A Tale of Two Sissies by Satinslip

A literotic sexstories: A Tale of Two Sissies by Satinslip ,

Author’s Note- this story is a work of fiction. All the characters are eighteen or older unless noted otherwise.

This story contains scenes of non-consensual sex, incest, interracial sex, gay sex, forced feminization, abuse, and rough sex.

I hope you enjoy reading it as much as I enjoyed writing it. –

SMACK!

My cheek stings from the big black teen’s blow.

Shocked into obedience I sink to my knees on the hard, tiled floor of the boy’s shower.

At eighteen, how could I imagine this would be the start to my last year of high school?

“Fuck you! I won’t!” I could hear Vic struggling somewhere behind me. He has been my best friend since childhood. We have been through a lot together. Even so, his trouble seems so detached from mine.

I feel a little dazed. Like this is all a dream. Or a scene in a play. The steamy high school shower, the four big black teens, Vic and me. Actors on a stage.

Water drips from the strong brown body of my attacker. It drips from his erect, nine inch dick. Off his full hairy balls. So close to my face now.

The water drips from my own puny form. My own limp, penis. Three inches when fully erect, right now it is a pathetic nothing compared to his.

The black boys of the school wanted to make a point. Vic and I are easy targets. Nerdy and slight, we definitely aren’t Alphas.

“Suck it bitch.” Jarome orders me.

I’m not gay, but I didn’t want to get slapped again. Tentatively I reach out. My fingers delicately wrapping around his warm cock. The first I have ever touched…Other than my own pathetic excuse for a penis.

I feel the velvety hardness of another boy’s dick as, behind me, I can hear them slapping Vic over and over. “Better make it good.” The black boy warns me. “Or you know what will happen.”

I lean in and press my lips against his big purple tip. I can feel just a little slimy liquid. Pre-cum, I realize. I stick out my tongue, tasting the bitter juice. I rub it around his tip for a moment. Then I lick my way down his hard shaft.

He moans as I lick him like a whore. Doing my best to act like the girls I’ve seen so often in porn videos. Treat it like a popsicle, I keep telling myself.

With a humiliated groan I open my lips. I really don’t want to do this. Licking it had been bad enough.

“Get suckin’ bitch.” Jarome orders.

I take the first couple inches in my mouth, and suck softly. Like you would to get whipped cream off your finger.

Another boy’s dick in my mouth.

I pull back and his cock comes out with a slight ‘pop!’

I feel panic at the thought of the terrible act I am committing. My wet body tenses up to run. “Mmn, that’s a good start, bitch. Looks like you a natural cocksucker.”

I look up his tall, dark body. Past his muscles, to see him looking down at me with a smirk.

The strength to flee drains away. Submissively, I lean back in and take his fuck rod back into my mouth. Suckling softly to please him. Please this black Alpha male.

I can feel my masculinity drain out of me. I shiver as my tongue caresses his big dick. I feel vulnerable and strange…docile.

“No! Please, I’ll do it. I’ll suck your cock.” I hear Vic beg.

I begin bobbing up and down on his dick. Taking it a little deeper each time. Stopping only when I start to gag. My hands wrapped around his hot shaft.

Out of the corner of my eye I can see Vic. Weeping, on his knees, just starting to take a black dick in his mouth. He grows quiet, but his wet body shivers as he takes a good length of cock.

One of the other boys strides over to where I’m sucking Jarome’s cock. I can hear him masturbating next to me.

Waiting his turn.

“Unh! That’s it white boi. You suck’n that dick real good.” My black abuser compliments me. He grabs my short brown hair. I think he’s close.

I pump the shaft of his dick as quickly as I can. Desperately trying to finish him before he decides to shove his cock down my throat.

I don’t think I could handle that.

“Unh! Unh! Fuuuck!” His warm cock pulses in my mouth as it shoots it’s jizz. Another boy’s cum on my tongue. In my mouth. At the back of my throat.

I gulp and swallow most of it. I can’t stop.

It‘s disgusting and slimy. And warm.

Barometer plus away, chuckling. His dick getting softer. Smaller. Still a giant compared to mine. “That’s a good bitch.” He pats my cheek. Almost affectionately. I hate myself for feeling a small amount of pride. A warm pleasure washing shamefully through me.

The other boy brushes the tip of his dick against my forehead as I turn to him. He grunts as he sprays string after string of his own hot jizz all over my face.

“Punk!” He grunts at me as he wipes his penis off in my hair. Then shoves me onto my back with his foot.

I look over at Vic. He is on his hands and knees coughing up jizz as the boys walk away, laughing.

We are alone in the shower room now.

With another boy’s cum on my lips, the tears finally fill my eyes.

I had never felt less of a man.

There has been racial tension in our town all summer. Leading into the school year.

Apparently a black boy named Clayton decided they would have to show the school who was in charge.

Starting with two wimps named Willard and Vic.

We didn’t talk about the shower incident, and apparently no one else did either.

Things seemed to get back to normal after a couple days.

Though I would wake up from the nightmare of a big dark snake heading toward my face nearly every night.

Then, once again in the locker room after gym. I am putting on my clothes when Clayton and his crew push Vic into the room.

He had gotten in the habit of not showering. Just ducking out of class early.

Jarome gives me a big smile.

“Ok, bitches. Lesson number two.” Clayton says. Pushing Vic toward me.

“Strip down to your panties.” We are ordered. Timidly we take our clothes off.

Soon we both stand docily in out tidy whities.

The black boys gather real close. “I want to see you two bitches kiss.” Clayton sneers.

