High School Dilemma Parts 3 4 5

Parts 1 and 2 here: High School Dilemma

“Well Sissy you are definitely a girl. Girls often have accidents so get use to it. It’s something to do with the length of your urethra to your bladder. Don’t you wish you had a penis?” Sean taunted me.

“Yes Sir,” I answered.

“Yes Sir what Jill,” Sean taunted.

“Yes Sir I wish I had a penis,” I answered.

That’s when Sean began telling Uncle and Tiny how I really didn’t have a penis but instead a slightly enlarged clit.

Country Girl

From now on you are a cunt to be used by me in any way that pleases me. Your pussy is for me to use as I see fit. Do you understand?”

I answered quivering, “yes Master Cock.”

“Good, from this day forward you will wear panties only whether you are inside and outside your home. Tomorrow buy enough panties to last you and throw out any male underwear you have. You are a cunt and your cunt should be covered with panties and only satin panties. And from now on when you go to the bathroom you will sit to pee. Cunts pee and make poopy. You will call your clit a tee-tee like any girl would do. You will no longer buy any magazines other than girl magazines and you will eat like a girl. Do you understand?”

Not That Bad

Sampson shook his head. “First of all, do girls wear jockey shorts, Jill?”

The boy looked down, shell-shocked. “No.”

“What do they wear instead?”

“Panties,” he whispered softly.

Sampson nodded and pulled from the bag a pair of pink cotton panties, handing them to Jill. “Put on your pretty new panties Jill.”

The boy took them, eyes downcast. Obediently he slipped them on. The close-fitting bikini panties covered his midsection.

“And what else do girls wear underneath their clothes Jill?” he pressed.

But Jill didn’t answer now. Instead he sat across from him in his pink panties, looking away, realizing at last that he would be wearing panties from now on.

High School Dilemma

“Spread you legs and hold them open and close your eyes. If you move I’ll give you a spanking so hard you won’t be able to sit in school tomorrow and everyone will know,” Joe taunted.

So, I sat with my legs spread apart as he towered over me. “Remember, don’t move,” he warned. And then he unzipped his fly, pulled out his cock (I didn’t see it, but I sensed it), and before I realized it he was peeing on my jeans right between my legs. Soaking my jeans and underwear and I could feel my balls warm with his pee as he loudly said, ” I claim you for my property and thus mark you with my piss as proof forever.”

As I started to move away from his pee he leaned over and slapped my face and said, “don’t.” So, there I was sitting splayed and letting him empty his bladder on balls. I was so humiliated. When he finished he shook his cock and some pee droplets flickered on my nose and eye. He laughed.

Looking down at me as he zipped his fly he continued with the following. “As you punishment for the next week you will get a pair of panties from your sister. They had better be satin. You will wear them everyday this week. If you don’t wear them I will spank your ass red. Do you understand?”

The Sissy-boy Middle School Slut

“How many dicks have you taken in here Samantha?” he asked

“What? I uughgh I haven’t ever had anything in there Sir!”

“Good you were saving it for me …from now on this isn’t your asshole this is your pussy do you understand me?”

“Yes Sir”

He started to bang my pussy with his two fingers slowly at first then faster and faster. He turned me sideways so he could get a better angle on me and continued to finger fuck me as he asked me some more questions and told me what the new rules were going to be.

“Your pussy belongs to me now you sissy queer. And that means whenever and where ever and whoever I give your pussy to to use …you give it to them no matter what! you understand me ?”

Curiosity

“I said suck it, bitch, suck it hard!”

Then he told me. Step by step, instructing me in the finer points of cock sucking, slowly forcing it deeper and deeper into my mouth. There was no way I could take all nine inches of his cock, or so I thought.

“You going to need some training, but I’m sure that in a few weeks you’ll be able to take all of it. For a beginner you’re doing a good job. Just keep sucking like that, it feels good.” Suddenly I knew he meant to make me his sex slave. Seeing the terrifying prospect of spending my spare time on my hands and knees servicing this man’s sexual appetite. I jerked back, appalled at the idea.

