Transsexual

The guy, the neighbor and the virgin part 1

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)

“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

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

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

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

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

“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

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

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

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)

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

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

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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One Summer Day

I always found my sister-in-law, Cara, kind of attractive, even as my girlfriend and I were dating at the time. She was already married when I started dating, but I was already mesmerized by her beauty. At my wedding, Cara wore a beautiful strapless turquoise dress that rivals my wife’s white wedding dress. I would have been fine if they had switch places that night. However, my wife never truly got along with her sister. Cara was…careful with their money with her own family, but freely spend it with friends and her husband’s family. She would also spend time with her friends weekly, but only went to her parent’s house once or twice a month for dinner. My wife has always taken care of her parents better than Cara did. The animosity between them was …

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Suzy Unleashed Chapter 11

Whether it was exhaustion or the fact that I was beginning to accept my new life, I slept really well on Thursday night and woke up refreshed and ready to go. As usual, while I showered, Kathy laid out my outfit for the day, ***********ing one of the dresses she had bought the day before to help fill out my closet. The tight red dress barely stretched over my enhanced chest and the hemline was only inches below my ass. I knew that as tight as it was, bending over the coffee table at work was going to be an adventure, and when I tested it by bending over in front of the mirror, my suspicions were confirmed: the matching red panties Kathy had laid out were clearly visible. Surprisingly, I found myself smiling at …

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A Shemale Fantasy and my wife (Part 3)

After our night of raw sexuality, I started to look at Carol in a all new way. She wasn’t just my wife, now she was so much more. Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn’t stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren’t Carols. I walked into the room to see Carol totally nude, with her legs spread. She was playing with herself and on the TV was porn. I …

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Work Diaries

***** Diary Excerpt One: “Following the threat of a sexual harassment lawsuit, the second such threat levied against me by two separate Personal Assistants the suits in HR, in light of my skills and results, decided to give me one last chance before they would be forced to take additional disciplinary actions. In an effort to reduce the likelihood of a repeat scenario they decided to assign me a PA that they assumed, correctly, would not be to my tastes. However, they did not take into account how much to his tastes I would be.” ***** Ayesha drummed her fingers irritably against the corner of her desk as the representative from HR vacated her office, like a zebra fleeing from a lion it’d just asked politely to stop eating its herd, leaving her with a …

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A Shemale Fantasy and my Wife (Part 2)

I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, “my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back “I can’t wait to stick my dick in it when I get home”. After a minute to compose myself I got to my work for the day. About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text …

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A Shemale Fantasy and my Wife (Part 1)

I was always a sexually open individual. But in my world sexual expression wasn’t really part of my routine. I’m a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It’s the same thing you’ve heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I’ve always been the type who wants to try new things sexually. My wife is …

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Suzy Unleashed Chapter 2

I tossed and turned most of the night trying to think of a way out of the trap Kathy had put me in. At times I told myself that she’d never follow through on her threat and that I should refuse to go along with her desires. Of course, I also wouldn’t have believed the things I’d already found out—that she was fucking Ron and that she was more than willing to force me to blow him. If she was willing to do those things, how could I be sure she wouldn’t distribute those damn videos? I woke up about 6:00 with my bladder ready to burst. Quietly I climbed out of bed and went to the bathroom. When I finished, I walked back into the bedroom, still not sure what I was going to …

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