My White Boy Sissy free porn video

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That kid is picked on more than most people in this school. Mostly because he’s small, meek, and looks more like a girl than most of the girls in this school. I wouldn’t say he’s skinny because he’s got the widest hips I’ve ever seen, but his upper body is the stereotypical nerd torso.

His ass though… Damn, he’s got an ass most girls would be jealous of. Most of the time I can’t stop thinking of what it would feel like to have my big black dick 9 inches deep in that ass. Or his pink luscious lips wrapped around it.

Unfortunately, being the starting wide receiver for Santa Barbara, I’ve got a certain rep to uphold. And it wouldn’t look good if I was seen banging a band sissy. Especially a geek like Daniel who’s the target of many bullies. Everyone takes a shot at that kid.

But still… it’s very tempting. What I would do to get him under me, taking my dick like a good little faggot.

---

Sitting in math class is a rather bore. Fortunately, Daniel’s in my class. Today he’s wearing those skin-tight jeans and an Aratheon t-shirt that clings to his skin.

The worst or best part of school is I’m stuck with this eye candy all day long. He’s in every single one of my classes. The kid’s smart, there’s no doubt about that. Don’t get me wrong, I’m not the typical stupid ass jock. My parents made sure of it. My dad is a successful entrepreneur. He demands excellence from me, both on the field and in the classroom.

As we pile out of class after the bell rings, I trail that sissy to our next class. A few people give me high fives and tell me what a great game I had last Friday. Some of my teammates hit me up, but I keep my eyes on that fat ass of his.

“Move it, fucking faggot,” Brett Marshall says as he wacks Daniels books out of his hands, scattering all over the hall. Brett’s a punk, but he’s my teammate. Great linebacker and starting power forward on the basketball team. We’re not friends by any means, just teammates.

“You don’t have to be an ass, Brett,” I say as I kneel down to help the guy out. He looks up at me with those sky blue eyes. I can see he’s on the verge of crying and all I can think about is how hot it’d be to shove my dick down his throat.

I just want to grab his messy brown hair and fuck his face.

“Why are you being nice to me?” he asks.

“Not all jocks are assholes,” I tell him as I hand him his books. “Why do you haul all these books around?”

“My locker is on the other side of the school,” he says, brushing his hair out of his face and adjusting his glasses.

“That sucks,” I say, while I get a good glimpse of that ass as he bends over and grabs the last of his books. I just want to yank his pants down, spread them cheeks and drill that ass until I deposit a big load of semen in it. “By the way, I noticed we’re in the same math class.”

“We’re in all the same classes,” he says as we continue on to our Gov class.

“Right… You know, I could use a study buddy like you,” I admit. Not that I need someone to help me with math. Math comes easily to me. I just want an excuse to get him over to my house... Alone.

“Like me? You mean, you want someone who’ll do your homework for you?” he asks.

“Do I look like I need someone to do my homework? I’m not the stupid jock you might think I am,” I tell him. “I just want someone who takes their class work as serious as I do.”

His face turns bright red as he tears his eyes away from mine. “I’m sorry… I didn’t mean to assume.”

“It’s all good, I’m just messin with ya. So what do ya say? Study buddy?” I ask. His eyes go wide as he looks back up at me.

“Uh… sure! Okay, yeah!”

“Great! Why don’t you come over to my house after practice and we’ll finish up the math homework and study for the upcoming test,” I suggest.

“Yeah… except, I don’t have a car…” he says.

“No problem… If you want, you can wait up here and I’ll give you ride after practice,” I tell him. “Hell, you can even watch us practice if you want.”

“Really!?” he asks. “What about Brett?”

“Don’t worry about Brett,” I tell him. “I’ll make sure no one picks on you.”

“Really?” He looks up at me with those eyes… Eyes as blue as the ocean. His face just has that natural innocence about it. It makes my dick hard.

“Yeah… stick with me and no one will touch you.” Nobody but me.

---

As we make our way out to the practice field I see Daniel off in the corner with his books. I can’t believe he came. He’s a gazelle in the lion's den. He looks up at us as we start stretching. “Oh my god, wow… What’s that faggot sitting on our field for?” Brett asks.

“Hey, leave him alone, he’s my little faggot,” I tell Brett.

“What!? Did you jump to the other side?” he asks.

