Here’s another one of those “first time with a shemale” stories posted by our reader. Thanks for sharing, Randolph, and if all of this is true you must be a very lucky guy 😉

Randolph sat at his computer working on his journal. He found it difficult to put into words the experience with Misha. Her appearance in the femdom outfit surprised him and also made him feel uneasy. He had never experienced femdom before but after reading the Playboy article he realized that Misha’s performance was a very mild version of femdom. Pain and suffering and extreme humiliation were not things he wanted to participate in and he was glad it didn’t happen. However, the sex fantasy role playing was fantastic. He had not realized how much effect imagination combined with a sexy provocative image can have on desire for sexual experience. He realized that the femdom role made him focus on oral sex, during the time Misha was on top of him, the thought of intercourse with her did not occur to him, all he wanted to do was lick her sex. The combination of her aggressiveness and the intense desirability of her swollen wet sex overwhelmed his senses and his cock exploded with cum without being directly involved, his mind took care of it.

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Our reader, Pete, posted this comment at our blog and i was deeply touched by it. It goes to show that even if you consider yourself to be an old man whose sex life is in the past, you can still date a transsexual lover and be happy again.

I am a 65 year old black man. I have just recently been involved in an affair with a 34 year old Transsexual woman. We have been for sometime conversing over the internet, we got to meet for the first time face to face on my visiting the U.S. as I live in a Foreign Country.

At first I was not too sure about her being a TS, but reading through her letters it became very clear that she was.

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Our forum member, Dutchboi, had this fantasy of being dominated, sissified and humiliated by nine Asian ladyboys, with Mint and Nancy being two of them. For some of You this story may sound too cruel, others will find it really hot.

My fantasy is to be at a ladyboy’s apartment and fall alseep after I fucked her. Then I wake up because I am turned around and I find the ladyboy sitting on my back and attempting to lock my second hand in the handcuffs. I struggle but she is pretty strong so she succeeds. She then lets me know I won’t be going anywhere for a long time. She then puts a leather collar around my neck and locks a chain to it, the other end of the chain she locks around an old>

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• Your wildest ladyboy or shemale fanatsy

Those of You that dream about having a beautiful Asian ladyboy fuck your ass will certainly love this naughty story posted by our reader Tommy where he got his asshole violated by a cute ladyboy. Did I mention that she was a first timer and Tommy was her first customer? 😉

Hi, me again with another shemale episode to share with you. This time I was hanging out with friends at Obsessions in Nana Plaza – not a place to go if you don’t want hot transexual action! A gorgeous tall ladyboy was dancing on the stage and I couldn’t take my eyes off any inch of her. After the dance was over she came over and we had a drink and kissed and fondled each other. She didn’t have great tits – OK but not knockout, but a lovely face and great skin and nice figure.

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Another lovely short shemale story from our forum member, this time from a guy who calls himself “I Fucked A Shemale”

I was at my best friends house a couple of years ago. I was maybe 18 i believe. His step mom was there. Well his new step mom that his dad just married like a few days before. Well I had to go to the bathroom, so i went to the bathroom. I had walked on in and then i heard the shower on. It was his step-mom. She told me dont worry to come on in. So i came on in sorta not wanting to. Only because i was a virgin either way and i was still insecure about my self. So i just decided to sit down and pee. I was there and my eyes started to wander. I then started to look behind the curtain. Then I saw her standing there. She was wet and i could see her nice ass. So I got hard and started beating off. Then all the sudden she turned around and saw me there beating off.

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Our new forum member who calls himsels BigBell609 has recently visited Moscow and obviously had some fun time with Russian shemale escorts. Now he wants to share the juicy details of his fun time in Moscow. I know, you’re going to like that 😉

The first day, I was with my Russian friend, who introduced to me the Russian shemale escort. Since I know he is a big fan of shemales, so I wasn’t shy of asking him about shemale escorts in Russia. He called in a shemale escort for me rightaway. I was staying in a hotel in downtown Moscow. Since my company paid for the expenses, I was staying at a quite nice 5-star hotel.

Soon (about forty minutes later), someone was knocking on the door. Then came in this astonishingly good looking lady. My friend talked to her briefly in Russian. Then he turned to me asked me to give her $$$ (apparently she did not ask for Russian money), which I happily complied. My friend waved to me goodbye and he went out of the door. To tell you the truth, I was extremely nervous. I have been to other shemale escorts before in the States, and not being this nervous. In fact, if some of you have read my other post, you know I had a shemale girlfriend a few years ago. Well, maybe because I was in a foreign country.