Nervously I look at Vic.

I don’t want my first kiss to be with a boy. I also don’t want the shit kicked out of me.

Vic looks into my eyes. Obviously scared. We press our lips together, hoping it would be enough. Knowing it wouldn’t.

“Like you mean it.” The big black boy growls.

Vic’s tongue pushes between my lips as he puts his arms around me. I push back, our soft tongues writhing against each other.

Oh god, it’s another boy’s tongue in my mouth. This is my first kiss!

I feel Vic’s body pressed against mine. His hands on my back. His tongue in my mouth.

The black boys stand around us laughing.

“Now, I want you to stick your hands down each other’s panties. Grab each other’s pathetic little puds.” The big boy orders.

I place my hand against Vic’s tummy. He feels warm and soft. Slowly I slide it down, slipping into his underwear. I can feel his sparse pubic hair as my fingers find his warm crotch.

I know from seeing him in the showers that Vic has a small penis, like me. Now my fingers are wrapping around it. Gently squeezing my best friend’s little prick. tugging on it. It was already hard and eager. I can hear him breathe faster as I explored his cock.

Vic’s own hand slips into the back of my underwear. Lightly brushing my ass as he slides his hand around to my front. I can’t help but moan slightly as his fingers grip my little cock. I can feel it twitch and grow in his hand. I can’t stop it.

This goes on for a few minutes. My penis growing to its full, but worthless, length. Vic thrusting slightly into my hand. His tiny penis hard between my fingers as I gently tug. Both of us moaning. Sounding more like girls than men.

What would sucking his little penis be like? I wonder. So different from Jarome’s

The black boys are taking pictures on their phones. Recording our gay sexplay. To blackmail us, I figure.

“Alright, you sissies. Enough foreplay. Time for you to do your duty.” Clayton motions down to his crotch. The other boys have already pulled out their hard black dicks.

Quickly, obediently, Vic drops to his knees and pulls the big black boy’s cock out. Willingly, almost eagerly, taking it into his mouth.

A little more reluctantly I get down before Jarome. When I see his dick though, I can’t help a thrill runs through me. I feel butterflies in my tummy.

I start to kiss his hard cock. Humiliated, but shivering with excitement, I start sucking on the big mahogany rod. I grasp the base and tug as my tongue pleasures his tip. Moaning as I suck.

Reaching out, I grab one of the other boy’s dicks and start pumping that too. Like one of the sluts in a porno.

Jarome doesn’t last long, and I find myself sucking his juice out of his meat stick as he groans above me. I grimace as I swallow the hot, bitter, slime.

Then I turn to the boy I am jacking off. I take his, slightly smaller, penis in my mouth. He grunts as his dick twitches between my lips. Hot jizz spraying the back of my throat.

Vic has finished off the other two boys. We stay kneeling on the floor as Clayton orders us, “Those panties are no good. From now on, you’d best be wearing something sexy. Something girly.”

“What? But…” Vic starts, looking shocked. The black boy casually slaps him across the face.

“You heard me bitch.” Clayton growls at him.

The four of them leave us to get dressed in silence.

I want to just ignore them. To pretend it isn’t happening, maybe? But they have those pictures now. At least that’s what I tell myself.

Vic and I walk home together after school most days. Usually talking about the fun things we were into.

Today was different. “What are we going to do?” Vic asks morosely.

I shrug. “Wear panties till they are bored with us. I guess.”

He looks at me. “I don’t know if I can do that.”

“Sure you can.” I assure him. “In fact, I bet they feel real comfortable.” I try to give him a reassuring smile as he turns off down his street.

When I get home I slip into my mother’s bedroom. Feeling strangely obscene. She wouldn’t be home for hours. She often works late.

Looking at myself in her dresser mirror, I strip. Alone in my mother’s room, my body shivers with excitement. I start going through her dresser, quickly finding her underwear drawer.

She has plenty of basic black, white, and grey cotton panties. Turns out she also has a bit of a wild side. About half the stuff in there is lacy, silky, or mesh. There are even a few thongs.

I pull out a light blue, silky panty. Feeling the smoothness between my fingers. A shiver runs down my spine.

I shiver again as I pull them on. The large panties swallowing my tiny manhood. I find that Mom is a few sizes bigger than me.

I shouldn’t have been surprised. Mom is curvy, but weighs probably two-twenty. She has really big tits and a big round ass.

Her panties wouldn’t do.

As I’m putting them back my hand bumps something hard. Pushing underwear out of the way I find a big purple vibrator. Mom’s sex toy.

My fingers are holding something that has touched my mother’s pussy.

After what happened in the locker room, the thought made me recklessly horny.

I pull the silk panties back out and put them on. Then after a little thought pull on a silk nighty. Big on me, but smooth and exciting against my skin.

Laying on my back on mom’s bed I feel so deliciously naughty. Wearing her lingerie. Holding her vibrator. The thought of getting caught like this only adds to my shameful lust.

With a snap! The vibrator turns on. I gasp as it comes alive in my hand. Sending shivers up my arm and through my body.

First I rub the vibrator against my little dick through the panties. My shameful penis getting throbbing in its erection. The sensation that runs through me is intense.

Then I shove the purple pleasure wand in the panties. Vibrating directly on my skin. I rub, then stroke my cock. I’m making little squeaking noises. Not at all like a man.

my orgasm explodes through me. I gasp loudly and hoarsely as I cum. Careful not to get any on my mother’s things. My jizz spills all over my hand and tummy.

For a moment I think about tasting it.

