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

AN ASIAN TS/PANTYHOSE TALE or HOW I FELL IN LOVE WITH A KATOY

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”.
After the one and a half hour bus ride through some of the most incredible scenery anywhere in the world I began to recognize the familiar land marks that signaled our arrival at the Promised Land. A few new hotels had sprung up along the coast line from the last time I was there. But the familiar shops and stores that I had frequented in my previous stopover made themselves known. The Toyota van, which served as our chariot into the land of unlimited delights, made the last final turns and I saw the objective of all of our desires. The row of bars and eating joints that formed a three lane corridor leading to the equally familiar hotels, were well in view. It was only mid afternoon, so not much was going on along the way, but we could all make out a few of the “working girls” beginning their daily routine for another night of labor. (smile!) With a whoop and holler every one on the bus announced our inevitable arrival. A few dozen Thai beauties were walking down the street, shopping for new outfits and making the usual errands to stock up on the essentials of their trade. Namely restocking their inventory of condoms and personal lubricants no doubt!
We arrived at our usual hotel, once known as the Welcome Plaza, however it has since been renamed. As was the norm, the check in started to warm us up on the night in store. The check in receptionist, were just our first glimpse into the true nature and beauty that was in store for us. We produced our credit cards, signed the guest forms and were assigned our rooms. I for one was roaring to go and began to flirt with the hot little receptionist that was working my accommodations.
It was once told me that nearly every woman looker who worked in Pattaya was a prostitute to one degree or another. I wasted no time trying my hand at finding out. After a 10 minute check in and a heart pounding flirt with the receptionist, my juices were starting to flow. I was starting to sport a chubby right there in the lobby. This is a particularly doubting problem as the flight uniform was a loose fitting garment that hides absolutely nothing. None the less I was a trained professional and skillfully hide my rising bulge with the proficiency of a seasoned pro.
The crew decided that a quick shower was in order followed by some beers down the strip to warm us all up. We had in our midst a “cheery boy”, someone who had never been to places like this before. The senior ranking member briefed him on to stay close and for God’s sake not to get separated from the group. Muggings were not uncommon here in Pattaya, so it was prudent to stay in at least pairs. An older member on our crew kidded the young man, “Make sure you check what you’re picking up too!”
“What is that suppose to mean?” said the cheery to me.
“Katoys, transvestites….girls with dicks! It’s really hard to tell sometime”, I cautioned him.
“Yea right” was his inexperienced response to me. “There is no way I would fall for that!”
“Just do package checks before you take anyone home” another of my comrades had said with a stern yet sage tone.
The cherry then asked quite incredulously, “Are you fucking shitting me? How could anybody fall for that shit!” Someone just responded to his exclamation in this way. “Dude, some of them you just can’t really tell. They are all so smoking hot its hard to tell if it’s live or Memorex! I was here once and the crew was at this bar and this guy, I won’t mention any names, had one suck his dick right there in the bar! He didn’t even know until about five minutes into it someone told him!”
“What did he do?” asked Cherry quite interested in the growing tale.
“Well he just looked at her, or him, or whatever you call them and said, ‘when your done just get the fuck out of here OK!’ he then shot his load in it’s mouth and then she…left. After everybody laughed at him I asked ‘how was he’, he just said ‘best blowjob I ever had…..really’ weird!” I kind of thought about what he had said, I thought I had always been able to tell myself. I had never conducted the “package check” before and had always managed to come out OK. No surprises, nothing like that for me. The though of accidentally picking up a Katoy filled me with some consternation. ‘How would I react to that?’ I thought to myself. Then I didn’t give it another thought.

It was up to the room, quick shower and back down stairs in 15 minutes flat! No one else was ready so I downed a quick beer at the hotel lounge and waited for my crew. After what seemed an eternity, the guys began to shuffle in. Finally we beat feet and made the quick 5 minute walk to “the strip”. It was still early so the “strip clubs” were not up to full swing and we all decided to pop into a little open air bar down on the beach. The name of the establishment escapes me now, but we bellied up to the bar.
