Transsexual

Pleasing Bill: A Crossdressing Story #3

/ Categories: Anal, Blowjob, Discipline, Domination/submission, Fantasm, Slavery, Transgendered, Transsexual, Transvestite / Anal, Blowjob, Discipline, Domination/submission, Fantasm, Slavery, Transgendered, Transsexual, Transvestite / By

[b]Chapter 3: Mom’s Talk [/b]I woke up early the morning after my first day of being Bill’s live in slut. I got up to listen and hear my dad and siblings leaving for work around 7. I was going to wait for all of them to leave before I dress and go back to Bill’s at 12. I went to lie back down but before I could, I heard my mom call me. “James, honey. Can you come down here?” I didn’t know what to say a first. She probably wants to talk about how she saw me last night. I guess there was nothing else I could do but go down there. I was in my pajama pants and a white tank top on with the black and pink Daddy’s slut colr on. I …

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Nerves, Shivers, Cum

/ Categories: Anal, Transsexual, Transvestite, True Story / Anal, Transsexual, Transvestite, True Story / By

The panties were tight. My legs and underarms were shaved, and the panties clung to my cock, smushing it between my legs where it was hidden and not in the picture. He met me at the door and led me into his room, walking slowly behind me, breathing heavily. I walked in and stood with my back to him, nervous, vulnerable, and dressed in pants and a baggy shirt. Beneath my clothing were black satin panties and a matching black satin bra, and pantyhose. As I stood there, anxiously, he could sense my nervousness. I could sense his presence, as his panting drew closer and closer to me, and I began to shiver. He quickly got up behind me and wrapped an arm around my neck and an arm around my waist, his hand reaching …

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DGIRL SORORITY pt. 3 – Jake gives Bella a shower

/ Categories: Anal, Fiction, Transgendered, Transsexual, Water Sports/Pissing / Anal, Fiction, Transgendered, Transsexual, Water Sports/Pissing / By

*** THIS IS PART 3 OF MY FIRST STORY EVER, HOPE YOU ENJOY IT. FEEL FREE TO COMMENT WHAT’S GOOD OR BAD, OR SIMPLY RATE IT. I WILL PROBABLY WRITE MORE ABOUT THESE CHARACTERS, SO LET ME KNOW IF THERE’S ANYTHING YOU WANT FOR THE NEXT ONE.*** _____________________________________________________________________________________________ Jake, caucasian, tan, brown hair, 7.5 inch cock Katie, caucasian, pale, blonde hair, medium size tits Samantha “Sam”, caucasian, tan, chestnut hair, big tits, fit, 7 inch surprise Annabelle “Bella”, latina, dark tan & tattooed, dark brown hair, small tits, big ass, 6 inch slender surprise ____________________________________________________________________________________________ Sam let go of Jake’s now flaccid member and stood up next to him. Bella turned around, opening her mouth wide to show them all the cum she felched out of Katie’s ass. Looking Jake in the eyes she closed …

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The Auction Pt. 2

/ Categories: Anal, Domination/submission, Fantasy, Reluctance, Slavery, Transgendered, Transsexual / Anal, Domination/submission, Fantasy, Reluctance, Slavery, Transgendered, Transsexual / By

I wake up to the sight of steely blue eyes looking down at me as long strands of golden blond hair cascade down around me. “Good morning my pet,” she says with a great big smile. “Ahhh… good morning,” I mumble out. Still in the haze of sleep as I try to remember all that happened last night. Suddenly the auction rolls into my mind and being sold off to this… This vampire! “Aww, don’t be frightened,” she says licking her lips. “I won’t hurt you… much.” She runs her hand across my neck. “You are just such a beautiful human being. I’m really going to enjoy your company.” She leans down and nuzzles her nose against my neck and I tense up as the thought of her sinking her teeth into my neck fills …

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Sissy Story Chapter 01

/ Categories: Authoritarian, Fiction, Transsexual / Authoritarian, Fiction, Transsexual / By