I shake my head as I clean up. The spell suddenly broken. Feeling dirty and humiliated. Even though there was no one to see what I did.

I grab the money I had saved doing yard work over the summer and get on my bike. Headed to the nearest big box store.

I feel nervous as I walk into the ladies lingerie section. Like I am somewhere I shouldn’t be.

My heart beats fast as I walk up and down the rows. Looking for underwear that will fit, and be affordable.

Feeling like a pervert I reach out and feel a few of the panties. Some lacy ones, some satin and silk. A few cotton and one that feels like velvet. The silk and satin seems to be my favorite

There isn’t anyone nearby. Yet I still feel naughty. What I was doing seemed shameful. My body buzzed with nervous energy.

There isn’t anything for it. I have to try a few on to figure out my size.

Picking out three pairs of satin panties, in the range that I figure would fit, I nervously walk up to the changing room lady.

“Can I help you, young man?” She asks. Looking at me dubiously. She is old, in her sixties at least. And probably close to three hundred pounds.

“I … um. I need to try these on. To find out my size.” I explain. My body trembling.

“Is this some sort of prank?” She squints at me, obviously suspicious.

“N … no ma’am. No prank.” I assure her. She reluctantly hands me a pass.

Maybe I should have said yes. I think as I enter the little cubby. Or, that it was a school project. Something to do with social awareness.

I guess I should have thought it through before coming to the store. Then again, I had hoped I wouldn’t have to interact with anybody.

I strip naked, and start to look at the smallest pair of panties. I look up in shock when the door to my dressing room opens.

I look up in embarrassed horror to find the fat old lady from behind the counter standing there ogling me. She had stripped down to her bra and panties. A big satiny pair with purple and pink flowers. Her skin hangs down in folds. Like a candle someone had left in the sun. Her tits are big, almost the size of my head, packed inside their reinforced bra.

“I’ll help you with that young man.” She insists. Stepping in with a cloth tape-measure.

She locks the door behind her, and now there is almost no room left. I feel vulnerable next to her bulk. Small and submissive.

She grabs my shoulders and turns me around. I can feel the satin of her bra. Her massive tits pressing against my back as she reaches around me and grabs my tiny cock with both her wrinkled hands.

As unappealing as she is, I can’t help wishing this was my first sexual experience. Sadly, at eighteen, my first sex was sucking a black boy’s dick.

Why couldn’t I tell her no? Cause a commotion?

Maybe I didn’t want to be further humiliated. Found naked in the women’s lingerie changing rooms.

“Ooh, you don’t have much to work with there do you?” She asks as, in spite of the situation, I was getting erect. Her chubby fingers pinch my tip and pulls painfully as far as my little nothing will go.

I squeal softly at the pain. Clenching my teeth to try and keep quiet. Tears in my eyes.

Chuckling, She gives my little pud a few soft slaps. “Why, you’re just a little sissy boy. Aren’t you?”

“Y…yes, ma’am.” I answer submissively. The old woman roughly squeezes my tiny penis.

Then she actually takes my measurements. Turning me around so she can use her tape everywhere.

“Try these.” Her old hand gropes my sissy crotch, as she hands me one of the panties I had picked out. A soft satin pair. Solidly blue with pink bows on the hips.

They fit quite nicely, even with my small bulge.

“There. They look quite fetching on you young man.”

She continues to rub my little bump through the panties. “Now I think it’s time for you to properly thank me.” She says pulling her own panties down. Revealing a forest of grey pubic hair surrounding a damp, wrinkled cunt.

She pushes me to my knees and puts one foot on the bench behind me. Spreading her legs, and opening her pungent, wilted flower. With one hand she flips her big bra up and begins playing with her floppy tits. With the other she grabs my hair and forces my face against her crotch.

Tentatively I start to lick at her hairy pussy. It’s moist, and tastes salty and sour.

The old woman moans as I caress the folds of her fuck hole with my teen tongue. “Mmn, deeper.” She orders. So I stick it as deep inside her cunt as I can.

“Ooh! That’s it you cross dressing Nancy-boy.” She gasps above me.

She doesn’t last long before her pale, fleshy thighs tremble against my head. Her juices flowing onto my face, in my mouth, and down my chin.

“Oh, you naughty boy!” She says happily. Once she finishes gasping her orgasm.

She puts her panties back on and fixes her bra. Then she steps out of the small cubby.

I quickly dress and leave the dressing room. But when I head out to pick out some panties in the size she told me, the old woman follows.

She escorts me up and down the isles. Making me stop to brows periodically.

When we do she rifles through the lingerie on the shelves with one hand. Ordering me to feel the lingerie. With her other hand she pulls me close in a hug, and shoves her hand down my pants.

She starts to pick out pairs of panties for me, while pinching and roughly tugging on my hard little dicklet.

She hands me panties that are much more girly than what I had planned to buy. Frilly, lacy, and delicate. I can’t imagine wearing these.

Finally she takes me back to her counter. “I can check you out here honey.” She rings the pile of women’s underwear up.

It’s expensive, but she only charges me for around half of it. Then she sees me off with a smirk.

I go home, feeling ashamed. Humiliated.

Needing relief I masturbate in front of my computer. I have some sexy videos of beautiful women on, but it’s just background noise. I can’t get the image of big black cocks, and fat old women out of my mind.

Finally I finish and crawl into bed for a nap before my mom gets home.

The next day is Thursday. Shamefully I put on a pair of pink, silk, panties before dressing and heading to school.

My little penis keeps getting hard rubbing against the smooth cloth all day. Shivers of humiliation and excitement running up and down my spine.