A young Thai man took our orders and turned to the service area to retrieve our beverages. As I turned my head to the left my eyes were meet by the most incredible sight I had yet seen here in good old Thailand. Before me was an absolute goddess! She quickly turned her back from me and was talking to some other group of older European men at the end of the bar. I saw from her back side she had a shapely tight ass that was wrapped in the best fitting denim mini that I had ever seen. Her skirt was so very tight it appeared to keep her legs nearly bound together. I looked her up and down and also noticed she was wearing very sheer, shinny pantyhose that encased perfectly shaped athletic legs! I am here to confess, I have a very big pantyhose and nylon fetish. Not to mention an even bigger fondness for Asian women as well. It was a perfect scenario. To top it off, she was supported by a very cutie pair of black patent leather heels. I was equally aroused to see she had on very delicate white socks that had lacy tops as well. ‘So much for the back side. How about a frontal shot there honey’, I though to myself.
She kept her back to me for a few more minutes and finally turned around. When she pirouetted I was totally stunned by what faced me! She was absolutely gorgeous; a classic Thai all the way. She had high cheek bones, beautiful brown eyes, and long straight auburn dyed hair worn down to her bosom. To top it off, her face was to die for. Her top was a tight affair that was pure white with a high chocker type collar. It was so snug that her breasts were nearly busting out of them. If one looked close enough, tiny nipples could be seen popping out like circuit breakers on a perfect sex machine! She wore a fair amount of make up, but it was tastefully done as to not over power. In a moment of clarity, our eyes meet.
She knew I was struck by her and gave me a sweet little smile that had me instantly aroused. I quickly downed my beer, so she would have to walk over to see if I needed another. She was the perfect hostess and immediately came my way. As she walked I could hear her semi-bound, pantyhosed legs make a swooshing sound that only increased my desire for her. Anny was a little tall for a Thai girl, maybe 5’5″ but was small compared to me. Her build was very petite, lithe and delicate, almost like a porcelain China doll. I loved her build, and the way she carried herself.
“You need beer?” she asked with a voice like silk.
“You know it! Please” she opened a bottle of ice cold Singha and poured it into a glass for me “Sawasdee Cup” I said nearly exhausting my arsenal of Thai
“Sawasdee Ka” she replied. I asked her for her name and she said something long and complicated in Thai that was a mouthful. See saw my confusion, and said “My English name Roxanna, my friend call me Anny for short”.
“OK Anny then, my name is ———“. I quickly struck up a conversation and found out she was a student from Bangkok, here on vacation to help her brother run the bar. Oh, I figured, “maybe she wants to earn a little extra on the side”. I thought to myself and decided that I might test my theory that most of these girls work a little on the side as well.
We continued to talk for a while, maybe 30 minutes. She served other customers but she seemed to take a liking to me. She blew off the older European guys who looked at me and gave a smile. They knew there were literally hundreds if not thousands of other girls here to choose from. So they seemed OK to abandon their quarry and let me shoot the breeze with her.
The rest of the crew was ready to move on and see what was going on elsewhere. I knew the rule, “only to spend two or three beers worth of time at any one place and move on”. I didn’t want to go but I didn’t want to separate from the others either. I asked Anny if she was going to be here for a while? She told me she would, and that she promised not to leave until I came back.
“OK then, it’s a date!” I replied. She just smiled!
The rest of the crew and I left and stopped at a couple of go-go bars along the way. The way they work is, there are girls dancing on stages, and girls “working” the floors. Girls come up, sit on your lap and make a pretty good go at getting you to take them back to the air conditioned rooms they seldom enjoy when not “invited” back to a Farang’s hotel room. The other guys were getting thier game on and started to flirt around with the various other bar girls. Myself, I was still back at the beach side bar with Anny. I could not get her out of mv mind. I could still see her in her hot denim skirt and tight white tee shirt that covered her ample, but not overly large breasts.