Life with Mother Mom and Dad and I were a family. My first memories were of three of us, Mom and Dad and me. We lived in wonderful big house with a pool and a maid to help with the cleaning, and men who came by to do the yard and the pool. I didn’t see it as privileged, rather as reality, but we had a lot of money. Dad left when I was six, in the summer after first grade. I cried, but it didn’t help, he left anyway. At least the yelling stopped at home. Instead, there commenced a time of Mom crying almost every night, screaming on the phone, and lawyers. I remember the lawyers coming by the house and conversations about divorce. Mom told me all about it, blow by blow. …

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Light Decisions

/ Categories: Anal, Blowjob, Consensual Sex, Erotica, Fantasy, Transgendered, Transsexual, Written by women / Anal, Blowjob, Consensual Sex, Erotica, Fantasy, Transgendered, Transsexual, Written by women / By

Kai lay stretched out face down over the large king sized bed that dominated most of the otherwise small space of his dorm room, the lavish bed a rarity in the College, he knew. Most students had singles, the rest of the space in their rooms given up to all important piles of study books, desks and constructs, small fabrications given life by magic to perform simple tasks. Kai only had the one of those in his little space, a small circular disc imbued with the power word Ba to occasionally hover around his room cleaning, though for the most part it hid comfortably under his bed. It had been a bad day, all told, the masters had been especially attentive to his studies recently, something that always annoyed him as he was used to …

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Buyers Beware

/ Categories: Anal, BDSM, Blowjob, Domination/submission, Erotica, Fantasy, Interracial, Oral Sex, Transgendered, Transsexual, Written by women / Anal, BDSM, Blowjob, Domination/submission, Erotica, Fantasy, Interracial, Oral Sex, Transgendered, Transsexual, Written by women / By

“You’re kidding? Right? You want this one?” the man laughed, pushing his hands in his pocket, idly toying with a few coins out of habit as he glanced back over his shoulder at the merchandise, “No, no, look, you want strong and powerful, you want this, sure, but it ain’t pretty, ain’t clever and really ain’t safe.” “How much?” the hooded figure asked, regardless. The man pursed his lips, reaching up to scratch at a thick black beard as he stared down into the woman’s exotic pink eyes, a single wisp of curled brown hair falling down one side of her stoic face, “Uh, well it’s got the control attachment so… Fifty-five gold? What does a little miss like you want it for anyway?” “Fifty-five? For that?” the hooded figure pressed, the tone of their …

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The guy, the neighbor and the virgin part 1

/ Categories: Anal, Blowjob, Fiction, Transsexual / Anal, Blowjob, Fiction, Transsexual / By

Boxes in the hall and sweaty workmen moving them into the apartment across from mine. This is what I find on a Saturday morning when I go outside. A new neighbor. Hope he or she is better than the last one. An old hag who was always complaining about everything. Finally kicked the bucket. I turn to walk away. “Hi, you must be my new neighbor.” Certainly doesn’t sound like an old hag, sounds quite nice actually. I turn around and see that the voice is surpassed by the visual that greets me. A knock out blond with all the features that would launch a thousand ships. Before my brain can register every detail of her, it tells me that she looks a bit overdressed for moving day. High heel shoes, short black skirt and …

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The New Girls_(0)

/ Categories: Anal, Black, Blowjob, Coercion, Domination/submission, Group Sex, Reluctance, School, Science-Fiction, Spanking, Threesome, Transgendered, Transsexual, Transvestite, Virginity / Anal, Black, Blowjob, Coercion, Domination/submission, Group Sex, Reluctance, School, Science-Fiction, Spanking, Threesome, Transgendered, Transsexual, Transvestite, Virginity / By

“Hey loser,” Ken says as he shoves me into my own locker. “You’re such a fucking sissy. You know that, right?” “Good one, Ken!” Weston says. “Why do you guys always have to pick on me?” I ask. Ken goes to hit me and I cower. “Because you’re such a fucking loser,” he says, laughing. I look up at him as he gives Joseph Palmer a fist bump. “Later sissy,” Alonso says as they walk away. “Man, they are such douchebags,” Anthony says as he and Marcelo walk over and help me out of my locker. “I was going to give them such an ass-kicking, but fortunately for them, they walked away.” “Come on, Anthony, don’t lie. You and I were both hiding around the corner when we saw Ken pushing Noah,” Marcelo says. “Hey, …

