How I fell in love with a Katoy

As I shot my cum deep inside Anny’s perfect shemale ass, she let go of her own goo as well and made a huge mess all over the bed below us

Here is a story that our reader that goes by name klandestine313 wrote a few years ago..


I am a recently retired military flyer and I wish to relay a tale of an incredible adventure that I had the extreme pleasure of experiencing while traveling abroad. Only now, after I have left the military do I now break my silence to bring you my personal experiences for obvious reasons. As an enlisted flyer I had the extreme good fortune of traveling the world over, and seeing many of the “hottest” places in the world. The Philippines, Thailand, Indonesia and Korea are all places that I have traveled and was fortunate enough to sample much of the local “cuisine”. I particularly enjoyed the Philippines and Thailand as the ratio of available and “affordable” women was extra ordinarily high.
One particular stop over, Pattaya Beach, Thailand, will forever remain in my mind as the single most exciting and erotic in all of my travels, and one which would radically change the course of my life. This particular stop was my fifth, and sadly, final chance that I would get to browse the Thai hooker bar scene. This mission took place within a few months of my retirement day and was offered up as a “reward” for 20 years steadfast service to the military. This giving of a “fini” flight, as they are called, is customary and I had long dreamt of how and where mine would take place. This flight began like any other, a 10 day jaunt across the Pacific, with one of the stops a brief 36 hour crew-rest that put the crew and I into U-Thapao AB, Thailand. Fortunately, for anyone who has ever done this so called “milk run”, the nearest hotels at U-Thapao, was in the world renowned Pattaya Beach. It may not seem like a lot of time to the casual tourist, but in my experience 36 hours was more than enough to “get things done”.
Continue reading “How I fell in love with a Katoy”

Missed out so much in my life

She slowly removed her clothes looking at my raging hard on, then slide her smooth hand along it and placed her mouth on my cock’s head

Hey ya all you TLB readers. Let me present you a fascinating and arousing post by Robert, a guy who discovered the new delicious world of sex with a tgirl for himself.

I have only recently discovered how much I have missed out in my life regarding one of nature’s exotic beautiful creatures….Trannys…( I use the term with the greatest respect and only as a term of endearment, so please forgive me if I hurt your feelings, I don’t mean to). So I want to explain my experience with my first and only tranny doll so you know I’m real.

It’s been about two years since my first experience with a tranny and I fell in love with this doll immediately. I couldn’t have imagined how delicious the sex would be. How amazing a tranny’s body could feel and TASTE!

I never had anal sex or had a penis in my mouth, I have all my life been a very straight man, married, had children and monogamous.. UNTIL I met this beautiful creature… She talked to me in a way I wasn’t expecting… and confusing… like man would talk to a man but in a very sexy way with a VERY sexy goddess body…I was confused, excited, and just downright horny. It was the most confusing moment time in my life.

Continue reading “Missed out so much in my life”

Paid a fortune to get fucked…

She upped the tempo and rode me hard, and I was fucking back onto her till we exploded together

An excellent story by our reader Marcus, who paid hefty price to fuck a gorgeous celebrity domme, but it happened the other way around. He still thinks it was worth every cent though 😉

Many years ago I paid a fortune for a one off session with Christy Mc Nicol the famous Australian woman at her studio in Brisbane. I can recall the session well. With some nerves at the time she put me at ease. We started talking over what it was that I wanted, no money had changed hands at that stage as she interviewed me basically. In those days I was a non smoker and I recall that I detested the habit. When she lit up I had no qualms at all, she was so feminine and just regal really. She asked me a range of questions and what it was that I felt at the time. She wore a black PVC get up similar to what she wore in a scene I saw recently on a porn movie. Just below the knee boots which complimented the mood she was in I suppose.

Continue reading “Paid a fortune to get fucked…”

More dental surgery needed

I went down on my knees and took her in my mouth and began to suck her hard ladyboy cock…

A post by our reader from Australia, James.

I was in Bangkok recently on dental tourism, its just way cheaper to get major dental work done there and its top class treatment. But anyway, over the three trips to see the surgeon I had noticed that there was a vibe from this nurse who worked for the dentist. Her name was Pon, yes she is a ladyboy, I know that now but at the time I hadn’t the foggiest of her secret. After the last treatment, I had a wait of 5 days to go back for a final checkup before heading back to Aussie. Pon asks me on the Friday afternoon what I had planned for my few days left in Bangkok, all I could say was look at a few bars and do some shopping.