Finally after an hour I could not stand it anymore and told the guys I was headed back to the beachside bar. “Can’t get her off your mind can you?” the senior guy asked me.
“No, I gotta go, I got to have that one, she is incredible…..Look I will just go back there and see what time she gets off work, it’s early, maybe she wants dinner or something?”
“Ok then, have fun with your girl. She really is a looker. I wouldn’t mind getting that one too myself, but she seemed to take a liking to you.”
With that said, I took leave of my pals and made a beeline back to Anny. She was right where I left her, sitting this time on the customer side of the beachside bar talking to some older men. As I approached, she smiled at me, waved and proceeded to excuse herself from the present company. The two men seemed a little put off but I didn’t care. It was obvious she was saving herself for my arrival. I was a little surprise that a stunning beauty like her would be willing to brush off a sure ‘sale’ to wait for me. Then maybe again my theory of girls in Thailand had some exceptions. She smiled broadly as I moved towards her. She then teasingly patted the empty stool next to her motioning for me to sit next to her. “You come back to me! ” she said with enthusiasm in her voice. I could tell she was eagerly awaiting my return as much as I was looking forward to returning to her. I sat down ordered another a beer and then gazed into her sweet brown eyes. She then reached over gave me a big hug and kissed me square on the lips. Of course I returned the favor and kissed her back. We then talked for a while until early evening. I was starting to get a little hungry and offered to take her to dinner. I asked her very politely without any innuendo in my tone, “What time do you get off work?”
“Anytime you like Anny go with you”. She then looked over at her manger as if to ask for permission to leave. It turns out the proprietor of the establishment was her brother Bong, also from Bangkok. Bong then looked at me and nodded to Anny in an affirmative gesture. Anny gave out a little squeal of delight and gave me another hug. “We go now to eat?’ she said. “Sure, let’s go.” I then asked Bong a good place to take his sister, and he gave me the name of a decent place just up the street. Before I left however Bong pulled me to the side to say something of importance to him.
‘Anny not prostitute you know, she not like other girls around here! You treat her like nice lady OK. You give Anny respect and be nice to her.” I was a little mystified by that exchange but agreed with him. Anny was different and I did want to show her a good time, not just a roll in the hay. Bong and Anny then exchanged some words in Thai that I didn’t understand. Anny appeared like she was reassuring Bong about an unknown concern he had. Finally they finished talking and Anny and I were off on our little “date”.
We went to the restaurant and had a fabulous dinner unlike any Thai that I had ever had. Anny did all the ordering and asked me to trust her with what was being ordered. My faith in her judgment was rewarded with the delicious meal that was served. After dinner we had some Green Tea and decided to go to a night club for a little dancing and night life. We took a half full Baht bus for about a 10 minute ride and arrived at the club. As we entered my eyes were treated to a feast of the utmost beauty. I saw literally dozens of the finest women I had ever seen in the world. To my surprise Anny was rather well known in the establishment for only being a student on vacation. Anny then told me she comes to Pattaya frequently to help her brother raise money to support her family back in Bangkok. We took two seats and waited for a catchy dance tune before going out onto the floor. We danced a little, maybe three songs worth and had worked up a little sweat. While we danced a couple of other girls danced with us and said some unintelligible things to Anny. The two other girls, striking lookers themselves flirted a little with me and giggled and appeared happy that Anny was with me. We retook our seats for a breather.
While we sat, one of Anny’s friends who danced with us came and sat next two us. The girls name was Miriam, or at least that’s what her Anglicized name was. Next to Anny, Miriam was large maybe four inches taller than Anny. I found that a little odd because Thai women usually don’t come that large. Although Miriam was very sultry, sexy and voluptuous, there was something odd about her. I did find Miriam both sweet and charming and I was also sexually attracted to her as well. Oh well, I wasn’t complaining. Here I was, a single guy seated with two hot Thai beauties that I could probably easily take back to my room. We all talked a little more and a slow song came up and Anny grabbed my hand a dragged me onto the dance floor. There we held each other very tightly and enjoyed a sweet moment together. When I looked into her eyes, I could see Anny was indeed enjoying the moment and she smiled.
