Shemale Stories

Hey guys, let’s welcome a new cool reader here, Redball. He has posted a little story of him being with a tgirl.

I have had the pleasure of being with one tgirl in a LTR for close to 4 years. I really loved her and wanted to spend the rest of my days with her. She had different ideas for herself than I had, I loved that she had a cock and we could fuck and suck each other. She opted for SRS and I supported her in her decision, even though we both knew it meant the end of us as a couple. I still am in touch with her and she has found a good man that she is very happy with.

Since then, I have been with a couple more TS and now I have been reduced to just fantisizing about being with one again. I love a womans curves, I love tits and cock in the same package. I love the dynamics of a man and a woman. TS tend to be much more womanly than a GG, as they are working hard at being female and they love the role, with all the attendant perks.

I am working on a story about how I first met and slept with a tgirl, with her keeping it a secret until we were well into our first sexual encounter and my reactions to haveing a big cock in my hand when I expected a nice wet pussy. 😉

Nice post Redball. 😉 And you know that we all would love to read your story, don’t you?

My dear readers. I know many of you come here to read some fresh shemale stories. Please let me know if you need more of that stuff. I am not so good in writing shemale stories myself, however i would appreciate it if you could help me build a shemale story archive of Trans Ladyboy.

As You know, there is a whole category dedicated to shemale stories in our blog. There i publish real life stories of shemale lovers who post at my blog, or at other shemale forums. I also have a friend who loves fantasizing about being with a shemale and who shared his story with me.

This is all good but i believe we need more. To put it simply, we need more fresh shemale stories from You, my dear readers. If you’ve read a good shemale story that gave you a boner, or you’re capable of writing one, or you’re simply a shemale lover like me who wants to tell others about his fantasies, just let us know.

Please post your shemale stories as the comments to this thread and many of us will gladly read then.

Thanks in advance,
Shemale Sex Lover.

This wonderful story about young sailor’s adventures in Thailand, Ladyboy Surprise, was brought to You by TS Mona, a fantastic tgirl who runs her own site. Be sure to check it out!

It has been many years now, but I can’t seem to forget what happened to me. I was as a young seaman in the Navy. I still wake up at night rock hard thinking about it! I am happily married now to a good woman and have a few kids, but I can’t get this image out of my mind.

We had been out to sea for a couple of months and everyone onboard my destroyer was looking forward to a little time off. The Captain announced that we were going to Phuket (Thailand) for a week of R & R. I had never been to Thailand before but was certainly looking forward to it! I had heard all the stories of the willing young girls and the free booze. I had a wad of cash in my locker and I was itching to spend it!

Read the full post…

Read the beginning or this wonderful story about young sailor’s adventures in Thailand, Ladyboy Surprise!

My jaw hit the floor. Between the legs of these to beautiful girls were 6 inch cocks! I was stunned. Here I am standing naked in a shower with a raging hard on with what I thought were two gorgeous women, and they turn out to have dicks! I didn’t know whether to shit or go blind! One of the ladyboys reaches out and grabs my tool and starts stroking it. The other drops down, spreads my cheeks and starts tonguing my ass! I don’t know what to do. I didn’t lose my hard on, in fact I was hornier than ever! Then the one who was stroking me started to suck me. I thought I would explode!

Read the full post…

Surfing shemale forums, i have stumbled upon a post of a man, who saw t-ladies for the first time two years ago and became very attracted to them. I was deeply touched reading this, and i hope so will You.

What’s wrong with me? Up until about 2 years ago i never even knew these ladies existed. I never even imagined that they could have existed. I realize that for a very long time i was naive about alot of things in life.

I was never really even into porn much (that may be difficult for you to believe, but nevertheless). All i know is the first time i saw a pictures of Talisha, Arreya and some of the other beautiful t-girls… it touched me very deeply in a way i’m not sure how to describe.

Read the full post…

I have found this story at a shemale forum and thought it to be a good read. Enjoy!

Ok guys, this is a milestone in my life. I had sex with a ladyboy!!!

It was completely amazing, something i have fantasized about for years but never thought i would do! I met her on the internet a while ago and have been chatting to her since. We got on pretty well and she invited me for dinner!