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Jim and Jody

/ Categories: Fantasy, Transsexual / Fantasy, Transsexual / By

Jim met Jody at the club on a Friday night. She was short—no more than five foot two inches—with big tits and a tight athletic build. When she shook her stuff on the dance floor, she turned the head of every man in the room. For such a small girl, she had legs that seemed to go all the way up, and he miniskirt was barely long enough to cover her ass. As a matter of fact, on a few times onlookers managed to catch a glimpse of the white, silky panties underneath. He and his two roommates all vied for her attention, but by the end of the night it was clear who she had her sights set on. She and Jody ended the night making out in the bar’s bathroom. He managed to …

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Club Temptation

/ Categories: Anal, Cum Swallowing, Exhibitionism, Fiction, Transgendered, Transsexual / Anal, Cum Swallowing, Exhibitionism, Fiction, Transgendered, Transsexual / By

Club Temptation It was my first night in Club Temptation; a big deal members club for the upper end of the strip market. I’d taken my turn in the small money bars around town, but I’d got the looks and the moves to get asked for a try-out at a classy gig in no time. And now I was up on stage, going through my first stage routine of the night in front of guys so rich and so sex-starved at home you could smell the money and desperation from the pole.  My first tune was slow and I’d decided on a simple sensual dance to begin the night – saving the big moves for later on when the nerves had gone. That gave me time to look around to see which fat wallet looked …

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My first shemale experience

/ Categories: Fiction, Transsexual / Fiction, Transsexual / By

This is my first story, I would love any and all feedback. Thanks This day started off like any other however it will end with a fantasy being fulfilled…. I woke up with my traditional morning wood and like most mornings I reached over and grabbed the lube bottle and slowly poured a healthy dose of lube all over my throbbing cock. Some of the lube made its way down the crack off my smooth ass and slowly ran across my tight asshole. I loved the feeling of my asshole getting lubed up…..I decided I wanted to be more adventurous then normal, so I reached into my “soon to be ex-wifes” nightstand and pulled out her favorite pink dildo. I lubed it up and swirled the head around my now very excited asshole. While I …

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Becoming Jane

/ Categories: Fantasy, Transgendered, Transsexual, Transvestite / Fantasy, Transgendered, Transsexual, Transvestite / By

Becoming Jane Part 1 John had always been a little bit different. At a young age he had discovered porn. It started with pictures and magazines. Then the internet brought him movies. He became addicted. First it was straight porn, then interacial. Then he discovered strapon femdom witch quickly led to transexual porn. Soon he began sneaking around wearing his mothers panties and playing with his ass. At 17 he was still a virgin until he joined an adult dating site and met an older man. He lied about his age and met up with him. The older man had been his first. John had been nervous in the back of the Jeep Cherokee as he kissed the man and then lowered his lips to the man’s seven inch cock. John took the man’s cock …

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The Adventurous Couple

/ Categories: Fiction, Threesome, Toys, Transsexual / Fiction, Threesome, Toys, Transsexual / By

“Whose ass is this?” Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8” strap-on dildo. “It’s your ass Mistress; it has always been your ass!” I replied through gritted teeth. Earlier that evening, my loving wife, came out of the bathroom with her jet black hair pulled back into a bun and wearing black rimmed glasses, letting me know she was in the mood to dominate me. She was also dressed in her shinny black teddy that pushed her large milky white breasts together, causing her cleavage to look even deeper than it already was, and her polished knee high boots, which added her another four inches to her 5’6” frame. At first she had me crawl off the bed …

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Suzy Unleashed Chapter 1

/ Categories: Oral Sex, Slavery, Transgendered, Transsexual, Transvestite, True Story / Oral Sex, Slavery, Transgendered, Transsexual, Transvestite, True Story / By

