BDSM Library - Danny and the Dildo

Danny and the Dildo

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Synopsis: My fourteen year old guardian gets a valentine\'s gift from me. A thirteen inch dildo.

Have I told you that Danny boy has the sweetest young teenage

ass I ever did molest? And I have fucked a lot of teen boy ass. But Danny’s

is special. The pale smooth globes, the deep crack, the beautiful rosebud.

So perfect, and a boy that young…well, he feels every humiliating inch

fucking balls deep into him. I just love to fucking ruin that boy's hot little

ass, and I have been working toward that goal. To totally ruin the ass!

ass I ever did molest? And I have fucked a lot of teen boy ass. But Danny’s

is special. The pale smooth globes, the deep crack, the beautiful rosebud.

So perfect, and a boy that young…well, he feels every humiliating inch

fucking balls deep into him. I just love to fucking ruin that boy's hot little

ass, and I have been working toward that goal. To totally ruin the ass!


He came over after school yesterday expecting a severe ass beating,

but I had something else in mind. He stood before me naked, as I sat in

my chair wearing just a white winter undershirt, white socks and a jock

strap. It was a kind of fun uniform we sometimes both wore, me in my

underwear and the frightened teen boy totally bare assed naked. I made

him take off his baseball cap too. He had gotten a fresh young boy type

haircut for the upcoming Valentine's Day dance at school, and it made him

look even younger. He stood before me hands behind his neck so his

slender pale hairless boy chest and flat naked tummy were available to my

gaze, not to mention his small patch of teen prick hair and his beautiful

cock and balls. His pretty armpits with their tiny sprinkles of hair were also

on view. He sucked on his lower lip and looked at me with downcast

eyes. His big naked toes rubbed the carpet. He was very uptight.


"So tell me Danny, what grade did you get in your History test?"

I smiled at him warmly,good parenting is a skill. And although I am not his

biological parent, I am his guardian.


"I got a....B," he mumbled. I saw his tight young tummy flutter.


"I thought I instructed you to get straight A's this semester."


"It wasn't really my fault, sir. After last Friday, all the kids at school

have been teasing me, and none of the girls will talk to me, and I just

haven't been able to concentrate like I should at school."


"Danny, are you trying to blame me for your own mistakes? " He was

referring to the incident when I made him go the school basketball game

stinking like piss. "We have to learn to live with adversity. I am simply

trying to teach you lessons for life young man. I could be a lot harder on

you, you know. Now for not getting an A, you deserve a good ass

whipping."


My God, I loved few things in life as much as thoroughly wasting

Danny's beautiful full rounded ass cheeks. When I beat Danny's ass, he

literally could not sit down on it for days and had difficulty walking. He had

to sleep on his stomach. When I whupped his ass globes, Danny sobbed

until he was empty of tears. So nice to see a young man his age reduced

to a helpless baby state. When I whipped his inner ass crack and asshole,

it burned unbearably every single time he shit or I fucked him.




"However, if I beat your ass today, you would be in no shape to go

the Valentine's Dance Thursday night, and I do want you to go and have a

good time. Therefore, we will postpone your punishment until the

weekend." And you thought I was a heartless sadist.

the Valentine's Dance Thursday night, and I do want you to go and have a

good time. Therefore, we will postpone your punishment until the

weekend." And you thought I was a heartless sadist.


Danny closed his beautiful eyes in relief. He had such gorgeous long

lashes, and with his new short haircut, he look positively angelic and even

younger than his fourteen years. Then he batted his beautiful eyes

and wrinkled his freckled nose.


"Sir, I don't really want to go to the Valentine's Dance anyway. I can

stay here with you."


"Nonsense Danny...I want you to go and have a wonderful time."


"But all the other guys have dates, and after Friday, no girl will go with

me."


"Then you will just go alone and show the other kids how brave and

cool you really are. It will be good for you. But we'll talk about that later. I

have a special Valentine's gift for you and I just can't wait until Thursday to

give it to you." Did I see a little light in his eyes? "Now...you go in the

bathroom and get your pink pussy cleaner full of nice soapy water, and

then bring it back here and prepare your pussy for me."


He blinked. "Sir, please don't fuck me too hard. After school tomorrow

we are having the Intra-school Olympics and I am competing in

gymnastics, and when you fuck me too hard, I can hardly walk.

Remember I told you about that?"


"Of course I remember. I'll be there to cheer you on Danny. Now go

clean out your pussy like a good boy."


Danny had a special pink bottle with a long tube that he used to clean

out his sexy teen asshole. I made him squat in front of me and insert it

and then pump soapy water into his guts. Then He had to exercise while it

went to work. Sometimes I had him mix Tabasco in with the soapy water.