I find myself rolling my hips as I sit in my classes. As if I’m trying to fuck the air. My little penis throbbing in my shameful arousal.

Gym comes and goes without incident. Vic and I have to slow down to let other boys finish changing so they won’t see what we wear.

Alone, we strip off gym shorts. I notice he has on black lacy panties with hearts.

Perhaps that is part of the abuse. Never knowing when they would assault us.

Then Friday passes with nothing as well.

Over the weekend I am happy to wear normal underwear.

Then Monday comes.

They wait till after school. As I am closing my locker I find Jarome and another boy standing behind me.

“You’re coming with us, twink.” He tells me.

I’m not sure I have ever been so scared as he leads me to the gym. To a back room used to store mats for wrestling.

Vic is already there. Naked except for pink lacy panties. His body shivers, but not just from the cold. His arms are crossed over his chest.

“Strip bitch.” Clayton demands, smirking at me.

Soon I am down to my own frilly green girly panties.

“Gonna really make you my bitches today.” He says. “Lay down on your stomachs.” He gestures at some mats piled on top of each other.

“N…no! Oh god no!” Vic says. The big black boy grabs him as my friend tries to run. Easily wrestling him down to the mat.

I feel butterflies in my tummy, but when Jarome steps forward, I obediently lie down.

I watch in fascinated dread, as Clayton pulls Vic’s panties down. Just far enough to uncover the smaller teens ass. A cute ass all things considered. Feminine cute, though, not masculine.

One of the other boys hands their leader some lube, then they all begin to strip. Four strong naked black men. Standing over me and my best friend. Emasculated in our women’s panties. Completely at their cruel mercy.

“Now you don’t wanna make this harder than it has to be do you?” Clayton asks, straddling the sobbing boy’s legs.

He dribbles some of the lube down Vic’s asscrack. Then pours a generous amount on his hand.

He smears it on his big black cock.

I watch, dazed, Clayton’s dick glistening from the lube as he slides a couple fingers between Vic’s ass cheeks. Rubbing, almost stroking the blonde teen’s anal flower.

“I’m gonna lube your insides, just a little. I want you to thank me though.” All he gets from Vic is sobs. SMACK! He slaps the prone boy’s ass. “Thank me!”

“Unh. Unh. T…thank you.” Vic stammers between sobs.

“For what?! And you call me daddy from now on.” Clayton demands.

“Th … thank you daddy. Fuh…for lubing my asshole.” Vic moans in despair.

“Hm, yeah. That’s a good sissy bitch.” His ‘daddy’ tells him.

Then Vic groans loudly as the black boy pushes a finger in his asshole up to the first knuckle.

“Oh, yeah! This is goin’ be good. You nice an tight, bitch.” The black bully tells him.

One of the other boys shoves a rolled up pair of the black teens underwear in Vic’s mouth. He doesn’t want to accept it, but then he didn’t want to suck black dicks either. It doesn’t matter what we want.

Satisfied that the boy’s ass is lubed, Clayton spreads Vic’s butt cheeks and presses the tip of his big dick against the boy’s little pucker.

“Ooh, this bitch is tight!” Clayton grins at his friends. I watch as the dick slowly pushes its way into Vic’s ass. My friend moaning around the underwear forced in his mouth, and pounding his fists against the mat from the pain and violation.

Slowly the black fuck stick disappears into Vic’s rear. First the purple tip, swallowed by my best friend’s ass. Then inch after inch of giant black fuck stick. Slowly driving into the hysterical teen. Until finally Clayton’s balls come to rest on the boy.

“Mmn, how’s that?” The black teen asks. All Vic can do is make garbled painful grunts. “Good, good. You gonna love this next part.”

With no gentleness, Clayton pulls his cock most of the way back out before swiftly ramming it back in.

Vic’s eyes go wide, and he goes silent. As if the air was knocked out of him. or maybe his soul.

Uncaring, Clayton begins fucking my friend’s ass fast and hard. Vic grunts with every thrust, but it’s as if the light in his eyes have gone out.

Something in my best friend has permanently broken.

Clayton fucks him energetically for a couple minutes. Laughing and joking with his friends as Vic passively grunts with each thrust. Then the black bully pulls his big dick out of Vic’s ass with a slight ‘pop!’

The big teen moves over behind me.

“Ok, bitch, your turn.” I feel his strong black hands tug my panties down, just barely uncovering my own round ass. The cool air against my revealed skin sends shivers through me.

One of the other boys gets down on Vic. Laughing and quickly shoving into the violated boy’s ass.

I feel Clayton’s lubed fingers probing at my own anus. Rubbing and circling my virgin flower.

“What do you say.” He growls above me.

“Thank you daddy.” I whine. I can feel the slightly painful, unwanted pressure as he pushes one finger inside me.

Then it’s out. But my relief is short lived as something large and unyielding presses against my tight bud.

I clench my eyes against the white hot pain, gripping the edge of the mat. Clayton’s big dick slowly pushing deeper and deeper in me.

After what seems like an eternity I finally feel his balls against my rear. His curly black hairs tickling my taint.

“Mmn, you tight too bitch. Best thank me for fucking you.” He whispers in my ear. His dick deep inside me.

A man’s dick is inside me.

Beyond the pain, I feel…I feel strangely full.

I would have thought having another boy’s dick up my ass would have removed any sense of my manhood. But it wasn’t anything on par with what was burned away when I whimpered, “Mmn, thank you daddy. Thank you for fucking me.”