Suzy Unleashed Chapter 1 I’ve always had a fondness for women’s clothing, dating back to when I was a young boy. For most of my life, I kept that under control, but, as I got older, the fascination only increased. After I got married, I discovered I had an entire wardrobe of women’s clothes to try on whenever my wife wasn’t around. Eventually, the fear that I might soil or tear something of hers and get caught pushed me to invest in my own female clothing, which I managed to keep hidden in the attic. Over time, I built up a nice collection of skirts, panties, garterbelts, stockings, and even high heels and a wig. A flesh-colored body-stocking covered up my hairy legs and arms so that I didn’t have to explain shaving them to …

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Sissy Story Chapter 02

/ Categories: Authoritarian, Fiction, Transsexual / Authoritarian, Fiction, Transsexual / By

Mother and Sissy Mom and I had obviously taken things to a different level. Just like when I had first worn pigtails and hair ribbons, our relationship, and understanding of that relationship became even more intense and our connection became even deeper. I was happy and Mom was obviously pleased coming out of the mall, me wearing clothes bought that day; a light t-shirt, some shorts, sandals that showed my toenails polished, panties and a training bra. She pushed a cart full of things for my new wardrobe. She chatted constantly about her Sissy and the things we could do and how much she was enjoying life. On the way to the kiosk to get my ears she had leaned over and kissed me on the head and emphasized how proud of me she was. …

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The Landlord’s Submission

/ Categories: Anal, Black, Consensual Sex, Domination/submission, Fiction, Transgendered, Transsexual / Anal, Black, Consensual Sex, Domination/submission, Fiction, Transgendered, Transsexual / By

I finally did it! I bought my first house. I’m not a real estate investor… Haha, that’s a bit of stretch, but once I get some renters, I’ll start earning some passive income. Although, it kind of sucks that I’ll have to live in the house with the renters for now. But, once I get enough money saved, I’m going to buy another house and rent it out as well. Eventually, I’ll be able to afford my own house. It’s only a matter of time before I’ll be able to afford to buy an apartment complex. I just have to be patient. It wasn’t long after I put the ad out, that I heard back from someone. I got a call from a woman looking to rent. Her name was Kendyll Terrell. I invited her …

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A Shemale Fantasy and my wife (Part 4)

/ Categories: Anal, Fantasy, Transsexual, Wife / Anal, Fantasy, Transsexual, Wife / By

Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didn’t know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. “Wake up baby this day is just getting started” she said. My eyes opened and I was like a kid on Christmas morning. I couldn’t wait to see and “feel” what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said “get ready for some fun”. Having …

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Your tansgender girlfriend

/ Categories: Transgendered, Transsexual, Transvestite, True Story / Transgendered, Transsexual, Transvestite, True Story / By

There are times in a young man’s life when it is so full of fun and sex that it’s a wonder they survive. College is one of those times for many young men and it certainly was for me. I attended a small private collage in southwestern Ohio at a time when the world seemed to be totally focused on it’s self. Yea, it was the late 80’s and the me decade was in full swing. I can’t say that I immersed myself in the culture of the times, but just like walking across a muddy field you can’t help but get some on you. I was in and out of several relationships with girls of many different types but couldn’t seem to find that one woman who rocked my world. Well, at least not …

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A sexual journey – Chapter 1

/ Categories: Bondage and restriction, Cuckold, Domination/submission, Fiction, Transsexual / Bondage and restriction, Cuckold, Domination/submission, Fiction, Transsexual / By

My husband, Reg, and I (Peggy) had been married for 6 years. We both enjoyed sex very much and was always finding ways to make it better, more exciting and pleasurable. Our research extended to porn to find new ideas. Most of it was pretty mundane with the usual straight sex, bisexual games and such like. We found some of the more, shall we say, weird stuff more appealing. Things like bondage and submission were quite exciting. Of course the problem was finding the equipment to partake in such things. Getting on the internet we found what was called an Adult Bookshop. In reality it was a sex shop with all kinds of weird and wonderful things. I already had a 6” vibrator that I had bought on-line. But in their catalogue there was pages …

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