That was fun. Then I allowed him to squat over a dishpan and expel the

shitwater. That way I could carefully observe every humiliating step of the

procedure and take pictures. Every chance you get, make a teenage boy

shit in front of you. It is one of the absolutely most humiliating things for a

boy of his age to do. He will loathe it I assure you.


I've been fucking Danny for about six months on an average of three or

four times a week, leaving plenty of time and sexual energy for our other

dirty games, with just enough juice left for some of my other boys. So,

Danny is well into being a cuntboy at this point. I made him refill the bottle

and clean himself again. I checked my digital camera photo of Danny

squirting the soapy water up his cunt.


"You know Danny, this picture would made a wonderful card to send

to friends, or a wonderful picture on the internet. Your face looks so sweet,




and the cute pink bottle up your pussy is really hot. I'll bet your are the only

bitchboy in school who has to clean his twat with a pink squeeze bottle."

nk bottle up your pussy is really hot. I'll bet your are the only

bitchboy in school who has to clean his twat with a pink squeeze bottle."


After Danny once again shit out the ass water into the dishpan, I gave

him his Valentine's gift in a white box with a big pink ribbon. The card said.

"To Danny,I love you ,from Dale10." I had been hinting to Dan that I might

soon buy him a new dvd burner if he was a good boy, so he opened the

box with high expectations. The look on his face when he removed the

cover was priceless. His eyes almost popped out of his cute face, and his

teenage brow furrowed something fierce. His lower lip trembled, and then

he chewed it as he imagined what was about to happen.


"Do you like it Danny? I had to order it special. Take it out of the box,

baby."


It was a fucking thirteen inch brown dildo shaped like a real cock. and

thicker than a beer can. It was obscenely large and awesomely ugly. He

just held the rubber thing in his hands and looked at it. It was fucking

gigantic. Wait until you see the pics.


"Nnnno....please. Sir. This is ridiculous...please...you must know it's not

possible."


"I had you clean your pussy because I know you are going to want to try

it out right away."


"There's no way. I mean, I couldn't even get the head in. It would fucking

kill me, rip me to shreds. Ugh, Ugh..." he shook his beautiful head from

side to side and tears welled up in his eyes, one of my favorite ways for

him to be. If he doesn’t cry at least once a day, I'm just not happy. "


I took his sweet freckled face in my hands. "Danny...where there is a

will, there is a way. You know I have much more confidence and faith in

you than you have in yourself. I know for certain that you can do this." I

planted a big kiss on his oh so soft cherry lips. Then I licked the tears from

his cheeks. "I'll grease the dildo, you grease your twat."


I had no choice but to lube it as it was so fucking big, no one could take it

dry, although I always prefer to fuck Danny dry as it increases the

sensitivity of the experience for both of us. But even Daniel's natural teen

juices were not going to be enough for this big bum buster. As I greased

the huge brown dildo, I speculated for a moment on what it would feel like

up my own ass. Jesus Christ., no way I would ever find out. No no, I

wasn't about to turn my perfectly healthy asshole into a stretched out cunt.


"What about the school Olympics...." Danny sniffled as he slopped

grease on his fingers and forced first one then two up his now tight

teenage rectum. He had to lift one leg to do it, and it was so cute.


"Well you're just going to have to put forth some extra effort, aren't you

Danny? And we'll both hope that if you walk a little funny, all the kids at

school won't know it's because you been ass fucked with a giant dildo."




"Please Sir, can't we wait until the weekend?" He looked at me so

helplessly, so sweet and humble I almost broke down.

He looked at me so

helplessly, so sweet and humble I almost broke down.


"We can't Danny. This weekend, Louis Chalkin is bring over his Russian

Wolf Hounds, and I want your pussy in reasonable shape."


"Oh God......." Danny broke down in a wail and then choked on his

own sobs. His teen chest rose and fell as he tried to gulp air while crying

his poor teen eyes out. His pretty nipples rose and fell, all pink and pouty

from the daily stretching I gave them.


"If you are just going to sit there, Daniel, I take it your hole is greased

enough. So lets begin shall we? Although I love to see you work your cunt

flat on your back with your bitch legs pulled back to your chest, I think

because of the size of this motherfucker, you better squat over it and sit

down on it. And put on your white socks so your feet don’t slip on the floor,

and maybe your tank top too so you don't get the chills. "


"Ssssiiiirrrr... it's going to hurt me so bad." Danny stared at the huge

brown dildo.


"Don't worry about the pain Danny. Remember, I'm here for you. I'm

here to help you, and I love you. That's all that matters. A little pain, or

even a whole lot of pain doesn't matter."