I was kind of scared she would be a bit manly and I’d freak out but when she opened the door I was blown away! She was malaisian, with great lovely long hair and she looked amazing in this tiny little dress.

Anyway we had dinner at hers and were going to go to the pub but we sat on her bed and started kissing… quite passionately! She was really getting into it as i kissed her neck and down, she pulled down her dress and her boobs popped out! I was really turned on, they were implants and i’d always been turned on by the thought of that!!!

Anyway to make a long story short… She was incredible, i’ve had possibly the best blowjob in my life! She wanted to drink all my jizz over and over again!

She had a nice little penis. It was odd touching one that wasn’t mine, and I’m used to one a lot larger. We jerked each other off and came at the same time! It was really really hot!

Definitely something I will look back on and tick off on my to do list. Next week I will go for a drink with her and we’ll see what happens!!

This was posted by another guy who runs a well known shemale site. I believe You will find this read interesting.

Well, as you know I am an expert of shemales. You can see my sites I am always fucking and playing with them. But in the last 2 months I hired a photographer to take pics and film for me. I am tired of filming and playing with shemales.

I lost my passion in fucking shemales. I do not know if I will fuck another again. I promised myself to never fuck any shemale for 6 months.

But then I saw this tranny. Well, I think I am going to reconsider my promise.

posted some time later

i broke my promise. she sucked my cock and i loved it…lol

This story was submitted by Dennis. I don’t know whether he sent it for a fan sign contest, but it’s definitely worth reading. 😉

hi, i’m dennis, aka tgirlover.
i’ve been married and widowed twice with G.G.s, and never been attacted to men. several years ago i started watching shemale porn, but soon found out that most T.G.s are not sex objects, but Special Ladies going though a life changing tansformation.
when i finaly met a Special Lady here in L.A., i found her to be like any other lady wanting a gentleman to respect and love her. in return she was extra fem, super sweet and waaayyy sexy and sexual. as good as the sex was at first, it got much better as we got closer and more trusting. but i think that i’m just more attacted to a Lady by Choice, they have that “something extra”.

My dear readers,

it’s always so great to see your comments on this blog, this means there are many of us whould would like to try it with a shemale. One of our readers, Phil, shared his story about having sex with a shemale for the first time. I had a great time reading it and hope so will You.

Well i had been curious about having sex with a TS for awhile, after looking in the local paper at the personal ads there was one advertising, so i got up the never and rang the number and arranged a meeting with her.

When i got to the address she opened the door, she was in her late thirtys, and looked very much like a female, and when she spoke there was not much of a hint of being a male. She showed me into a bedroom with just a single bed and some wardrobes in it, after i had stripped off she got onto the bed with me, being a single bed there was not much room ( so lots of body touching )she opened her robe to reveal her body.

She had about a size c cup breast, which felt great, she started off giving me a hand job, while she let me explore her body, hers was the first cock which i had touched. As we spoke she seemed to know how i felt, like buying TS mags and having fantasys and stuff, which was good. When she went down on me she moved around so we were in a 69 position so i could suck her as well. Her cock was around 4 or 5 in so it was a good size to start with.

After we had sucked each other for a while she asked if i would like to try anal, she got me to get on my hands and kneesshe put lube on her finger and slid it in, she then put a condom on herself and slid her cock in. I was expecting alot of pain but there was hardly any, once her cock was all the way in it felt fantastic all the feelings were great. She rode me for quite while before cumming, she then got on her back and guided me into her arse.

As i slid into her she held me to her she was rubbing her cock on my belly while we were kissing. Once i had cum we laid on the bed cuddling and kissing each other. So i have to say my first time with a real TS was just fantastic. Just wished i had gone back and seen her some more.

I have found this little story on another forum and hope you’ll find it funny to read 😉

I found out my date was a tranny:
——————————————————————————–
so yesteday i picked up this SMCHOOOOOKIN hot girl, partied with her all night, you know GOT MY DANCE ON.
because i am a big pimp, and i do not listen to rock music, because i am not gay.
so anyway i was buying her drinks all night, and after the club closed i invited her to go back to my house.
so one thing led to another and we ended up in my bedroom, i flipped her over for some 69 and to my surprise there was a big ass spolumbo sausage basically taped to her ass crack.
turns out this bitch was a tranny.
man o man does my asshole hurt, how was your night?