Shemale Stories

This story appeared at our forum thanks to our member, HawkEye, and, despite being a bit chaotic, this story makes a great piece of jerk off material. Do not forget to change your underwear after you finish reading 😉

Kristin made sure everything was ready. Her parents were out of town, and said she could have 2 friends over. She decided on her best friends Taylor and Siera. She also planned on showing them that she was, in fact, a shemale. The 2 arrived around 630 to 7. Her cock grew hard when she looked at them both. They watched a movie, and then began to talk about sex.

They first talked about what guys they wanted to have sex with. Kristin didn’t care, but played along any way. They then talked about girls, the interested Kristin. They all said they would have sex with one, and decided now would be a great time. Kristin decided to tell them. She unzipped her pants and showed the girls her 7 inch member, throbbing and hard.
They looked at each other and laughed, then they both pulled out their own cocks. Taylor’s was 7 inches while Siera’s was an astonishing 9.

Read the full post…

This is a 100% real story that a friend of mine published at his blog, Transsexual Mania. This guy has moved to Thailand several years ago and seems to be having a good time there. It’s a great woody sprouting story that i’m sure you’ll enjoy too.

Thai Kathoey Ladyboy Fuck Show in Patpong

So last night my TG girlfriend and I went to Bangkok’s Patpong prostitutions zone to see a fuck show. Instead of the “normal” sex show with old women shooting darts out of their twats, we asked the touts to take us to a ladyboy fucking show.

We arrived, bright eyed and bushy tailed. So this guy comes out on to stage with a huge fucking monster dick on him and a condom. Now, I would have prefered them to go bareback, rawdog. But the planets weren’t aligned I guess. So the well endowed boy started stroking his manlihood for all to see. Now I wasn’t into it, seemed a bit gay. Then again, most people would say getting fucked by a tall, slim ladyboy with an 8 inch cock would be gay too, so be it.

This t-girl came out, she was a TIT school member. (TIT school is a term I coined for Transexuals In Training). This hot, slim TIT schooler bent over and got her ass reamed, rimmed, fucked and torn up by this tan Thai guy. He fucked her six ways from Sunday, he even fucked her when he was hanging upside down on monkey bar poles, and did a 360 degree span of ass fucking. Unbelievable.

The look on the ladyboy’s face was absolutely priceless, and OH did I sprout wood. I had a hardon like never before. I had to hide it from my girlfriend and pretend like I wasn’t in to it. If she only knew…

This story was posted at our forum by the guy by name tgirl_virgin, and it would surely be interesting to read for those of you who think they are attracted to shemales but are afraid to admit that.

Actually, it was last year, that someone posted a picture of a beautiful girl in a forum. Then I realized it came from a shemale site, so my brain told me to be turned off, although my “other brain” got turned on. I did not want to admit the picture turned me on. That would make me a queer. (pardon the expression)

But as time went by, I got tired, and could not get turned on much anymore, I thought my sex drive was gone. I look at porn and jerked off all the time (I was never lucky getting laid, except a few times) but then I got tired of porn. I had no interest in sex. And I felt bad, because it would suck if my equipment died.

Then I was looking at porn again, and was directed at a shemale site. I was going to close the window, but one “girl” looked really cute, and I thought “if only she didn’t have a dick” But, she had such a sweet face, and I guess I quit letting the fact she had a dick bother me. In fact, I wanted to suck it, to make her happy. Who cares if it’s gay?? I still like pussy, don’t get me wrong, but if the person turns me on, (feminine and pretty and sweet looking) I’ll do them if given the chance.

What amazes me is that these shemales look so much like women, you would swear they were, until you saw their penises.

Now, if i had a hot shemale, ladyboy, etc, I’d suck them dry all of the time, just to hear them moan and groan in ecstasy, because to make them cum would get me off. I’d even fuck their ass, and maybe, let them do me. As long as they did not tear up my ass (oh, how embarrassing to go to the hospital like that)
Also, being in a small town, people would give me hell about it.

• How I realized that I loved shemales

A member named Kelly posted this story at out forum, and i must admit that reading it was a big turn on! Thanks for taking your time to set it out in writing Kelly, and kudos to you 😉

I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers..

This particular Friday we were in the usual place chatting and having a nice relaxing time……when she walked in….taller than most Thai girls….but stunningly beautiful….long jet black silky hair.. halfway down her back, big eyes..small mouth..full lips….wow what a beauty…. I was watching her walking in ..when she looked over at me..and smiled.

I thought .”Kelly…don’t let this one escape”……so I followed her to the bar…and asked her if I could buy her a drink…
Read the full post…

• My First Ladyboy

Here’s another great story that was submitted by one of our readers. Enjoy reading.