Spurred on by her look of complete earnestness and longing I gave Anny a sweet, deep kiss there on the dance floor. Miriam, who was dancing next to us with some other guy looked at the two of us very longingly like see wished it was I she was with instead of the fifty something European guy she was with. After I kissed Anny, Miriam laughed a little and clapped as if she was congratulating Anny on her “catch.”
After a second slow dance we proceeded back to our tables and chatted some more. Anny and Miriam talked a little more. Maybe it was the beers we were all drinking, but it appeared that Anny and Miriam were both very ‘familiar” with each other, almost in a romantic sort of way. Although it would have been a real treat I was concerned that maybe the both of them were lesbians. It made me a little jealous that I might have some competition for Anny’s affection. I finally came to my senses, accepted the fact I had only known Anny a few hours, and gave her a benefit of doubt. I thought to myself, ‘If her and Miriam were “that” close, who was I to be an interruption to her friendships’.
I think Anny sensed my trepidation at her and Miriam’s affection for each other. Finally she said. “You worry Anny like Miriam too much?”
“No, no…..It’s Ok! I like Miriam, she is a nice girl…” Anny interrupted me
‘It’s OK, Me and Miriam just close friend only, that all….maybe you like to go with Miriam instead of Anny?” she said with some concern in her voice.
“No Anny! I like you, and you only! I want to be with you, I just think she is a nice girl that’s all.”
Anny then said to me, “Good! I like you too, I go with you tonight where you want to go!” Miriam then said she had to use the restroom and said she would be right back.
When Miriam left, Anny drew close to me and said somewhat hushed, “Miriam very special girl too….I help her find man, but Anny don’t think guy like you want Miriam anyway.”
I became intrigued by that last statement and asked her why. “Miriam not really lady at all, she Katoy!” I was a little shocked to hear her say that. “Her!? Miriam is a guy? I don’t believe it!”
Anny responded, “No, not guy, Katoy, there is difference…very special type of lady” That’s when it hit me. That’s what was odd about Miriam. She was a transsexual! I couldn’t believe it! I was a little appalled at the idea. Had I meet Miriam instead of Anny I might have ended up with a shemale in my room instead of my little Anny. Wow that was close, but still I did have an odd feeling about Miriam. Now that I had known she was a transsexual I still found her striking. I felt a little funny for a while.
Miriam finally returned and we continued to talk. I think Anny told Miriam that I now knew about her. They both laughed a little and Miriam smiled at me. Although it was a little awkward after she returned, her smile warmed me and I even enjoyed her flirtations towards me. Finally Miriam said that she had to go, but before she left she put her hands on my thighs under the table and rubbed a little. It was a little arousing and strange at the same time. When she got up to leave she winked at me and kissed Anny good bye. I couldn’t help myself when Miriam left, I definitely got one last long look at her walking away and found the prospect of Miriam being a transsexual intriguing.
After Miriam left, Anny explained to me that the transsexuals, Katoys were treated with some reverence in Thailand. They were a sort of third sex that enjoyed a celebrity status in her culture. They, Katoys, had jobs of great importance and were accepted and honored members of their society. ‘Well, when in Rome’ I though. I was okay with her explanation and accepted it. I was just glad to finally have Anny to myself for a while.
