For those of You who ejoyed reading the 1-st part of the story about Leona, i’m finally publishing the final part. Thanks again Cham for writing these awesome tranny stories.

I would have cried out with ecstasy but Hilda’s cock rammed down my throat and she told me to suck her. I sucked and she was tasty. But she soon pulled out and I saw Jamie’s cock above my face. Hilda’s cock was pretty much like Leona’s, both had smooth cocks that stood to the right and had large ball sacks. Jamie’s was different. Of course, it was black, smaller than Leona’s or Hilda’s, and had an extreme curve, almost a kink, to the left. Coupled with her angelic smile and voice, I think I was in love and eagerly took her into my mouth.

They took their turns with me, “A whore for shemales,” as Hilda put it. Veronika’s cock was a fat and uncut black beauty and I looked forward to taking it in my ass. Mandy was tall, slim and fair, and her cock resembled her except that it looked small until roused and then curved straight up and back leaving the head touching her body. I enjoyed her cock as well. While one would stuff her cock into my mouth the others would toy with my cock and balls. Soon they raised my legs and began to play with my ass as well. I had died and gone to heaven.

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Our dear forum member Cham wrote a sequel for his erotic story about Leona, his shemale lover and i’m extremely proud to be the first one to publish it here at Trans Ladyboy for all our horny readers. Mad props to Cham for his outstanding work!

Lust and Love with Leona
By Cham
This is a work of fiction.

The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn’t pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and looking at shemales and ladyboys on the internet. I had Leona’s number but was terrified of calling her in case she was working and I disturbed her.

I just wanted her to be back and worried that she may not want to see me again. My cock was perpetually hard and leaking pre-cum. Luckily I run my own business and have an honest manager. I put him in charge of things and took the week off. After much introspection, I had the brilliant idea of visiting the bar where I had first met Leona. So one evening I got dressed and ready to go out, but as I was about to leave, a niggling thought that had been at the back of my head came up right in front of me. If it wasn’t Leona, it would not be the same. It had to be Leona, I wanted to re-create my first time with her.

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Sifting through the comments that readers leave at Trans Ladyboy, i have found two really hot shemale fantasies that I would like to devote separate space to. They are both written by two horny guys, wyocock and Eddie, who dream about being with shemales all days long (the only difference is that Eddie have already found her lady to spend naked time together).

Our reader wyocock writes…
I would just love to have a sexy shemale laying on my bed. with her head it the end of the bed. and she has her hand wrapped around her hard cock. she’s slowly stroking her lubed cock. and with her other hand, she has it around my ass as she’s pushing my hard cock in her waiting mouth. I’m holding her sexy tits with my hands. and she starts to stroke her hard cock faster and faster with her hand while I’m fucking her throat. I’m driving my throbbing hard cock deeper and deeper down her hungery throat untill my tight hard balls are ready to explode.

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Yargh! Today, my horny readers, i want to tell you a sex story about a rough sailor that accidentally got turned into a shecock lover by two sexy Filipina ladyboys. All this time he thought he was screwing two beautiful GGs when he suddenly felt something stretching his virgin anus. Enjoy this lovely story by our reader who just calls himself Sailor.

I was 21 and was walking to my girlfriends place around 100am when I walk past 2 sexy filipinas walking the same way. They started talking to me and when we got to their palce they ask me to come in for a beer and in I went, thinking they were girls the whole time. After a beer they both started sucking my cock and one got down and the other lifted her dress and aim my cock in her ass, wow it was heaven, I blew my load in her ass and the other lick my cum out.

We drank a beer again and when I was hard the other got down on all fours and the first one aim my cock in her ass, they both said it was their time of the month. The first one I fuck stared licking my asshole out and it was heaven and then I felt something go up my ass while I was fucking the other girl. That when It hit me that they both were ladyboys and wow it was great.

I fuck them both and they both fuck me, it was 5:00am before I got to my girlfriends place and my asshole was filled and licked so much that nite, I was so scared being in the navy that I never told any one till now. I married my girlfriend and never been with a ladyboy since, well I did suck one off in Singapaore.

Any ladyboys want a good blow job here in eastbay of San Francisco? I love sexy women with cocks to suck and to pound my ass. Forget pussy, ladyboys are the best.

Our reader, Matt J, have recently visited Pattaya and, as you can see from his story, it was a very fruitful visit! He had a petite ladyboy Lo spend a night with him during which he came countless times, and now he says he’ll be coming back for more. Who wouldn’t? 😉

I recently indulged a few of my fantasies in Pattaya with a very sexy Katoey who like me enjoys latex and smoking. Lo is a petite 5ft 5in ladyboy who came onto me in a bar looking for company and to make a buck or two. In the end it worked out very well for me and as a first timer I enjoyed myself.

As she emerged from the hotel bathroom wearing black PVC thigh boots and matching basque and wearing these elbow length gloves smoking this long white ciggie I was a gonna. She dropped my bathrobe from my shoulders and kissed me with passion for several minutes before placing my erection between her PVC thighs and boot wanked me for all of 1 minute before I lost the lot.

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• Smoking ladyboy in latex indulges my fantasies

Today I’m very pleased to publish a story by our reader Tommy. He’s seen lots of talk here about having sex with t-girls and shemales and not much action. Now he’s happy to say he’s taken the plunge (!) with a tranny and it was a very pleasurable experience which he would like to share in the hope that it pushes some of you guys to go for it!

I used a site in the uk especially for trannys and admirers and found a girl in my area who agreed to meet me at her apartment for a bit of fun. When i arrived she opened the door wearing stockings, corset, a lace night gown and large heels. She was really tall and quite intimidating and i must say it really turned me on!

She invited me in and as i entered i saw the bedroom lit with a red light and a huge dildo stuck on the door and thought i’m going to be in my own porno! We talked for a little getting to know each other and watching a shemale dvd on tv and after a while she got impaitent and simply said ‘so do you want a blow job or not?’ to which i replied ‘of course!’

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This sweet ladyboy sex story was shared with us by Julie and it’s about a girl who wanter to try lesbian sex but ended up being with a ladyboy. As you will see this only upset her for a moment, and now she regularly visits Thailand to meed her new ladyboy friend Nan.

Coming off a very nasty divorce in Singapore I took a weeks hols and went to Thailand. So many elephants and cultural shows were enough. The last night I wandered through the bars in an area of Bangkok. After a Barcadi and coke I am digging through my handbag looking for my cigerette lighter when this stunning blonde thai girl offers me a light. Her English was I suppose halting to say the least but she offers to show me around the nightlife spots. So we walk off in search of fun, after a few bars and too many Bacardis I am starting to like this girl and even thinking of just what Lesbian sex would be like.

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Another little lovely reader submitted story. Thanks for sharing, Frank Carson 😉

A few years back I was in Pattaya on hols from Aussie. I met this chick, well I thought she was a chick anyway. Too many beers maybe at the time! When we got back to my hotel we sat on the balcony having a brandy before what I thought was going to be a night of fantastic sex. This chick takes out a packet of Menthols and asks for a light, no worries she smokes there and we natter over shit various. After a period of time her hand moves over to my groin and old fella starts to get excited. In no time she has him out of the jeans and he is getting a very slow but pleasurable hand job.

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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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