"It doesn't matter? I'm going to be the one in pain. I'm going to be the

one ripped to shreds."


"Danny, how many times have I told you, you are a natural Cuntboy?

You were born that way when your alcoholic slut of a mother conceived

you with a father you never knew. It's our job to find your natural cunt

abilities, so you can have a good life. We are slowly turning your asshole

into a cunt. Yes, it will be stretched to hell. Yes it will stay open for a week

or so, but then it will slowly pucker up again. Then we have to work it

again, until it stays a permanent twat. You know how girl's gashes are

always open and juicing and ready to be fucked. That's what we want for

your cunt Danny. Eventually you will no longer have control of your bowels

because your pussy will be so loose. It's going to take a lot of work and

extraordinary pain, but together we can do it.


"But what if I don't want that. What if I just want to be a boy...?" He

was so cute, so babyish now, so at my mercy.


"You are too young to know what is good for you. You have to trust me.

Lots of boys your age think they know what they want from life. Well they

don't. Look, at all those handsome sweet stiupid boys who go off to war

and get maimed and killed. It’s a pity, that’s what it is. Their heads all filled

with trash, so they are willing to go and die for nothing. That's why you

need adult guidance. Now get that dildo head up inside your pussy lips

Danny boy."


There was no doubt aout it. With all the stretching and fucking I was

submitting Danny's asshole to, it would soon have the shape and




openness of a first class cunt. Not to mention the daily finger fucking. Do

you like finger fucking teenage boys? I enjoy it no end. They are so shy

about their assholes. Not Danny. I made him show his asshole all the

time. When I took him to the gym, I often made him kneel on a bench in

the locker room spreading the cheeks of his young smooth ass so all the

guys could see his boycunt. His hole was permanently red and puffy from

fucking, so every guy who saw it could tell he was a pussyboy, and I made

sure Danny knew that. Humiliation is the very best tool for training a

teenage boy, and of course sexual humiliation works best.

you like finger fucking teenage boys? I enjoy it no end. They are so shy

about their assholes. Not Danny. I made him show his asshole all the

time. When I took him to the gym, I often made him kneel on a bench in

the locker room spreading the cheeks of his young smooth ass so all the

guys could see his boycunt. His hole was permanently red and puffy from

fucking, so every guy who saw it could tell he was a pussyboy, and I made

sure Danny knew that. Humiliation is the very best tool for training a

teenage boy, and of course sexual humiliation works best.


Danny was wracked with sobs again. " I...I can't do it...it won't go

in..Oh God..it hurts...I cant even get the head in." I must admit it did look

pretty ludicrous, as you will see in the pics. But I was determined. I

couldn't help but notice how Danny's body was starting to mature, hair and

muscles. Boys grow up so fast nowadays. Before you have even fucked

them a few hundred times, they have grown up right under your cock. I

only had a few years left to completely ruin Danny; to completely fuck him

up. So much to do, and so little time. I thought briefly about Bradon now

living with some black friends of mine, and of the other boys I had fucked

up. My dick pushed its way out of my jock pouch leaking and dripping. It

was such a good, warm feeling. To turn yet another sweet intelligent

normal boy into a mindless fucktoy, a cock gobbler, a cunty-assed dick

ditch.


"Come on bitch boy you can do it. Do I need to come over there and

force you down on that thing? That would really hurt. Now relax those cunt

muscles and eat that big rubber prick with your twat."


"Oh God...oh shit..it hurts..it hurts...."


"Ignore the pain and force it in."


Oh fuck me, his young body was beautiful squatting there trying to

force the obscene rubber cock up his fourteen year old teenage asshole.


It took over an hour, but we eventually had half the dick up his

boytwat. He almost passed out twice, and I had to hold him and rock him

in my arms and tell him it was ok and plant kisses on his sweat slick face.

The pain was so terrible, he clutched at me and buried his face in my

chest. The rubber dick stuck obscenely out of his asshole. But I would not

relent. I made him continue.


"Some day, you will thank me for this Danny." I knew he would hardly

be able to walk for three or four days and would look pretty damned stupid

at the school Olympics, which was exactly what I wanted. Of course I

would make him compete, so everyone would jeer and laugh at and boo

him. I wanted him to fail at everything. I wanted him mentally and

physically totally fucked up. Eventually, his only refuge in life would be my

dick up his ass or in his mouth. That would be his only safe haven. If that




was the only time his life wasn't full of pain and humiliation, he would come

to crave me...to need my cock. to crave me...to need my cock.