Clayton laughs at my humiliation and pushes my face against the mat as I feel his dick slide out. Only for it to slam back in.

“Unh! Unh! Unh! Unh!” I grunt as he fucks me. Sounding more like a girl with each thrust.

My face rubs against the mat as Clayton jackhammers me. My little penis hard beneath me.

The first boy has finished with Vic. Then he too is replaced. Cum leaking out of my quiet friend’s gaping asshole.

Finally daddy’s dick twitches. I can feel it all up and down my abused hole as he fills me with his hot jizz. He groans loudly above me as he orgasms.

Then he swiftly pulls out. My ass clenches over and over. As if it wants to be filled again.

I don’t have to wait long. Jarome climbs on me and easily sticks his own massive dick up my rear.

I lay there and take it. Degraded, as the big black teen fucks me.

Minutes pass. I can see his friends getting dressed. Vic looks unconscious. Yet still the big black teen fucks me. His big dick grinding in and out of my sore rear.

Finally he grunts, “Bitch! Yeah!” As he fills my ass with his hot cum. Emptying his balls into me with a few final hard thrusts.

All I can do is lay there, my ass twitching over and over. My mind spinning, I feel dizzy and sick. I don’t even notice when the black boys leave.

Finally I sit up, only to find my little prick had drizzled it’s own cummies in my panties.

I should have taken them off, but used and ashamed I simply pull them up. My cum, and my bullys’ cum smeared on my body.

I shake Vic till I see some signs of life. Finally he moans and sits up. He seems really out of it.

I help him dress, and put on my own clothes. Then we make our separate ways home.

Black boys’ cum leaks out of my ass, into my frilly panties for the next hour.

The next week passes slowly. Mom can tell something is wrong. I tell her I’m getting bullied a bit at school. But when she asks what she can do to get involved, I just tell her to keep out of it.

Vic recovers even slower than I do. Missing a couple days and seeming distant even when he is at school.

The next Friday when I get to school something feels different. Kids are looking at me. Laughing behind my back it seems.

By lunch it was in front of my back. And people are calling me names in the halls.

Finally someone showed me. Pics have been posted to a message board a lot of students use.

Apparently that morning it was just a couple pics of me and Vic in our underwear. Later, a picture of us lightly kissing. Then by lunch it was of us making out, with hands down each other’s underwear.

That was it then. My reputation, such as it was, was ruined. But now the abuse could end.

Or so I thought.

After school Clayton’s boys bring Vic and me back to the gym.

My blond friend is very docile. He keeps his eyes downcast.

“This is over.” I announce. Trying to sound strong.

“Ain’t nothing over, bitch. This was never about the pictures.” Clayton says casually, sitting atop a pile of wrestling mats. He makes a motion.

Jarome grabs me and forces me on my tummy across Clayton’s lap. I struggle, but can’t stop him from pulling my jeans down. Then my blue lace panties.

WHAP! He begins spanking my ass hard. Again and again. The sting of his strong black hand against my tender rear. The other boys laughing at my painfully delivered lesson.

With my ass feeling like it was on fire from the vicious spanking I beg, “Please, please daddy! I’m sorry. I’m so sorry. I’ll be good daddy. I…I’ll be a good girl.” I don’t know why I said that last part. It just sort of came out.

He stops and pushes me to the floor. I rub my burning rear with tears in my eyes.

“It’s time for your next step to becoming sissies.” The black teen looks down at me. “Shave everywhere below your eyes. On Monday you will wear a skirt. Something above the knees. To show off your new smooth sissy legs. And a pretty top. Maybe a silk blouse or something. You will figure it out. Now make daddy happy.” He sneers at me.

Sniffling, like the little sissy I am, I lean in and pull out his big black dick. I can hear Vic drop to his knees behind me to please the other boys.

Soon we have both swallowed a couple loads of black boy juice.

I wipe jizz from my chin as the chuckling bullies walk away.

Over the weekend I start to panic. I need some girl’s clothes, but am almost broke after buying a bag full of panties.

Not sure what else to do I tell my mom. Not the whole story, just that my bully was demanding I wear girly clothes to school.

She demanded to know who it was, and finally I told her. Knowing it was a mistake immediately.

Looking him up, she calls Clayton’s parents.

“They are coming over to talk things out.” My Mom looks smug when she hangs up the phone.

But when she answers the door an hour later four teen boys push in past her.

Clayton and his gang were in my living room with me and my mom.

“You ratted on me, little bitch?” He asks seeming only a little angry as he and his boys look my mom up and down.

She is wearing slacks and a button up blouse. Her brown hair tied back in a bun. Still she is lovely. Curvy with E-cup breasts and a big round ass. She has a tummy and is quite a bit thicker than in her youth, but she carries her forty three years quite nicely.

“Look we talked on the phone but you’re not Mr…”

CRACK! Clayton slaps my mother across the face.

“Shut your mouth, whore.” He tells her. Then, looking at me, “Just remember, bitch, it was you who brought your mommy into this.”

Jarome and another boy grab my mother’s arms. She struggles, but can’t stop Clayton from grabbing the neck of her blouse. With a grunt he tears open her shirt. Buttons flying across the room as the boys cheer.

The only thing left covering my mom’s big breasts is her black lace bra. Her chest heaves and her ample cleavage jiggles.

“No! No please.” She gasps.

Looking smug the big teen flips the bra up, and her beautiful tits come tumbling out. He grabs them, groping and squeezing as she moans in humiliation. His dark fingers a stark contrast against her pale flesh. He shakes and jiggles them as he grins.