“NO! Please. Don’t,” I begged.

“Don’t? Don’t what? Fuck your mouth any more?” He said, laughing. “All right then. I’ll fuck your ass.” It wasn’t what I meant, but he didn’t care. With that he grabbed my arm, forcing it behind my back. With a little additional pressure he pushed my head to the floor. “Stay there bitch or I’ll beat you again.”

http://www.storysite.org/story/curiosity~01.html

Diary Days

Dressed in high heels, white silk stockings, a large
bra and a pair of mom’s tight frilly bikini brief
underpants, with holes cut out of the back and front,
I’m then made to apply make-up before I crawl under the
bed covers and give Daddy his early morning blow job.

Then I let him piss in my mouth. He doesn’t like to get
up out of bed once his cum, so I swallow every drop of
urine he pisses down my throat, and once his finished,
I clean out his foreskin with my tongue, before licking
his cock and balls clean.

If I’m giving Daddy his early morning blow job, and
he’s more horny and active than most mornings, I know
it’s just a matter of time before I’m on my back with
my legs over his shoulders, letting him fuck me as hard
as he can.

Then once Daddy’s cum, and I’ve cleaned up his groin
with my tongue again, it’s the usual routine of
standing at the end of his bed and jerking off for him
in the most seductive way I can.

Mom’s bikini brief underwear I’m forced to wear makes
this a lot easier, and in a way it kind of explains why
he cut the front and back out of them.

http://www.asstr.org/~Kristen/49/diarydays.txt

Daddy’s Pussyboy

“Baby, how do you feel now that Daddy’s nutted you and turned you into his little pussy?” Daddy’s hand cups the smooth, hairless mound of the boys new sex, caresses it. One thick finger lightly wedges into the bottom of the fold. The boy moans as daddy’s finger slides up, parting the wet slit, exposing a set of swollen inner labia pouting like a full ripe mouth between the boys muscular legs. The boy whimpers at the strange new vulnerable sensation. It tingles where daddy touches him, but also deep inside.

“Yea, your daddy’s little girl now, aren’t you?” Daddy asks. Daddy’s hands tweak the boys puffy nipples. “No, please…” the boy moans softly, blushes, looks away. Daddy grips his jaw and sticks his tongue between the boys pretty lips, forcing them open, holding him still while his tongue explores the boys mouth, while he tweaks the boys tits. It still tingles where daddy touched his new pussy, where his cock used to be, but when daddy flicks his plumped up nipples suddenly it tingles in a soft deep place inside him too, and he gasps and moans louder.

http://www.eunuch.org/alphabetical_index.php?mode=t&letter=d

Enslaved to Hard Young Cock

“Yeah, girl, I can see your faggot clit is hard and throbbing. Are you
hard from sitting next to a real man?”

Again I couldn’t get my mouth to work.

“Answer me, bitch!” Zach said to me firmly.

The teen’s rough instruction seemed to override my frozen brain circuits and I answered his question from instinct.

“Ah, I, yeah, ah . . . Yes.”

“Yeah, you’re a bitch who needs to serve a real man. Is that right, girl?”

I was struggling to process the teenager’s questions and understand my role here. I could feel I was shaking a little in fear, but for some reason the thought of trying to escape never entered my mind.

Maybe it was the combination of the pot and my sheer sexual craving for Zach, but the fear seemed to pass quickly through my body and mind.

“Is that right, girl? Are you a bitch who is hungry for a real man like me?”

http://www.asstr.org/nifty/gay/authoritarian/enslaved-to-hard-young-cock/

My Friend’s Dad

He yelled now, “Come on son, you worked hard for it, get that juice, make me spurt, eat that man load I got for your sissy mouth. I know what makes you little faggots happy. Come on sissy boy, get ready to swallow. Daddy’s got a big healthy load for you so be sure to swallow it all, it’s good for you. Come get your medicine son.”

http://www.literotica.com/s/my-friends-dad
http://www.literotica.com/s/my-friends-dad-ch-02
http://www.literotica.com/s/my-friends-dad-ch-03
http://www.literotica.com/s/my-friends-dad-ch-04

Sissy Bitch

Billy got down on his knees. Gramps grabbed his fat cock and slapped Billy’s face with it. Billy opened his mouth and gramps shoved in it. Billy gagged at the size as he was barely able to open his mouth wide enough.