After an hour or so, Anny and I left the club and decide to walk back to my hotel. Along the way we stopped in a deserted beachside bar for a night cap. There we sat and talked a little more, sitting very close and intimately with each other. As the conversation began, Anny explained that there were a few other Katoys in the club we were just at and that she considered many of them as “girl-friends.” She explained to me that a Katoy, for the exception of the obvious, were considered as much a woman in Thailand as any other and in many instances were held with much reverence. Although this seemed a little odd, I had over the years accepted that much of the world did not see reality in the same terms that my American experience had prepared me for. I therefore accepted this and celebrated it in my mind as one of the things that make the world a complex and special place.
Not only did I accept this in Miriam’s case, but for some reason it drew my curiosity. I decided I wanted to know more about Miriam and felt that Anny was the best, most discrete way of finding out about this subject. I then proceeded to ask more about Miriam and confessed to Anny that I thought she was very sexy, for a Katoy, of course. Anny just laughed a little and seemed to enjoy the fact that I could appreciate the beauty of her group of friends despite their sexuality. It seemed that she was relieved that I was not a judgmental person and accepted the way things were here in Pattaya. She then explained to me that many Farangs, Thai for foreigners, became upset and downright belligerent to her set of unusual friends. She then looked at me and gazed deep into my eyes as if she was trying to decide something about my nature. After about a minute of this somewhat intense scrutiny, Anny appeared to have made up some kind of decision about me then grabbed my hand gently and squeezed it. “I think you different, I think I trust you”, she said to me. We then kissed a little in the back table of the empty bar and Anny put her left hand on my leg and began moving upwards towards my bulging cock. I returned the favor and gave her nylon covered legs a nice feel as I began kissing the small of her neck. As I kissed her neck very sweetly, I moved my hand slowly up Anny’s leg; she closed her eyes and sighed a little and began to purr like a little sex kitten. I could tell that my kissing and fondling her nylon covered legs were indeed making her Horney and that she was enjoying our little outing together.
I myself luxuriated in the silky feel that her pantyhose gave her firm and tight legs. I tried to put my hands up her denim skirt, but it’s tightness made it all but impossible. Anny then whispered in my ear, “Not here, wait to your room then you touch Anny all the way up her skirt, OK?”
“Okay….do you want to go now?” I asked. She said OK and gathered her things up and made for the exit of the open air establishment. Before we left I had to use the restroom really bad. In all the conversing, kissing and rubbing I had forgot that I had to empty the four beers I had drank up to that point. I told Anny to wait for me while I went to the men’s room. I went to the bathroom and pissed for what seemed like an hour. The entire time I was contemplating what it was going to be like when I finally got this minx into my room and fucked her till down. If it wasn’t for the urgent need to piss, I think I would have sported the woody that would have been hard to keep from Anny’s sight. Just the same she would see it up and close in a short while. As I washed my hands I looked into the mirror and thought how lucky I was. I was about to take this striking Thai beauty back to my room and fuck the living shit out of her. I just smile to myself in the mirror and splashed some cold water on my face. That’s when I heard the bathroom door open! I did not realize it, but the bathroom was for a single occupant and was meant to be locked. I guess in my excitement I did not think to lock the door.
I looked to see who had entered and behold it was Anny. I was shocked to be sure. She then looked at me and winked and then locked the door behind her. ‘What the fuck???” I thought to myself. I thought that maybe there wasn’t a ladies room and that she was in just as great a need to relieve herself that she couldn’t wait either. I soon found out this was not her intent at all! Anny, wordlessly kissed me hard on the mouth and worked at liberating my hardening cock from my jeans. She very quickly and deftly undid my belt and started to pull my jeans down around my knees! “Oh man!” I said as I looked at her in surprise but delightful shock. Anny just put a finger to my lips as if to silence and reassure me at the same time. She then did something altogether unexpected as she crouched down and undid the rest of my attire. In short order she had my bottoms down around my ankles and then looked up at me and smiled. My dick was hard as a rock and Anny took it into her hands. She then took my engorged manhood deep in her mouth and began giving me the best, most exciting blowjob of my life. Right there in that little bathroom, Anny sucked my dick deep and lovingly. With a free hand she grabbed the base of my balls a squeezed a little. I thought I would explode at any second into her mouth but her grip on my cock prevented that! She could see that I wanted to spray so she eased up a little then stopped. Luckily I didn’t cum all over her face, how would she have walked down the streets of Pattaya with my spunk all over her face. See then said very softly, “We go back and fuck now?….Anny want you dick inside her soon!”