I watch, fascinated and horrified. My mother is being reduced to a sex toy for my bullies. I realize that I find her big tits arousing. My sissy bump starts to twitch in my panties. Getting hard watching my mother’s abuse.

Jarome reaches around and unbuttons her pants. Tugging them down as she closes her eyes and moans. Revealing sheer, black lace panties, and the fact that she has a completely bald cunny.

All the fight seems to have gone out of her as they pull her shirt and bra off. Clayton roughly squeezing and sucking her lovely orbs.

Then, grinning, he reaches down and grabs my mother’s pussy through her panties. “Lets do this.” He whispers. Squeezing her precious spot

Coming back to herself, Mom struggles as they bend her over the arm of the couch. “No! Oh no!” She yells.

Clayton tears her panties down. my eyes are locked on her now bare ass. Big and round, jiggling in her struggle.

The big teen pulls out his black cock. He leans in and grabs her hair by the unraveling bun, forcing her head up so she looks at me.

Our eyes lock, my mother’s and mine. She silently begs me for help.

Then… “Noooooo!” She wails as Clayton shoves forward. His big black cock impaling my beautiful mother’s wet cunt.

Fucking her.

My bully is fucking my mom.

She grunts with each thrust. Her eyes clenched shut now, as he slaps her big ass in time with his pounding. Her ample flesh rippling. Her big tits flopping together.

I can feel my sissy dick straining against my panties as I watch.

Time passes so slowly as he fucks my mom. Her ass turning red from his constant spanking. He lets go of her hair and it falls, sticking to her sweaty face as her head hangs down. One of the boys taking pictures on his phone.

Mom’s hands grip the couch cushion tight as she moans. She looked humiliated, but I can see her obvious pleasure as the big black dick uses her.

Finally Clayton cums deep in her pussy. She gasps for air, breathing heavy as he pulls out. Giving her big ass a final slap.

Exhausted, she watches him walk over to me. Watches as I drop to my knees. My mother watches without a word as I reach up and suck his soft slimy dick into my mouth. I can taste his cum as well as my mom’s juices. I grab his ass as I take his whole soft dick in my mouth. moaning like a good little bitch.

Mom groans as Jarome shoves his big black dick up her punished twat. He reaches around her big belly to find her flopping tits. She gasps as he starts to pinch her nipples. Soft at first, then harder and harder. Slapping her breasts together as he fucks her.

Everyone watches as my mother orgasms loudly. She cries out as her whole body shakes like she is possessed. Brought to the height of ecstasy by the boys’ abuse.

With The black teen fucking her, she continues to shake uncontrollably for a full minute. Till she finally comes down. Panting and groaning.

After he finishes, I suck Jarome’s dick clean as well. Then the other two boys. Each having a go at my exhausted mother, bent over the couch.

Then, pulling me by my hair, Clayton makes me crawl over behind her. “Clean that up, bitch.” He orders, pointing at mom’s gaping, soppy, cunt.

I lean in, grabbing her ample rear, and suck the disgusting creampie out of her abused hole. My tongue deep inside her. She moans, still bent over the arm of the couch.

The black boys laugh as I lick my mother’s messy pussy. I stick my tongue in as deep as a can. My nose shoved between her asscheeks as I taste cum and mother’s pussy juice. She pushes her wet twat back against my face. Shivering in her pleasure.

When my moaning mother is nice and clean I pull back and look up at Clayton. Mom’s juices still slick on my face.

They made me strip and stand in the middle of the room. My tiny penis hard for all to see.

Then Clayton grabs my mom by her unraveled hair. Lifting her head he slaps her a couple times. Just so she knows her place. Then pushes her to the floor in front of me.

“Suck the bitch off.” He orders her. She looks up at him, then docily starts to suck on my little prick. She massages my balls and hums a little. Mom seems to be an expert cocksucker. The pleasant sensation quickly pushes me over and I drizzle my little slime on her tongue. She swallows it all.

The boys show her the pics they have taken of her. Especially the ones where we committed incest. Then they take off.

Silently, and still naked, my mom heads upstairs.

I hear her run a shower, then hear the door to her bedroom close.

She doesn’t come out till the next day.

“We need to take you shopping.” She tells me, after a silent breakfast. “You need new clothes. Proper sissy clothes.” I shiver with a strange excitement at her matter-of-fact words.

Mom takes me to the teen girl’s section of a department store.

She picks out some cute skirts and tops. Making me try them on in the changing room.

“We need to get you some training bras.” She tells me. “Take off you shirt and try these on.” We are standing right in an isle. People can see as I pull off my shirt. I shiver from humiliation as I try on my first bra. Right there. In front of anyone passing by.

It’s a pink cotton number. With sky blue edging and a little unicorn on the band. It feels tight as I settle it on my chest. Constricting, like I’m in some sort of cage.

A wave of titillation flows through me with it on. Settling on my instantly hard penis. I feel both humiliated and vulnerable.

Oh god! I truly feel like a sissy. I can’t help picturing hard, black cocks. My mouth waters.

“Now you need some cute nighties. No more boy’s clothes for you.” She says a little loudly.

I feel humiliated, but my little dicklet is still hard as a rock. I try on the negligees she picks out. silks, satins, and lace.

Finally we head home with my new wardrobe.

During a quiet lunch mom can’t stop looking at me strangely. Afterward we heads upstairs where she helps me shave my whole body. I can’t help that my tiny penis keeps getting hard.

Afterward, she heads to her bedroom.

I put on a pair of pink silk panties and a big T-shirt. I stare at the training bras laid out on my bed for a few minutes. Fascinated and shamed by the thought of wearing them.