She asks if I would like a guide as she knows the city well and will ensure that I don’t get ripped off. I agree in a nano-second and think there maybe something in this. We met at my hotel about 7.30 pm, the phone rang and she asked should we meet in the bar, I had to explain I had just woken from a nap and would be 30 minutes showering and dressing and offered her a beer in my room. At that stage I wasn’t that sure she would agree. She did and said she will be right up, in less than 3 minutes there’s a tap at the door. I opened it and she strides in and I must say out of that white uniform she was stunning. I gave her a beer and excused myself to go and shower. Once cleaned up and dressed I found her on the balcony, she is on her second beer and surprise, surprise she is smoking sitting in the sun lounger. I grabbed a beer and joined her. I could sense the vibe there but didn’t know how to move onto her. In fact she made the first move.

Continue reading “More dental surgery needed”

I jizz in her! She jizzes in me!…its the best sex I will ever have!

I sucked her ladycock the first time we met…but when we fucked bareback…

klanestine313 posted this as a comment at our blog, but I feel this deserves to be on the main page 😉

I only have this to say about dating a T Girl! i have been in a long distance relationship with an Asian T girl from Toronto. I have been seeing her and dating her steady since then! I love her to DEATH! She is the most sensual and sexual person I have ever known!

The first time we met…she gave me a blowjob I will always remember! And about two days later we had intercourse! It was the best sex I have ever had…until we met again! i just got home from a military deployment…i went to see her in Niagara falls Canada!…she let me fuck her bareback…and she said she wanted to feel a mans cum in her ass!…so she will feel what it means to be a woman! So..i did what she asked…I jizzed right inside her!

We have been fucking bareback ever since. I have to tell everyone here. She was my first T Girl…and it was the best sex ever! I sucked her ladycock the first time we met…but when we fucked bareback…i really into sucking her ladycock and she said I do it so well! I have to say…I love the feeling of her jizz jetting into my mouth! To feel he spasm and fuck my mouth like it was a pussy!…I swallowed her so entirely..then I kept on sucking and loving her for a while. She was so turned on..she bent over and gave me the best sex ever! When I came, we were both in the standing position.

We have fucked over 30 times since then, and she never makes me wanting! I jizz in her! She jizzes in me!…its the best sex I will ever have! I will say this…even though genetically she is a man…i have never seen her anything other than a woman. Her and I will get married one day! I love my Asian ladyboy that much!

Jenny, my dental nurse

She slowly lowered her head down to where my stiffer than stiff dick was sticking out of my jeans

Today our dear reader Marc tells us a story about how he met his first and the only transsexual lady in life.

Way back in 1988 I was a poor student in New Zealand, my first year at Auckland Uni and going it alone in terms of study fees and books. I had a bad toothache and couldn’t really afford to see the dentist. I put up with the pain for so long until me sister suggested I call a friend of hers called Jenny. Jenny was what we call in NZ a School Dental Nurse, all kids are entitled to free dental treatment until they reach 18. I had met Jenny several times over drinks at parties, her and my sister were close friends. I actually liked her and found her quite attractive, a little aloof, very smart as well. I mean she was after all a health professional.

So I called Jenny and she agreed to see me and examine my sore molar. However it had to be done after hours as she was well outside her contract rules in seeing a poor 19 year old student. On this particular day I pulled my old clunker Toyota up outside the school dental clinic in Auckland at about 5.30, in those days she smoked and was outside the clinic having a cigarette. She used to get ridiculed by her friends at clubs and pubs as a dental nurse who smoked. It didn’t bother me in the slightest, I just wanted my tooth bloody well fixed. She greeted me outside the clinic with a peck on the cheek like an old friend and joked that this was going to cost me a night out at the pub.

Continue reading “Jenny, my dental nurse”

Suck like no other

I continued to suck her big fat uncircumcised cock head deeply into my throat as she taught me to suck like no other

This is a guest post from our reader, Richard In Houston. He met a beautiful young lady, Terry, who taught him to “suck like no other”. An awesome shemale story to read, if You ask me!