“What if I did? I mean, you can’t tell me you wouldn’t what that sissy’s lips wrapped around your cock? I bet he’s got the tightest asshole ever.”

“Wow, you are a fag!”

“If getting your dick sucked is gay then I’m a total fag.”

“He’s kinda got a point,” Adam says. “Ain’t nothing gay about getting your dick suck. Besides, nerdboy over there looks more like a girl than half the sluts you’ve slept with, Brett.”

“Whatever…”

Coach blows the whistle and we get practice started.

After doing some sprints and drills, we ran some plays. Out of the 8 passes that were thrown to me, I didn’t drop a single one.

When practice finally ended, I was quick to tear my pads off and leave. I find Daniel waiting for me outside. Fuck, if he grew hair out a little longer, I wouldn’t be able to tell if he was a guy. Especially with that ass. Perfect bubble butt. And his lips, definitely dick sucking lips. I’m going to be having this sissy sucking my big black cock by the end of the night...

Gear in one hand, I sling my other arm around his shoulder. “Let’s head over to my house.”

Leading him over to my convertible Audi, I toss my shit in the back and hop in the driver's seat. He meagerly climbs in and we’re off.

It doesn’t take long before we roll up at my house. His eyes light up as we pull in the drive. I don’t think he’s ever seen a house this big. “This is where you live?” he asks.

“Yeah, where did you think I lived, some fucking ghetto? Just because I’m black doesn’t mean I’m poor.”

He tenses up.

“Relax, I’m just fucking with ya.”

We get out and head in. I put my hand on the small of his back and lead him through the large glass door.

I toss my shit down and lead him up the giant white staircase to my room. Once in my bedroom, I gesture him to sit down on the bed and start tearing off my clothes. “I’m going to take a quick shower and wash the stink off if that’s alright with you.”

As soon as I pull my trunks down, his eyes go straight to my flaccid 8-inch cock. “Uhh… Yeah… sure.”

“You act like you’ve never seen a dick before.”

Immediately his face burns bright red as he looks up at me. “I… I…”

“Want to touch it?”

His eyes go wide. “What!?”

“Do you want to touch it,” I make sure to emphasize every word.

“I… uh… I’m not gay.”

“I highly doubt that. Come on, no straight boy would stare at a cock like that.”

The way he bites down on his bottom lip makes my dick twitch. I don’t know how much more of this I can take. I just want to dominate this little sissy white boy and make him my bitch.

I start stroking my cock as I slowly walk up to him. My dick is literally only a couple of inches from his feminine face. He can’t take those baby blue eyes off it. Slowly, I run my fingers through his soft brown hair, grabbing a handful and pulling him closer to my cock.

His luscious lips touch my the tip of my dick. His reluctance shatters as he parts his them, letting the head of my cock slip in.

His eyes look into mine as I pull his head down on my cock, shoving more of it into his mouth. He gags as my dick reaches the entrance to his throat. Both of my hands have fists full of his hair and I start feeding him my cock, using his mouth as a pocket pussy.

His dainty little hands run up my thighs my cock pushes against his throat once more. Tears well down his eyes as he spits and coughs on my dick. He tries to push off, but I held him there. “Swallow it, baby.”

Those baby blue eyes close shut. My dick plunges down his throat as he opens up, swallowing it whole. His nose bumps into my pubes as I hilt my dick balls deep inside his mouth. I can see his neck bulge out as my dick clogs his throat. He’s going to make one sexy ass sissy when I’m done with him.

I let go of him and my dick pops off his mouth as he coughs and gags. “Take your clothes off.”

He looks up at me all wide-eyed like a doe in the headlights. “Wait… what?”

“You heard me, I want you to take your clothes off.”

“But…”

“No buts, I want to see that beautiful body of yours.” I pull him off the bed and take my seat on it, all the while stroking my big fat dick. “Don’t be shy, let me see all of you.”

He stands their lost for words. I guess I’m going to have to give him a hand. The poor kid’s probably frozen with fear. So many kids body shame the poor boy for having such a girlish figure, he’s probably ashamed of it.