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Tonight our reader Tommy is willing to share some juicy details of his latest shemale incident. I was pretty amazed my the variety of positions they tried and can only regret it was not me there with that beautiful shemale Andrea.

I checked in to my hotel and checked into the excellent vicesisters.com website and searched for shemales in town. I happened across a lovely shemale Andrea and called her on the phone and made a date. She sent me a text saying that she was in a taxi and would be at the hotel in just a few minutes – could I meet her in the lobby and I’d recognse her as she was wearing a yellow blouse. I’d showered up and headed down to the lobby. I saw a taxi pull up and saw a yellow-bloused goddess pull up, but my heart sank – surely she couldn’t be a shemale – she had to be a genetic girl. Now, I know shemales when I see them. I couldn’t believe that somehow I’dd gotten my wires crossed and hooked up with a straight girl. But I still went up to her to say hi and to sort things out, and yes it was Andrea. Even her voice was 100% female – I was totally confused at that stage.

Anyhow we got to talking and she asked my why I liked shemales. Bingo! She was so 100% gorgoeus I couldn’t believe that she’d have a cock under those jeans, but I had to suspend my normally reliable shemale-radar. We got to my room and chatted for a while before she pulled off her yellow blouse, revealing a strapless black bra that held the promise of luscious lickable size 36 boobs – silicone enhanced as she told me later.

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This lovely shemale story was written by our dear forum member Cham and, although he claims it to be a work of fiction, the plot is very vivid and realistic. It’s a story about a macho-man Jake who lost his shemale virginity with a beautiful Leona. Thank You Cham, it was a very successfull first attempt at writing and I believe many more people will be able to enjoy your story now.

I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have no problems being there. I could just have a few drinks, take in the scenery, and after we left we could pick up a couple of hookers for a blow job or a fuck.

We got there quite early and I parked myself at the bar, and watched the talent coming in. In spite of myself I was amazed that some of them looked so hot! I would normally have been hitting on them, but I had to remind myself, that there was a cock between their legs! They flowed in, in all shapes and sizes, mostly heavily made up and wearing skimpy outfits that left very little to the imagination.

Many were dancing, some with other shemales, some with the punters who had come in. I watched, and after a couple of drinks when the dancing started to get dirty, I found my cock stirring. After all, I thought to myself, I could just fuck one of them in the ass, and even get a blowjob.

And then she walked through the door. She had big eyes, a pouty face, huge tits, and an ass to die for. She wore a black item that barely concealed her tits and ass, and ultra-high heeled stilettos. She caught my eye as she entered and smiled at me. I just knew that I had to meet her. She was now at the bar, and like all men, I rushed up to offer to buy her a drink.

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This hot shemale story was sent to me by our forum member Leeya and i’m anxious to share it here with everybody. It’s a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere… Little did he know that this young voluptuous lady was a ladyboy.

Thanks for this story Leeya. As a reminder to all others, if you have a story suitable for this section, by all means post it either here as a comment or at our forum, and i will publish it for thousands of other readers to enjoy.

Disclaimer: all the characters and events are made up, similarities are coincidentail. No intent to offend anyone.

You were still eyeing your new Swiss wrist watch which you just purchased from one of the duty-free shops at your local airport. You glanced outside of the window, where the blanket of clouds was covering beautiful lands. Staring at the clouds, thoughts about upcoming presentation and potential questions that could arise were targeting your mind. It’s been only 6 hours after you saw your wife and you were already missing her. Her beautiful eyes, body: Oh how your heart was always up beating when she was smiling at you.

A slim stewardess interrupted the thought process with a question of what would you prefer today, chicken or beef. Slowly chewing pieces of chicken, you could not help but thinking how important securing a major contract with investors from Asia was essential for your company’s future, but you are a professional, you knew you would do the job. Success- and you are the new CEO, failure- well, you’ll be stuck with your job for few more years.

Upon arrival to the airport, getting the luggage and catching a cab to 5star hotel, your head was pumping with all the thoughts and a terrible headache. The moment you put your head on the pillow it was all gone away, and your mind went into its own world of dreams.

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It’s been quite some time since I posted a new shemale story here. Hope all of You who have experience with shemales will finally have some courage to write about it and share it with us. Let this sizzling story by Tommy be an inspiration to You. Who wouldn’t want to be in his place in this crazy foursome? 😉

I gotta tell you about a great night at Nana Plaza a few months ago. I’d called into a few bars and almost hooked up with a hot looking Tgirl from Casanova, but felt like getting some fresh air. I wandered around Nana and was thinking of heading home when a muscly Korean guy – first time there, asked me if I would show him around the place. Well, it’s almost my home away from home so I said I would have a beer or two with him and show him the ropes.

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