I used to be a bouncer at a night club and one day after my shift a very foxy black busty babe approached me just outside the club. She was wearing hot pink track pants and itty bitty tube top that was some how holding the overflow of dreamy flesh in. She asked if I could give her a ride home. Seeing how beautiful she was I couldn’t refuse. She thanked me and we walked together to my car.
Read the full post…

This little nice story was posted by one of our readers that goes by nick “Slave”. Enjoy reading!

I have a story much like the french maid one. I used to clean houses for a living, it wasn’t good pay but it was work and i worked for a lady that goes by the name of amber dena. So anyway one day i was cleaning going over everything twice and when i got the bed room i found her naked jerking off I was stunned she looked up and was shocked then she licked her lips and said come here
Read the full post…

This story was posted at our forum by our old friend Tlover. He writes about his fantasy of marrying a beautiful girl and discovering that she’s a shemale. It’s a really sensual and exciting story, and i promise you’ll get hard reading it! To see it all in action, you’re welcome to check out Shemale Weddings, they have tons of hot stuff for shemales marrying and fucking their unsuspecting fiancés.

I’ve been dating a beautiful girl for about a year, her name’s Sasha, she’s got long dark hair, beautiful blue eyes, slim very sexy body, perfect, my little angel, and we get on great, so much so we decide to marry, only one problem, she won’t let me in her knickers, but this make me respect her even more, and i love her deeply.

We do kiss a lot thou, shes a fantastic kisser very passionate with her long tongue, better than all the other girlfriends Ive had , this always gets me over excited, so to help me out she gives me a wank a a blow job regularly, again better than all the other girls, she seems to know exactly what to do and how i like it, and she loves to swallow my spunk. I’ve never met a girl who likes it so much. But she won’t let me near her knickers, she always says- i’m saving myself for you until we are married, i love you, i know you will wait.

Wait i do. Then finally, the big day comes.
Read the full post…

• My shemale bride

This fantastic story was published 1 week ago at our forum, and, what makes it even more interesting, it is a true life story. I believe You’ll enjoy reading it as much as I did.

I started becoming interested in transsexuals a couple years ago, when I ran across some websites where I found some crossdressers attractive. I was 19 at the time. This led me to picking up Transformation magazine, a magazine more for the TG community, but they featured some really got centerfolds with trannies as well. I thought the girls looked incredibly sexy, but I was not turned on by their cocks. I would masturbate to their pictures where they were wearing panties only, or something amongst those lines.

Then one day I was masturbating on my computer, when I came across a TS website, and the Tgirl had a huge hard on. This really turned me on, and when I saw that stiff cock, I pretty much changed my sexual orientation that moment! I fantasized for transsexuals often for months, and eventually felt the need to experiment. I would get so anxious looking at the TS porn, that I had to do something. Real girls turned me on, and still do, but TS drove me wild. I always loved the female form, but usually fantasized about a girl in her panties, as I was not attracted to pussy on a visual level. But now I found this female form, with a hard cock, and it all came together.
Read the full post…

• My first pre-op story

This wonderful story was published at our forum, and, honestly, it was the first sex story involving post-op tgirls that I read, and I can’t hide the fact that, although the girl had no hard one, it was still very exciting! Thanks for publishing it man!

I was on vacation in Japan, and I went out to experience the nightlife often. I was with my little brother, so being with him all the time, I had no intention of going to TS bars. So we were at a straight bar, and he drank a bit too much and couldn’t continue drinking, so I sent him on a train home. I was having great conversations with some people I met there, so I decided to get my mind off sex and stay at the bar.

Luckily, the trannies came to me this time! 3 Filipino girls came to the bar, and I knew something was up right away. I know a lot of Filipino TS get jobs in Japan working as entertainers. I actually know a couple Filipino TS in the USA, who told me they lived and worked in Tokyo for years. I also know that they pass really well, and love to go to straight bars and hook up. These girls were pretty, and many straight men, who had no idea, were very interested in them.
Read the full post…

• One of my real life stories with a post-op

This story was written for Trans Ladyboy by Brandi, a hot dominatrix and a phone sex operator. She says guys often call her to share their tranny fantasies with her, one of which would be getting dominated by a tranny, and, you know, she’s really good at that! Call her for this phone fantasy (1.99 a minute)!

My boyfriend and I went out last weekend. He thought it was going to be the usual date night but this one turned out kinkier than thought. We were having drinks and my girlfriend showed up. John, my boyfriend was flirting with her so hard and it was really noticeable. It kind of tickled me because obviously my boyfriend didn’t know that Laura was a tranny. He kept staring at her perky titties and her luscious ass that I just looked at him and said, “Hey, do you want to fuck my girlfriend or what?” His face turned so red and he thought I was angry but to be honest, I thought that would be hot, especially since my boyfriend loves to go down, and this time he was in for a real surprise.

Read the full post…