After an hour and a half we finally had most of the brown rubber dick up

his hole. His entire body was stiff and in agony, but then I ordered him to

start to fuck himself up and down on the dick, and I thought he would really

lose it. I grew impatient with his wimpy efforts, and so I threw him onto his

hands and knees and fucked the big rubber dildo in and out of his

stretched raw asscunt as hard as I could. He did faint then from the pain.

So I pissed on his face and when he came around, commenced the twat

fucking again for a good thirty minutes until my arm grew tired. His

screams turned to whimpers. By now, he was like a fucking broken doll, his

arms and legs flopping every which way; his body unable to hold itself. He

had pissed all over the floor at one point. I wasn't angry because his hole

was now doing such a good job swallowing the monster dick that I knew

the kid would soon be ready for his first fist fucking. Fist fucking a fourteen

year old is a supreme thrill.


At one interesting point in the dildo fuck, he looked up at me all

slacklipped and bleary eyed and managed to croak, "why..why do you

want to do this to me?"


I laughed and showed him my hard dripping dick. "Look what it does to

my dick Danny. Look how happy it makes me. You want me to be happy

don't you?"


When I finally yanked the rubber cock out of his pussy, I couldn't believe

what it had done to the kid’s rectum.. It looked like he could deliver a

fucking baby from that hole. I roared with laughter and showed Danny in a

mirror. He screamed in horror that His asshole was ruined for life. I told

him it would reshape itself somewhat, but that it would become more and

more of a cunt with time.


"Maybe its a good thing the girls at school won't talk to you any more

Dan, because they would probably be jealous. You've probably got a

bigger cunt than they do." Danny cried at this, but I laughed. Then I

rammed my hard prick balls deep into his fuck ditch, and I fucked him as

hard as I possibly could for another half hour. He was half out of it most of

the time, but I slapped his face every now and then to bring him around. I

loved the sound of my hips slamming against his ass cheeks and the feel

of my big fat prick rooting around up in his boy guts. Several times I

pulled out and punched back in to really keep those twat lips loose and

open. At last my breathing grew short and my back arched and I blew a

huge load up the kid's whorehole. "Oh you fucking slut. You fucking

cumdump. You cocksucking piece of teenage boy shit you. I'm cumming

up your twat. I'm gonna make you fucking pregnant, Asswipe! Take it

Bitch...take it...come on Bitch..shove that cunt back at me.. Take it in your

baby maker...Cunthole!"




After I pulled out, Danny tried to kneel but was too week., so I squatted

over his face and let him clean up my dirty dick that way. He knew a girl's

job after a fuck was always to clean the boy's dick with her mouth. He

licked and sucked the ass slime and grease and cum from my cock and

my big sloppy balls. He even sucked the cum-spray out of my pubic hair.

Then I held my hands beneath his grotesquely stretched ass lips.

d to kneel but was too week., so I squatted

over his face and let him clean up my dirty dick that way. He knew a girl's

job after a fuck was always to clean the boy's dick with her mouth. He

licked and sucked the ass slime and grease and cum from my cock and

my big sloppy balls. He even sucked the cum-spray out of my pubic hair.

Then I held my hands beneath his grotesquely stretched ass lips.


"Expel..." I said. Danny grunted and winced and farted a little air

and cried a little and squeezed again, and cum and ass juice shot out into

my cupped hands. I had taught Danny that my cum was precious and not

to be wasted, even when it was mixed with ass crap. I brought my cupped

hands to his pretty, young mouth. He opened his lips and his cute pink

tongue came out to lap up the sex slop. After I had fucked him, I always

required Danny to eat up the dicksnot I had shot up his hole. It taught him

to be humble. Next, I made him lick the sloppy greasy dildo clean. Danny

had a special shelf for his sex toys, and that's where the new dildo would

go. "Next time, it will go in a lot easier, you just wait and see. Why, I bet

you we’ll have to buy an even bigger one in no time." I smiled at him and

rubbed my hand through his short haircut. Then I kissed him on the eyes.

"I would kiss your sweet mouth Danny, but it stinks of ass slime. Why don't

I go run you a hot bath? That will make you feel so much better, Meantime,

see if you can walk at all. I'm afraid you may have trouble for a few days.

Wouldn’t it be funny if you had to crawl from class to class at school? I

don’t know how you will manage the school Olympics, but I am sure we

can find a way. And remember the big Valentine Dance is coming up. It’s

so great to be fourteen, isn’t it? And to have someone like me who loves

you.


Then after your bath, we'll have dinner. I’ve got a wonderful piece of

liver for you that has been marinating all day in my cum. And then, I am

afraid you have given me such a hot time tonight, that I will require a blow

job before bed time. But I know you can manage that."





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