reached down to point it towards her glistening pussy.  Her hips started to rest onto me.  I looked up to see her biting her lower lip and her eyes squinted shut.

“You don’t have to do this.  I know its big and not normal.”  I said

“SSSHhhhhh” she put her hand over my mouth.

“Oh honey this is just fine.  Its been a while and I need to just stretch a little.”  She said and then let out a soft low moan like a cat in heat.

I could feel her getting wetter each time she took a little more.  Her hands were searching for something to hold on to.  I grabbed her wrist and pulled them to my chest and held them there.  This made her pussy almost gush.  I involuntarily pushed up with my cock forcing all of it in at once.  There was no resistance then.  Her pussy was so hot and wet.  I settled my hips down  and she seemed push down along with me.  When she was settled she held very still.  I could feel little tremors in her pussy as we held still.  Her hips started to rotate and move forward and back.  Jerking off never felt this good.  I had never imagined I could feel so wonderful in every inch of my body.

“Hold very still and I will let you take me from behind next” she said.

Her hips picked up the pace the slapping sound of our skin hitting each other was the only sound in the room.

“OH SHIT OH SHIT OH SHIT I’M GONNA CUM ON THE COCK”

Her face was contorted into a look of pain and shock.  Her eyes stared into nowhere as if focusing on a point into nowhere.  Her head fell forward and she collapsed on my chest.  Out of breath and a light film of sweat covered her body.

I could feel her pussy trembling and the effort to hold still was too much I felt a shock go thorugh my body and I pushed up into her. 

“OOOHH” Shibari screamed.

She sat up and slowly raised her hips as if she were sore from working out. 

“Get on your knees” She said

She was on her knees and turned around so that her soft ass was up in the air and her full wet pussy was right at the head of my cock.

“Push it in slowly”  She said looking over her shoulder back at me.

I grabbed her hips and let my cock slowly push into her.

“OHhhh yeah” was all she said.

I felt as if I was deeper in her than when I was on my back.  I found I could pull her hips into me as well.  We quickly found a rhythm and went faster and faster.  I became out of control.  I wanted to use her let go of any restraint that I had and pound this cock into her.  The years of ridicule and feeling ashamed about who I was were at the front of my mind.  I felt myself letting go.  I felt my self pounding into her as hard and as deep as I could.  Watching her ass shake each time I thrust into her, hearing her grunt and moan,  my balls slapping her clit was more than enough.  I could not take it any more.  A warm rush was working its way up my thighs.  My balls suddenly felt heavy.  I was sweating all over.  The feeling of euphoria came over me.  I wanted to push into her even deeper.  My fingers were clawing at her hips holding on as if I were going to fall off a cliff.  And then.

FFFFFFFFFFFFFUUUUUUUUUUUUCCCCCCCCCCCKKKKKKKKKKK!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!  was all I could get out my mouth I shouted it as loud as I could. 

I could feel the cum pumping up my cock and shooting out.  It seemed to not stop.  Each thrust seemed to bring more cum.

“Oh Shibari I am cumming in you”

“I know sweety its ok cum.”  She replied in an almost nurturing way letting me know every thing was just fine.

I had never had such a violent feeling in my life.

I finally finish cumming and fell on my back.  I could see her pussy was dripping and running down her thigh.  She had two fingers slowly running up and down her pussy.

I laid my head back trying to catch my breath.

“Are you ok sweety”

“Yes” I replied between deep breaths

“That was the best thing I ever felt”  I felt like I wanted to tell her my life story right there.

She stood up “I need to go clean up I will be right back.”

I lay on my back and watched her ass sway as she walked towards the stairs.

“We have a full bath down here” I said.

She smiled laughed and went in the direction that I pointed.

She returned a few minutes later still nude.  Her hair was all messed up and her pussy lips looked full and swollen.

“How about that movie now” Shibari said like a Chestshire cat proud of the mouse she just caught.

“I have never done that before”  I told her.  “I am sorry if I was too much”

She just smiled sat on our oversized sofa pulled her legs underneath her bottom and motioned me to come to her.

I got up and was suddenly aware that I was hard again.

“That was quick”  she said looking happy and shocked at the same time.

“I can get hard immediately after I cum all the time.”  I said suddenly proud of my ability

“Well I need a little break, that’s quite a means you have there.  And I am not done with it yet.  Its been quite a while since I been fucked that hard and fast.”

“Well your about to get it again”

“OH NO!!”

“Oh yeah” I said as I pulled her legs out from under her and pulled her to the edge of the sofa.  Her pussy was hanging over the edge.

“Oh Austin you wouldn’t” She said coyly

I smiled at her as I let my cock slide back into her.  Her pussy was still so wet and slick with not only her juices but I could feel my cum mixed in as well.   This time things seemed a little more relaxed and comfortable.  I reached up and took both her breasts in my hands.  Squeezing them seemed to excite her.  I pinched her nipple and tugged a little on them.

Shibari arched her back at this and started to grind her hips into my.

“Oh Austin that’s it right there”  She purred

I picked up the pace letting the head of my cock rub the inside of her.  Little short thrust seemed to keep her panting and out of breath.

I pulled up hard on her nipples while pushing in a little harder.

“Oh your gonna make me cum again aren’t you.  Your gonna make me cum.  OHH make me cum pull my nipples harder.  OHH make it hurt.  Make my pussy hurt Austin.  OHH harder harder.  Fuck me Austin.”

I realized I was getting ready to cum as well.

We both came at the same time.  She screamed when I came because I pinched her nipples so hard.  Her pussy seemed to have a hold on my cock and was milking it.

“Take my cum slut take it all”  I yelled looking her straight in the eye.

In a very submissive voice she replied

“Yes Sir”