We then left the bar and beat feet back to the room. We could not get back soon enough. In the elevator ride up to our six floor room Anny was all over me. All the cock sucking and kissing me deep she had messed her lipstick all up. I thought it was both comical and sexy at the same time. We finally arrived at my room and I unlocked it. Before Anny could enter I picked her up to carry her over the threshold. She squealed a little and understood the meaning behind it, we both laughed. If I would have had to marry her then and there to just fuck her once I would done it. I was so overwhelmed with the urge to fuck that I couldn’t stand another second without my dick inside her. The room had been turned down for the evening and was very lowly lit. It had a huge romantic atmosphere about it. Anny walked over to the vanity and checked herself in the mirror. I was very impatient and went to her as she stood facing the mirror. I came up behind her and put my arms around her. She just whispered, “Wait” She was embarrassed that her makeup was disarray and went about applying a fresh coat of lipstick to her full, blowjob capable mouth. Watching her put her makeup back on was a huge turn on. At least this girl really wanted to look extra good before I fucked her.
Finally, I couldn’t stand it any longer and I approached her again from behind like before and pulled her denim skirt up around her waist. She knew what to do next. She pulled her pantyhose down just enough to expose her butt and guided my rock hard dick towards what I thought was her asshole. She then said very emphatically “You fuck my ass! I want your dick in Anny ass!”.
I had only once before done a woman in the ass before. All I remembered about that experience was that it was hard as hell to get my dick in that ass, but once I did it was heaven. Here Anny wanted to start off with my dick in her bunghole. I was only too eager to oblige! I dropped my shorts to the ground and whipped out my dick which was so hard I though it would erupt from the blood pressure. I stood behind Anny and prepared to fuck her still standing there in front of the vanity mirror! Anny had taken out a tube of lube and skillfully worked my dick while still facing forward. She has done this before I thought. I then grabbed her pantyhose and started to pull then down to her ankles. She stayed my hand and said. “Leave my stocking on, more sexy that way”
Anny then leaned forward a little and guided my cock to her butt hole. She worked it a little and I moved very slowly so I would not hurt her at all. After a couple of short thrusts, I could feel the head start to penetrate her asshole. It was still tight as hell and I began to think it would never get inside of her. Then it happened! Her anal muscles relaxed and the entire length of my shaft entered sweet Anny.
Anny cried out a little but she pushed back on my cock to ensure the full length was deep inside of her. It was the hottest feeling I have ever had. I slowly started to pump away at Anny’s ass, and she moaned a little. I asked her, “Does it hurt? Do want me to stop?”
She shook her head and said, “It hurt but feel soooo good, fuck me harder!” I then started to pump harder and faster. Anny started to really get into it now and was moaning ever louder. I wanted to make sure that she was enjoying this fuck as much as I was, so I decided to rub her pussy a little or finger bang her. As I pumped away I slowed down and started to reach around her hips to rub her pussy. I was a little surprised when Anny reached up a hand and pushed mine aside. She just said somewhat forcefully, “No! Fuck ass only…..Anny rub own pussy”
But I didn’t listen, instead I reassured her that I wanted her to have fun to and that I would make her cum by rubbing her pussy. She somewhat slowed a little then sighed. “Ok, you touch Anny now” She said it very sheepishly like she was giving up some deep secret. I reached around again and put my hands inside the front of her pantyhose. When I felt for her pussy I was mystified by what was there. At first I thought it was an over large clitoris, but it quickly dawned on me. What I was touching was a very small but distinctly hardened cock! “What the fuck!” I said out loud with my dick still buried deep inside Anny. Anny knew what I was exclaiming about and quickly pulled away. I just stood there with my dick still hard as a rock contemplating what it was I had finally discovered.