“Suck that cock sissy boy. Show gramps how much you love sucking cock. I’m going to make you my sissy bitch. From now on, you’ll call me Sir. You will only speak when spoken to. You’ll answer to sissy bitch. You got that boy?”

Billy nodded with his mouth stuffed with cock. Gramps grabbed Billy’s head and started to give him a good skull fucking. He was ramming his eight inch cock in and out and pushing deeper each time. Billy could not stop what was happening and would gag. Gramps could feel his balls tightening and his cock swelling. He leaned over Billy and turned the water off. Sensing he was ready to cum, he pulled his cock out.

“Open that cum bucket boy.” He yelled

Billy opened his mouth wide and gramps began to shoot his come over his face and into his mouth. After a good solid cum, he looked down at Billy’s face covered in cum.

“Now wipe my cum up boy and eat it. Don’t be wasting my time. That’s a good sissy bitch. I can’t wait till I have the guys over tomorrow night for poker. They’re going to like having a sissy bitch for their use. Now gramps has some desert for you sissy bitch.”

http://www.literotica.com/s/sissy-bitch

Unknown Waifish Model Page 53

“Now say, Daddy, Sissy-Chrissie is sorry for being such a stupid little bimbo.”

“D-daddy, S-Sissy-Chrissie is s-sorry for b-being such a -s-s-tupid little bimbo.” I knew why Sandra hated this bastard so much. He was one evil motherfucker. But Sandra could leave and I could not. The bastard owned me for a year. And if this was any indication, it was going to be a very long year.

“Don’t pout so Sissy-Chrissie. I think even a dumb little cheating bimbo like you can think of a better use for those pouting lips, can’t you?”

I stared in disbelief. Surely he wouldn’t. I shook my head. No -no – no.

“When I ask Sissy question, Sissy is always to answer.” He closed his eyes.

No I couldn’t bear it. Not another tug. I tried to fight him but it was useless. My hand reached down, grabbed the piercing and tugged. Pain wracked my body and I screamed.

“S-sissy-C-chrissie can think of a better use for her lips,” I forced out.

http://www.bdsmlibrary.com/stories/story.php?storyid=1930

My Sissy Submission Hell

So, I will be back tomorrow night at seven o’clock for our “date” just like you and Heather tonight. Before you get any ideas of what you might do, listen. Heather has your wallet, your keys, and I am going to drive your car away tonight. You have no land line in the house, and your mobile phone is already in Heather’s purse. She’s password protected your computer, so you can’t use that, either. So, what are you going to do tomorrow? I’m so glad you asked! You will practice walking on the high heels and practice with the dildo so you can properly deep throat me. Finally, you will practice inserting the plug up your cute little backside, and work on keeping it there for at least 2 hours. When I get here tomorrow night, I will let myself in, and you will be waiting for me on the sofa, wearing the teddy, with the white socks, white shoes, and peignoir. Your finger and toe nails will be shaped and painted pink, and they had better look nice! I want to see a nice bottle of wine and two glasses waiting for our “date.” You will be completely shaved, and I mean smooth. No stubble anywhere. Your crotch, your ass, your under arms, legs, etc. I also want that poor excuse for a mustache gone. You will use the enema, and then bathe and wash your hair, brushing it out real nice for me. Use the shampoo and stuff I brought. I expect all of these instructions to be carried out to the letter, or those pictures will be out within minutes, and your life will be over. Is there any part of this you don’t understand?”

