Transvestite

I’m Ed’s cross-dressing home help

/ Categories: Anal, Blowjob, Fantasy, Role-playing, Transvestite / Anal, Blowjob, Fantasy, Role-playing, Transvestite / By

I had been made redundant and the employment for the area wasn’t great, l was in town with my wife and in an age-help charity shop was a card asking for volunteers and my wife suggested l apply as it will keep me doing something while l look for a proper job. I went inside to put my name down and by the time l got home there was a message from the shop asking me to come in for a chat. I went in the next morning expecting to be interview for work in the shop, but the volunteers they were looking for were for people to help in the old persons home, l explain l had no experience, but the woman and man interviewing me said l didn’t need any training as l …

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OUR NEW LOVERS WERE SO EXCITING, SO TALENTED

/ Categories: Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Male / Females, Male / Older Female, Males / Females, Older Female / Males, Oral Sex, Threesome, Transvestite, True Story, Voyeurism / Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Male / Females, Male / Older Female, Males / Females, Older Female / Males, Oral Sex, Threesome, Transvestite, True Story, Voyeurism / By

The only man she has ever had. “I realize now I have missed out on a lot in life. A sex life and sexual pleasure especially, I am naive when I compare with my girlfriends. They tell me my past sex life could only be described as vanilla at best. I need a man to educate and show me what I have been missing.” Over the following months I took great delight in educating Amanda sexually. She had soon lost her inhibitions as we continued to stretch our sexual boundaries and seek new levels of sexual pleasure. “That really was something. When can we have it again?,” Amanda asked me later that night in the bath after we had been pleasured by two men, fifteen years younger than us. “Watching that boy sucking your rock …

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Dressed To Thrill

/ Categories: Bondage and restriction, Fantasy, Male Solo, Masturbation, Spanking, Transvestite / Bondage and restriction, Fantasy, Male Solo, Masturbation, Spanking, Transvestite / By

He didn’t hear the front door open. All he could hear was his own breathing. And besides, he wasn’t expecting her back for hours, so when it did open it did not occur to him to listen to anything, except his own erotic thoughts. But then…………….. he did hear her call. “Joe? Are you home?” He didn’t reply. He was suddenly frozen in a mixture of pure lust, fear and trepidation. And he couldn’t reply anyway with the ball-gag firmly in his mouth and tied around his face. This prevented all but the odd pleasurable moan escaping from his lips. He waited for a few seconds as his mind unraveled the situation he was in and then his worst fears started to come true. He heard the faint footsteps as his wife started to ascend …

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caught in drag

/ Categories: Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite, True Story / Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite, True Story / By

My brother was 4 years older than me and had gotten married. His wife was a tall, slender girl with narrow hips, long legs and well formed breasts. I was about her size. I was a bit taller and a bit skinnier, and I had a cock that would not go soft. It seemed like I had a hard on most of my waking hours and probably while I slept, too! I used to jack off every chance I got. I could think about guys I saw in gym class, washing their tight bodies in the showers, or my sister-in-laws underwear drawer. It had all the lacy undies, bras, slips and pantyhose that felt so good as I caressed my throbbing cock with them. I know she had a bit of a thing for me …

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Growing Up chapter 5 1/2

/ Categories: Diary, Girls domination, Teen Male/Teen Females, Threesome, Transvestite / Diary, Girls domination, Teen Male/Teen Females, Threesome, Transvestite / By

… She brings me another outfit. More bondage-y. But I don’t get dressed up yet. First we invite Christine over and get drunk in my dorm room. Beanbags, pillows, blankets in a puddle on the floor. She’s in a long sleeve knit top, black of course with a Waist cinching underbust corset. Her boobs look a litte bit amazing. She’s got a black mesh skirt, long with lace and ribbon at the hem and a dark burgundy crinoline under it that flounces it out. Stockings up under the skirt and big clompy goth boots. Her eye makeup is super dark but her thin lips aren’t as heavily done as usual. Maybe she plans on kissing? We settle in with a bottle of tequila and play Truth or Dare, ’cause what better way is there to …

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Caught Stealing Thongs_(1)

/ Categories: Asian, Fiction, Interracial, Spanking, Teen, Transsexual, Transvestite / Asian, Fiction, Interracial, Spanking, Teen, Transsexual, Transvestite / By