I pull him closer as my fingers find the bottom of his shirt. I slowly pull it up and over his head. His skin is pretty flawless. Not chubby, but not too skinny either. He’s got a flat stomach and chest. My fingers rub up against his nipple and slowly make their way down his stomach, such soft skin. I unsnap his pants and slowly drag them down. No way! He’s got on Aratheon underwear. They hug his fat ass perfectly. Almost like panties.

This white boy was made to be fucked.

He holds onto my shoulders as I lift one leg after the other and drag his pants off. I see the tiny bulge in his underwear, rubbing my hands over it, his little pecker is as hard as a rock. I give him the turn around sign with my fingers and he hesitantly shows that ass to me.

Sinking my fingers beneath the hem of his underwear, inch by inch, I pull them down revealing the sexiest ass I’ve ever seen. Not a single hair below his head.

I give his ass a hard slap, making him groan out. He looks back at me. “Why are you doing this?”

I pull him down in my lap. “Because I want to make you my bitch. Here’s the deal, Daniel… You become my little sissy slut and no one… not even Brett will ever bully you.”

“Wha… What’s that entail?”

“Obviously that means not only are you going to be my personal cock sucker, but I’m going to fuck that tight ass of yours whenever I want.”

His eyes go wide. “I don’t know… Won’t that hurt?”

“For the first time, yeah, it’ll hurt. But I promise, once that ass gets stretched out, you’re gonna love it. You’ll crave by big black dick.”

My hand slides down his back causing him to tense up. I grab his ass as my fingers zip down the crack of his butt finding his tight little rosebud.

“How badly do you want to be popular?” I ask him. “I can make that happen. As long as you submit this ass of yours to me and become my bitch.”

Before he can even say anything, I grab his hair and pull him in for a kiss. My tongue batters it’s way into his mouth as my finger sinks into his tight asshole. He squirms as my digit sinks to the first knuckle.

“Now, if you want my protection from Bret, get on your knees and start sucking my dick.”

He bites his lower lip as he looks into my eyes with those baby blue orbs. As the last bit of his resistance diminishes, he sinks to his knees and slips my cock between his lips. “That’s it, bitch. Suck my big black dick.”

I grab a handful of hair and start bobbing his head up and down on my cock. “Urrghh, fuck… Wrap those dick sucking lips tightly around my cock and suck.”

His cheeks collapse as he inhales my dick like a popsicle. “That’s it, now swirl the tongue around the tip of it.”

He obeys, giving the head of my cock a girl swirly. “You’re a natural cock sucker, you know that?”

Those eyes as blue as the sky look up at me as his cheeks turn a rosy shade of pink. “Don’t be embarrassed, it’s a compliment.”

I slam his head all the way down, popping my dick inside his throat. His nose once again meets my pubes. He coughs and starts choking on my dick. I pull his head up off my dick. As my cock falls from his lips, he coughs and gags up spit. With my other hand, I grab my cock and start smacking those beautiful lips. Then I plunge my cock back between his lips.

With one swift move, I flip him on his back, resting his head on the bed as I stand over him, sinking my cock down his throat. I start fucking his face hard. My balls slap his chin as my cock slams down his throat. Tears fall from his eyes as I continue to hump his face. The sound of him gurgling on chock on my dick fill the room.

I slide my hand through his hair and grip a handful as I use his mouth as a fuckhole. He just takes it. To be honest, degrading him like a whore isn’t what I truly want, but I can’t help myself. Whenever I’m around this beautiful girly boy, I lose control. Primal instincts take over and all I can think about is breeding him like a bitch.

As long as I’m being truthful to myself, I actually like him. Not just as a fuckhole or because he stirs some deeply filled lust within me, but I honestly have a crush on him. I actually like all the geeky things he’s into. I’ll never admit it to my teammates or parents, but deep down I’m kind of a nerd too.

And while I’m being honest, as I sink my dick down his throat. I want to make him my girlfriend. Yes, I mean it. I think he’d look amazing in a dress with some makeup on. Some soft lace panties, maybe one of them training bras. I’d take him on dates. We’d see one of those Aratheon movies. Then we’d spend all night with my dick up that tight ass of his. I’d fill his thicc bum up with load after load of my seed.

Speaking of cum, I’m about to blow a load down his throat. “Fuck!”