I was separated from my first wife the first time it ever happened to me. We had only been separated for a few weeks. I was working in New Orleans and was driving around the French Quarter in my car when I whistled at what I thought was the most beautiful woman I had ever seen as she approached the entrance to a club on Toulouse street. Perfect breast, perfect legs, slim waist and just a beautiful living doll that I doubt any man could resist. I was just as surprised when she looked at me and motioned for me to park and follow her into the bar.

Parking my car as fast as I could I rushed into the bar only to have my heart broken when I saw her with two much better looking guys than me, but since I was there I figured I’d get a beer anyway.

The place was packed as I expected it would be and I walked around the round bar where I could still see her as I ordered my beer. Just then a very tall woman with the most beautiful short, straight platinum blonde hair and a pair of beautiful perky (not too big, not too small) breast put her arm through mine and with her face only inches from mine said in a sexy voice, “you’re not going to drink that all alone are you?”

Continue reading “Suck like no other”

Soo, my ladyboy friend in Bangkok

I get wetter at the thought of her uncut ladyboy rod about to enter my bottom. She rides me slowly at first and the rhythm will slowly increase as she gains more pleasure.

This shemale story is not your usual one as it’s written by a lesbian girl Jamie and it involves a very sensual description of sex with an Asian ladyboy. Enjoy reading!

Well as an openly gay Lesbian woman (submissive as I say) a long way indeed. My friend in Bangkok, Soo is a beautiful, articulate, and an intelligent woman who like me shares a delight in certain fetish interests. Those being latex, smoking on the right occasion, rubber gloves, KY and enemas. A typical session with my lover Soo has me pandering to her every need and enjoying her hospitality in her well appointed Bangkok apartment. Her father works for the government and seemingly keeps her in the lifestyle she has become used to, or in other words out of the public eye.

My last trip to see Soo a few months back was the best yet. I have always loved anal sex, never from a male lover though. In fact I have never slept with a man yet. My lasting memory was of us dressing each other in tight but not restrictive red latex and thigh length boots, red as well. The makeup was exquisite, lippy, mascara and nail polish to die for. Before we got down to brass tacks we talk of each others desires and what we expect of that particular session, normally over some lowering the inhibition level red wine that I take from California on my trips.

Continue reading “Soo, my ladyboy friend in Bangkok”

My amazing Filipina girl

Many fantasies were fulfilled on that first night with my filipina girl, and over the next ten days we did it all

Today’s post is not a usual ladyboy sex story that we all got used to, but something more romantic, down-to-earth and non-porn. Thanks British Buy for sharing this story and being so brave in making your fantasies real and finding your true love.

I wasn’t looking when I found her. I wasn’t really looking for anything, except perhaps some relief from that late night restlessness when you’re too tired to sleep. Her chat name, like her real name, was Agatha. There was no reason to suspect that it hadn’t always been so. It was later on Yahoo Messenger that she told me; by which time her photos had failed to rouse my suspicions. She thought I’d run away. I didn’t.

This was June, and the summer rolled on. Daily Yahoo chats turned into daily Skype chats, which soon turned intimate. When we first let ourselves go on jerky cams, an age of frustration and low libido flowed out of me, and we both came together like 18-year-olds; urgent and fevered. This carried on almost nightly throughout July and August; she was 7, 000 miles away, but I felt closer to her than I had to anyone in years. But it wasn’t just the sex; she was sweet and funny, and she had a quick mind, and she wasn’t bitter in spite of the knocks life had dealt her. Against all common sense, I was falling for her, and I knew that for once in my life I had to stop dreaming and make it real.

Continue reading “My amazing Filipina girl”

Sucked out every last drop

With only a little more than the head of her ladyboy cock in my mouth she started to cum. Then she pushed me down onto the floor keeping her cock in my mouth and kept squirting

Here’s an very exciting story from our reader Salty47 who have given his ladyboy GF a blowjob for the first time and then sucked out every last drop of her delicious cum.

This post is not at all like my first experience. We met and became good friends. I never gave a thought to her body parts – but she seemed to have a great body. We went out to a lounge in a local hotel with a large group and had a few drinks. The next week I asked her out and she said yes. We dated for a few weeks and had a lot of fun but she never let me get too far.

Things kind of cooled between us later we went away for a weekend with a few friends. As we sat at a fire I told her I wish we had kept dating. She told me she had wanted our relationship to go to the next level but didn’t think I felt the same. I guess i had given her some unintended signals but now we were talking about it – so maybe????

Continue reading “Sucked out every last drop”