It was so humiliating. A store security guard caught me walking out of the department store with a pretty, expensive French bra, garter belt, panties and stockings set. I was ushered into the office of the store’s chief of security. I was scared. I was a teenager. It was the first time I had ever been in trouble. But I couldn’t help myself. I’m pretty and I like to wear pretty things. I couldn’t afford the lingerie, but I didn’t need to steal it either. I don’t know what possessed me to do it. Perhaps it has something to do with my secretive nature. I have so many secrets. My whole wardrobe, actually, is a secret that I keep hidden until I find an occasion for dressing up. Likewise, my make-up, my perfume, heels,the falsies …

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Uncontrollable Pt. 2

/ Categories: Anal, Cum Swallowing, Fantasy, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite / Anal, Cum Swallowing, Fantasy, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite / By

HI GUISE. I’m back with my first Part 2! This was kind of spur of the moment, inspired by my own tastes, as well as some of the great comments I’ve gotten! So I hope you enjoy. I certainly did. I gave it a good scan for editing, but there are sure to be occasional mistakes throughout; hope they don’t detract from the goodness, and I hope my words get you off. It was the eve of Halloween. My friends, their friends, and I were all getting ready to go to a midnight showing of the Rocky Horror Picture Show, hanging out in our apartment until it was time to leave. It had become a tradition, and we were lucky, in such a small town, to get a showing. Kayla wore some kind of slutty …

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The Transformation of Jesse

/ Categories: Anal, Ass to mouth, Blowjob, Cum Swallowing, Fiction, Gay, Romance, Transvestite, Virginity / Anal, Ass to mouth, Blowjob, Cum Swallowing, Fiction, Gay, Romance, Transvestite, Virginity / By

This is only the third story I have ever written so please only helpful criticism. I hope you enjoy. Jesse was like every other guy he knew. He liked sports, hanging out with friends, getting drunk and the company of a good looking girl. He was a sophomore in college and constantly in the company of beautiful women, both in and out of the bedroom. He lived alone in his own apartment which made it very easy to bring home a cute piece of ass from the local bar or house party. As the number of girls coming and going increased, Jesse began to get bored with the typical sexcapades that took place in his life. He soon found himself searching the web for new and exciting thrills to get him off. He had never …

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Life on the Ranch pt 1

/ Categories: Anal, BDSM, Bondage and restriction, Discipline, Domination/submission, Fantasy, Female Domination, Hardcore, Humiliation, Job/Place-of-work, Non-consensual sex, Rape, Transgendered, Transsexual, Transvestite, Violence / Anal, BDSM, Bondage and restriction, Discipline, Domination/submission, Fantasy, Female Domination, Hardcore, Humiliation, Job/Place-of-work, Non-consensual sex, Rape, Transgendered, Transsexual, Transvestite, Violence / By

I can’t believe those jerks threw cattle dung at me. No good, dirty rotten, a-holes. They got that shit all over me. That’s not even the worse part… Well, that’s up for debate. But to top it off we’re out of hot water! I had to wash the bull shit off with freezing cold water. I hope to god Steph gets back soon. I wish I could tell her what those jerks did, but I know we’re in desperate need of help. I don’t know how much longer I can take their crap. Always calling me all sorts of derogatory, crude, insults. The owner’s daughter or princess are their favorites, knowing full well that I’m a boy. Pillow bitter or mattress muncher are some other terms I’ve heard them call me, especially Bruce! Honestly I …

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STRETCHING OUR SEXUAL BOUNDARIES.

/ Categories: Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Cuckold, Cum Swallowing, Exhibitionism, Hardcore, Lesbian, Masturbation, Mature, Oral Sex, Spanking, Threesome, Transvestite, True Story, Voyeurism, Written by women / Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Cuckold, Cum Swallowing, Exhibitionism, Hardcore, Lesbian, Masturbation, Mature, Oral Sex, Spanking, Threesome, Transvestite, True Story, Voyeurism, Written by women / By

“Tell me more, I am intrigued.” Minutes later I am more than intrigued and ask Lu Xi to make it happen after she told me, “Let’s stretch the boundaries, a foursome, Carla for your man and me for you.” I had recently watched Lu Xi blowing my man while I had two men pleasuring me, though she had never even laid a finger on me, so the thought of her providing sexual pleasure for me has great appeal. And perhaps me pleasuring her in return. My man and I have never seen her naked, something I am looking forward to. On a lazy, slow Tuesday afternoon, just the type of day for unhurried erotic sexual pleasure, we are back in the familiar surrounds of Lu Xi’s hotel honeymoon suite. My man Charles is expecting some …

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