A riptide of pleasure crashes through me as my cock explodes down his throat, shooting a thick load of cum straight into his stomach. He coughs and sputters as I pull my dick out, leaving the tip still inside his mouth. I drop another load, filling up his mouth, a little bit of cum drools out between his lips. Like a good little sissy, he swallows it all. And you know I’ve got to mark my territory.

So I pull my dick from his lips and paint his face with one last load of cum. Damn, he looks so hot with my seed all over his girly face.

“Now it’s official, you’re mine.”

He goes to wipe his face off. “Unless you’re going to swallow all that cum, leave it.”

He looks up at me with those eyes as blue as the ocean. The look on his face is one of fear, shame, and humiliation. Part of me wants to pull him into my arms and kiss him. Tell him everything's going to be alright. The rest of me wants to fuck him like a slut and continue to degrade him.

I take my finger and swipe up a load of cum just below his eye and feed it to him. He licks it up without hesitation.

“I’m going to take a shower, feel free to lick the rest of it up.”

It doesn’t take long to clean myself up. I walk back in my room to find him fully clothed and the cum off his face is mostly gone. I shed my towel and his eyes fall down to my cock. “Don’t worry, baby. You’ll get more of this dick. Tomorrow I’m going to pop your anal cherry and make you fully my bitch.”

“Please… Please don’t tell anyone about this.”

“Ha… who gives a shit what other people think. I want the entire school to know you’re mine.” Wrapping my arm around his waist, I pull him close to me and press my lips against his. I stroke his cheek with my thumb as I wrap my hand around his delicate face. He melts in my arms as my tongue explores the inside of his mouth. My other hand sinks down and grabs his ass.

Finally, I let go of him and break away.

He bites his lip as he looks up at me with those sapphires. “Aren’t you afraid people will find out you’re gay?”

“Is it really gay getting your dick sucked? Or fucking a hot little sissy like you in the ass? I don’t think so. Besides, who’s going to say something to my face? And to be honest, I don’t give a shit if it’s gay or not.” I grab his hand and lock my fingers between his. “Now come on, I’ll take you home.”

“But… If people find out that I sucked your dick, they’re going to humiliate me,” he says as I lead him downstairs.

“Trust, me… By tomorrow, everyone’s going to know you sucked my dick. No one’s going to lay a finger on you or say a word.”

“What!? But… How?”

I stop as we reach the bottom of the stairs and lift his chin up to me. “I’m going to make damn sure everyone knows you’re mine. If anyone even so much as says a word to you, I’ll kick their ass. Didn’t I tell you I’d protect you?”

He nods his head. “Now let’s get you home. Tomorrow’s your first day as my girlfriend.”

“Girlfriend? What!?” His eyes go wide.

“Didn’t I say I was going to make you my sissy bitch?” The look on his face is priceless. “Don’t worry, we’ll take it slow, but eventually, I want you to start wearing panties, a dress, and some makeup.”

“No, I can’t do that! What am I going to tell my foster family?”

“Why not tell them the truth? You’re really a sissy deep down and now you’re finally embracing it.”

“Please, don’t make me do it.”

“Hush, baby. Don’t worry. As I said, we’ll take it slow.”

As we walk out the door, Tanesha my fraternal twin sister pulls up in her Camaro. “Oh my god! No, you didn’t! Did you finally fuck that white boy!?”

“Relax, he just gave me blow job. I’m going to pop his anal cherry tomorrow.”

She laughs her ass off. “I can’t believe you’re actually going through with it. Let me guess, you’ll want me to get him all dolled up next?”

“Tanesha, you know me all too well… It’s like we’re twins or something.”

“Shit, I’m going to have so much fun with this white boy. By the time I’m done with him, he’ll look hotter than most of the bitches in our school. I’ve always wanted a gay friend like him to go shopping with and dress up.”

“Alright, well I gotta take him home. I’ll talk to you later.”

It doesn’t take us long before we’re at his house. Kinda run down shabby ass shack, really. I sink my hand in his soft hair and pull him in for one last kiss before he quickly gets out. I can’t take my eyes off that ass of his as he hustles inside, giving me one last glance before disappearing behind his front door.

I can’t wait for tomorrow!

I’m hope you enjoyed my story. Feel free to give it an honest review. If you liked it, please follow me. Leave any questions or feedback you have in the comment section.

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Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

3 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

4 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

2 years ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 37
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

2 years ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
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Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

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