http://fictionmania.tv/stories/readtextstory.html?storyID=1261639265264120545

A Very Sissy Love Story

“Mike,” He began, “I want you to be my Little Missy, if you want to be. Now, before you answer, let me explain a few things to you. If you agree, you will be bound and gagged whenever I choose. I wasn’t sure about the lingerie, but find I love it on you, and will be buying some outfits of your very own. I want you to understand that you will wear what I want, when I want. I also want to tell you now that you WILL be spanked. Not because you deserve it, but because it turns me on. I will punish you, bind and gag you, dress you like my personal Barbie doll, humiliate you, and degrade you. But most of all, I will love you. Now, I’m going to give you while to think about the whole idea.” He then directed me to remove the lingerie, and put my boy clothes back on. “I don’t want your thinking colored by anything. This is something that you have to really think about. Think about how you felt when we were kissing, when you were sucking my cock, but also, think about being helpless, truly helpless, and thinking you were going to be hurt. I’m going to go into the bedroom and read for a while, let you sit here and think. It’s now five after six. Say, I give you until six thirty? At that time, you can pick up the panties, bra, and the peignoir, leave, and there will be no hard feelings, and I will understand completely. Or you can put them back on, along with your little socks and heels, and come into the bedroom. It is your choice, Mike, but remember, it is an all or nothing choice.”

http://fictionmania.tv/stories/readtextstory.html?storyID=1261748813280566430

Body Building by 2NN

Synopsis: Frank gets turned into a complete sissy-slave by a fellow body builder.

http://www.bdsmlibrary.com/stories/wholestory.php?storyid=2236

Elizabeth Meets Her Daddy Shauny

“Good girl Elizabeth, you are a good little girl and I love
you.” Daddy wiped my bottom clean and had me stand up and
then he put baby powder over my private areas. After he
had powdered me and wrapped me up in a big fluffy pink
towel, he picked me up, and carried me to the bedroom and
sat me on the bed. Daddy instructed me to lay face down on
the bed so that he could put a trainer inside of me. I had
no idea what he was talking about but once again his finger
went into my bottom and then I felt something being pushed
into my bottom. I asked Daddy what was going on and Daddy
said, “don’t worry sweetie, this will help you to walk and
think more like a little girl. That’s what you want, right
pumpkin?”

I said, “Yes Daddy.” I didn’t know back then that what he
had put inside of me was called a butt plug. Once that was
done, he told me to sit up and that it was time to get
dressed for dinner and that I would have to wear big girl’s
clothes for our big night out.

http://www.asstr.org/files/Collections/RICOS_LIST/PRETEEN%20GIRLS%20STILL%20IN%20DIAPERS%20AND%20HORNY/RICO%27S%20LIST%2029%20ELIZABETH%20MEETS%20DADDY%20SHAUNY%20%20%20by%20Melissa.txt

Cockslave Bruce

“oh..oh… here’s some more for my girl.. get your mouth on my greasy dick
bitch.Eat that cum”

My mouth was full of cum and I wanted to spit it out but he looked at me
and said ” Show me the present I just gave you. Open your mouth, but don’t
spill any.

I opened my mouth and he pushed more of the cum on my face into my already
cum filled mouth.

“Now swallow…. NOW!” I had no choice. I knew my place. The thick cream
slid down to my belly.

“Good girl” You like that don’t you. I nodded and let out a meek uh huh.

“Look at you covered in cum, my dick still sliding around in puddles of cum
on your face.

“Here eat some more…Lick the head… good girl …swallow….again…kiss
it…

that’s nice… Good bitch… now the balls …. Now look up at me and
smile.”

I did as I was told, cum all over my face and hair, tears streaming from my
eyes and trying to smile at the man who just used me to pleasure his cock
with my mouth.

“Now thank me”

“For what?”

For teaching you what you are… a cocksucker”

http://www.asstr.org/files/Collections/nifty/gay/authoritarian/cockslave-bruce/

Schoolboy Sissy Slut

“But Dad, why are you doing this? I don’t want to be a girl!” wailed
David almost hysterically.