With no pants I feel vulnerable walking around the house. Vulnerable and strangely feminine. The air caresses my shaved legs as I walk. My sissy bump keeps getting hard in my panties.

In the evening, when she comes downstairs mom has put on lingerie. A sheer white set, with little blue bows. Stockings, a short skirt that doesn’t quite cover her ample ass and matching bra that barely holds her big tits. I can see that she isn’t wearing panties.

“I need you to make mommy feel good, Willard.” She tells me as she sits on the couch and spreads her legs. “Strip to your underwear, but put on a bra.” I rush upstairs to do as told. Excited, even though I know this is wrong. So deliciously wrong.

I pull my T-shirt off. Shivering as I grab it by the bottom and pull it over my head. Like a sexy woman would do in an R rated movie. Feeling even more feminine.

I pick out a pink silk bra. One that matches my panties. I struggle to pull it on. Not used to the strange clothes. It still feels tight around my chest. Binding, like the whole world is dominant over me.

I stop and stare at my mother in the couch. Her in some slutty lingerie. Me in girly bra and panties. The whole thing feeling unreal.

“Good, now crawl to mommy.” She orders, giving me a stern look. Slowly caressing her inner thighs.

I get to my hands and knees and crawl. Stopping between her meaty thighs. The awkward bra feels tight around my torso, and over my shoulders. I feel warm, there are butterflies in my tummy.

“Lick mommy’s pussy. That’s a good girl.” She tells me.

I brush her small skirt out of the way and lean in. I kiss her bare pussy all over, fascinated by her soft, warm flesh. Excited at our incestuous play. Mother leans back and moans her pleasure above me.

She shivers as my tongue tickles it’s way between her labia. She gasps when I drive it as deep as I can, tasting my mother’s juices.

She whispers some advice on being a better pussy licker as she gets closer and closer to orgasm. Her hands squeezing her own big breasts. Pinching and pulling her nipples through her sheer bra.

Mom finally cries out her pleasure as I lap up her free flowing cum.

I lay my head in her lap after our…interaction. Still kneeling before her. I say, “You know I’m not a girl.”

“Oh, honey.” She says kindly. Petting my hair. “Of course you are. You are my little sissy girl, and I love you.” My body shivers at her words, and my little prick gets hard.

“Uh, what about my needs?” I can’t believe what I’m asking.

She nods, and I get excited when she leads me upstairs.

I had always thought my mom was hot, but was never sexually attracted to her. Not until I saw her get fucked like a whore. Not until she sucked on my little dick.

Now my tiny pecker was hard as a rock as I thought about what we were about to do.

When we reach my room I’m surprised when she pulls my pillow off the bed and makes me straddle it on the floor.

Then she crouches behind me. One mature arm sliding around my chest. The other into my crotch. Her fingers slip inside my silk panties gripping my hard little pud.

“Mom, w…what are you doing?” I ask.

“Do you really think this teeny wee could satisfy a woman?” She huskily breaths in my ear. My mother squeezes my nothing cock as an exciting shiver runs through me. “That it could satisfy anyone?”

She starts jacking me in my panties. Using only a couple fingers. It’s all she needs.

“I feel sorry for any girl that takes a chance on you. She would just be wasting her time.” Mom slides her free hand under my bra. Pinching my nipple hard.

“You’re nothing but a pathetic wimp!” She says loudly. My little raisins throb as I drizzle my cum all over her fingers.

“Aww, look at that. Little sissy is done already.” She says bringing her fingers up to my lips. I obediently suck my own jizz off them as my dicklette drizzles in my panties. Finally tasting my own cum.

Then she stands up with a sigh. “This is our life now Willard. I have always been too submissive, and it looks like you are too. You just should have been born a girl.”

I look up at my chubby, beautiful mother. Sexy in her lingerie. I am humiliated, but also a very excited.

“Tonight I want you to sleep on that.” She points at the pillow I was still straddling. The pillow now stained with cum. “Lay your pretty little face in it, like a good girl. In the morning throw it in the wash before school.” Then she leaves to go to her own room.

I sit for a while longer, in a puddle of my own cum. Then I get up and wash. Change into a short silk negligee, and lay down in bed. My cheek resting on a cold, sticky, puddle of my own dick slime.

Monday morning I slip on a pair of blue silk panties. My pathetic nubbin twitching with excitement at the humiliating act. I match it with a training bra. Also blue, dotted with cute little sunflowers.

Then I button up a purple blouse, and a dark blue pleated skirt. It stops a couple inches above my knees, showing off my freshly shaved legs.

Then I pull on purple, knee high socks.

Checking myself in a mirror, I look ridiculous.

An effeminate boy in girl’s clothes. But it’s what Clayton wants. I don’t look sexy. Just demeaned.

I get some shocked looks walking to school. It isn’t till I get there that I get laughed at.

Red faced I quickly go to my locker then to my first class.

“Are you wearing a girl’s shirt?” Someone asks as I sit down and shrug.

I can hear students chuckling as the bell rings.

It only takes old Mrs Harson a minute to zero in on what was disrupting her class.

“Willard! Come up here this minute!” She orders in her shrill voice.

I walk to the front of the class. Kids openly laughing at me.

‘Oop!’ I gasp when someone gooses my rear.

“What are the meaning of these shenanigans?” She looks around the room. As if daring the other kids to be in on it. Before landing her steely gaze on me.

“S … sorry ma’am.” I say. Nearly a whisper.

“What’s that? Speak up!” She orders.

“I … I’m a sissy, ma’am. I’m not allowed men’s clothes.” The whole class laughs.

“To the principals office young man!” She shouts over the din.

Soon I am sitting, waiting for the principal to see me.

When he orders me in I explain that I am expressing my individuality. Exploring my options.

Being a liberal arts major, he is very understanding.

He writes me a note for my teachers, and warns me that transitioning would be tough. But I had his support.

The rest of the day passes in a humiliating blur.

Vic had dressed similar to me. He has a short white skirt, with a lot of lace along the bottom. And a white tanktop with pink polkadots. I don’t think he has a training bra on though.

“My bitches.” Clayton says happily in the gym room after school. “You did good!”

He has us bend over a table side by side. Then I feel him lift up my skirt. Cool air brushing my silk clad ass. His big hand rubs my rear. I can feel my little pud get hard.

My ass clenches when he pulls away. Almost as if it wants to be fucked.

“Ha ha! Great. You sissies are coming along nicely. Now I have some special pills from my mama’s homeland. I want you to take one each night before bed. Understand?”

We nod as he lets us stand back up.

The black boys leaves. Apparently not interested in us today.

I head back to Mrs. Harson’s classroom. She had told me to stop by to make up the class I’d missed.

I can sense something wrong as I step in.

“Shut the door behind you.” The old teacher orders as I walk in. I do as I’m told. “Come over here.” She stands up next to her desk. I walk over next to her. She is taller than me, and skinny. She has an angular face that always looks stern.

“Bend over the desk. You will learn the lesson of shenanigans.”

Docily I bend over her desk. Leaning on my elbows. I suspect I know what is coming. This has never been a fantasy of mine, at least not with a teacher so old. But my little nub is hard in my silk panties all the same.

“You whippersnappers are all the same.” I hear a ‘swish!’ Somewhere behind me. The old teacher lifts up my skirts. “Well I’ll give you a whip ‘er snap!”

Whoosh, CRACK!

“Mmmmmm.” Tears come to my eyes at the line of fire across my ass. My silk panties offering no comfort.

“Say your sorry for causing a commotion.” She commands.

Swish, SNAP!

“Uuunh! S … sorry ma’am.” I sniffle.

“No. Not yet, but you will be.” She states cruelly.

Over and over her ruler strikes my increasingly burning ass.

Finally she relents. She grabs my hair and forces me to my knees. I reach behind to rub my inflamed bum.

“You dirty students are all the same. Sex, sex, sex.” She sits down in her chair and scoots it toward me. So that I am kneeling between her bony knees. “I’ll show you your proper place.” She lifts up her long dress, revealing her crotch.

I stare between her wrinkled, pale thighs. She isn’t wearing underwear. Her old cunt is surrounded by grey pubic hair that glistens with moisture.

She grabs my hair again and pulls my face forward. “Start licking.” She orders.

Timidly I stick my tongue in her old, salty twat.

I do my best to please her as my teacher moans above me. She gives me instructions on being a better pussy licker.

I am down there for a good twenty minutes. My tongue licking and tickling, my lips sucking and nibbling.

Finally her thighs tremble as she comes. She grips my hair painfully. Shoving my head deeper in her crotch. She rubs her cunt all over my face as her bitter juices flow.

Finally she shoves me back. “Dirty boy.” She chides. Lowering her skirts. “Go. Get out. Now!”

I stand and quickly leave. Her fuck slime all over my face. I head to the nearest bathroom to clean it off.

When I get home I find two big bags of clothes by the front door.

“They are your old, boy’s clothes. You don’t need them anymore, so I’m donating them.” Mom tells me when I ask about it.

From now on I am only to dress as a girl. But I’m not. I’m not a girl!

I take my first pill that night.

During the next week I am be ridiculed during the day. Sometimes I go down on my mom in the evening. And at night I’d take my pill.

Friday after school Mrs. Harson spanks me and makes me eat her out again.

I spend most of the weekend in my room.

I am miserable. Humiliated at school and emasculated at home. True to her word, mom had donated all my boy’s clothes. Now even being home isn’t a reprieve from being a sissy. Just a constant reminder if my new life.

Even when I’m at home I’m dressed in girly panties. I usually wear a skirt and a tank top. Though no bra, unless mom orders me to. Which she does a lot.

At night I wear a short nighty to bed. Either silk or satin. I have to admit, I like the way they feel against my skin.

“I think you’re very brave.” I am in science class. Partnered with a mousy redhead girl named Cynthia. She wears glasses and has slightly crooked teeth. She had no noticeable breasts, and is super geeky.

We get paired for labs most of the time because neither of us have friends in this class.

I don’t have friends in a lot of my classes.

I don’t have a lot of friends.

“I…um, thanks?” I answer.

“I’m sure it must have been hard. Coming out and all.” She says, pouring chemicals.

“I…I’m not gay.” I protest.

She looks at me. “No, no. Of course not. You’re transgender. I get it.”

“No, I…” I what? What an I? “I’m just a cross dresser I guess.” Now I can’t look her in the eyes. I’m so embarrassed.

She puts her delicate hand on mine. “It’s ok. You should always be who you are. I support you.”

I can’t help but notice how green her eyes are as I turn to look at her.

She really is kind of cute.

Before I realize what I’m saying, “Do you want to go out tonight? Like on a date. Um … with me?”

“Yes!” She says excited. “I’d love to.”

So we exchange details, and make plans.

As I walk home after school I feel like I’m walking on clouds. Butterflies in my tummy. Happy for the first time in weeks.

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