Andrew’s face became deadly serious.
“Well that’s tough shit, because a girl is exactly what you’re going
to be! You act like a girl. You look like a girl. And you sure take
dick like a girl! Right in that cute little boy-cunt of yours.”

With that Andrew thrust his hand inside the open crotch of David’s
knickers and roughly jiggled his index finger against his son’s bum
hole.

“I’ve also been hearing some interesting stories about your first
week in school from Robert Bates. He tells me what a right little
schoolboy sissy slut you’ve been!”

Andrew was holding David down on the bed with one hand while pushing
in a finger from the other, up to its third knuckle.

“It seems mine wasn’t the first cock to screw your behind, was it eh?
You’ve got to be careful you know. A girl can get herself a
reputation very quickly if she fucks with half the school in her
first week.” Andrew chuckled as he straddled the back of David’s
legs, trapping him underneath.

http://www.asstr.org/files/Authors/mrpornwriter/Stories_txt/Schoolboy%20Sissy%20Slut%201-11%20(Complete).txt

Jacquie – A Cuckold’s Story

“I have just shot a large load of hot cum into your wife’s
unprotected cunt. She is probably going to get pregnant but if
you are quick and do a good job you may be able to prevent it. You
have my permission to lick her cunt out with your tongue.”
You scramble to get between your wife’s spread thighs and begin to
lick her out. Her cunt and the crack of her arse are soaked in my
thick creamy cum. The taste is incredibly powerful in your throat
and you gag as you choke it down. I grin at the expression of
distaste on your face but, looking at me you continue to lick out
your wife knowing that it may protect her from getting pregnant
and that by being obedient you may avoid another thrashing. I
watch with amusement as you lap the cum from your wife’s hot wet
cunt and enjoy the sight of you humiliating yourself pushing your
tongue as far up her as you can to clean her as thoroughly as
possible. Eventually you are finished and slowly remove your cum-
stained face from your wife’s cunt and look anxiously up into my
grinning face.
“Well done, wimp,” I say, “I hope that you enjoyed that. If you
are really lucky this time your wife will not get pregnant.”
Seeing that you are through I snap your fingers once and point at
the floor beside the head of the bed. This time you immediately
respond, standing where I indicate. I put the cuffs back on you
and you begin to whimper again. I turn to your slut of a wife
and say,

“Get over there and take the wimp’s panties off and show them to
me.”

http://www.asstr.org/~Kristen/06/jacquie.txt

A Sissy Enslaved

“On your knees, sissy.” Pointing to a spot on the floor
before him, Sir Michael added “Now.” There was no change to the
tone or volume, but I could hear the power behind his words.
Before I knew what I was even doing, I rolled off the table and
knelt before him.
“Open your mouth.” Just standing there, he warned “Don’t
make me ask again.”
I couldn’t believe what I was about to do. Responding to his
commands almost on instinct, I slowly opened my mouth wide.
Afraid to even touch – never mind taste – his cock, I opened as
wide as I could.
“Very good.” Grabbing the back of my head, he pulled me
roughly forward, forcing his cock into my mouth. Disgusted and
ashamed, I gagged on the torpedo of flesh, sure I was going to
throw up.
“Relax and suck,” he told me, “Relax and enjoy it.” It was
like he had some kind of hypnotic control over me. Despite my
every desire to spit out his cock and run, I felt myself relaxing
and my urge to gag fading. “Good, now suck it. Suck it like a
good little sissy.”
Shaking my head no – as best I could – I pleaded with my
eyes. He could fuck my face, force me to swallow his dick, but he
couldn’t force me to take the initiative. Maybe, just maybe, he’d
tire of my passive acceptance and lose interest in me.
Sir Michael shrugged, his massive shoulders rolling beneath
his shirt. Lowering his coarse, callused hand to my face, he
pinched my nose tightly shut. “Suck or suffocate. Your choice.”

http://www.asstr.org/nifty/transgender/authoritarian/sissy-enslaved