Anny quickly pulled up her pantyhose and put her skirt back down and spun around and sat on the vanity. Anny was a transsexual! A Katoy! How the fuck did this happen I thought. She saw the shock on my face and said very softly, “Anny sorry, I should have told” she then started to cry. I felt bad for her but I was also in shock. Then it made sense. Miriam and Anny’s friendship, her height, how had I missed all the signs. No wonder she wanted it in the ass, that’s all she had for me. Then I remembered earlier in the day, “Just be careful what you take back with you”. Then a curious feeling over came me, I was really enjoying this up until the point I discovered her true nature. Shit I was still enjoying it! I looked at Anny she was still incredibly beautiful. Anny was still crying a little and sobbed, “It Okay, you not gay guy, Anny all woman, just have dick! Anny love man very much, Anny like you very much!” I could tell she was very earnest in her pleads. I felt sorry for her now and realized she didn’t mean to trick me or anything, I just figured she got so caught up in our date, she thought I already knew.
“Look Anny, I’m sorry too, I should have known about you. I like you too and you are a special, well girl I guess, I just have never done this before with someone like you. You are very attractive.”
When is saw what Anny really was, I thought back to my thoughts earlier in the day. I would have imagined that if I had accidentally brought home a she-male, I would have been horrified, sickened even suicidal, but that wasn’t the case. As I stood there, my dick simply stayed in its perfectly erect position. There I was looking at Anny, in all her glory and I was so thoroughly turned on by her unique sexuality, I thought my cock would explode if it got any harder. I had never been so aroused in all my life. All I could think of at that time was to get my cock back deep inside her ass. The need to feel the exquisite tightness of her insides surrounding my member was unbearable. I had never wanted to fuck a “girl” this much in all my life. And she could see that desire too in my face.
Her sad face brightened a little as she gazed upon my engorged penis. With an evil little smile see looked at me and said ‘Maybe you like Anny? Maybe you want to make love with Anny some more?” It took every ounce of will power to keep from exploding all over her as she stood there. But she understood exactly what it was that I wanted. Anny got excited again when she saw that I was unconsciously stroking my lubed dick, a dick lubed inside her ass. She then offered herself back up to me again.
Very slowly she got back on all four on the bed, her perfect ass protruding upward begging to be fucked. She then pulled the denim mini back up around her waist pulled her pantyhose a little further down her legs this time, not afraid anymore that I would discover her secret. I have to admit I really liked what I saw. Her body was perfectly shaved and smooth; there was not a blemish on her perfect feminine form. Her shinny pantyhose glistened in the dim light of the room complementing her shapely legs the way only nylon can do. I then made up my mind and decide to proceed.
“You fuck my ass again, please. You dick feel so good inside ass” She said. What could I do? I had already fucked her for a good 10 minutes before I realized she was a ladyboy! The damage had already been done, not to mention that I had, not more than 30 minute prior, had her sweet lips locked around my dick. in that bathroom. I guess I figured if Anny was OK with her sexuality, I was too. Besides I had to do something with this hard one. So with a new sense of who I was, and what I was fine with I continued. I approached Anny and kissed her hard on the mouth as she stayed on all fours. I then remounted her from behind, grabbed my stiff dick and re-penetrated her butt hole. It was very loose and willing to take my cock, muscle memory from a few minutes ago! I slowly slide my dick back inside Anny again and pushed slow so she would enjoy my penetration as well. With one smooth stroke I pushed the entire length of my penis up her ass.
It was even better this time around! I slowly started to pump away at her ass and she began to moan again. I was really starting to enjoy this even more now that I knew she was a shemale. It made the sex even better knowing I was doing something so completely perverted yet deliciously erotic. As I pumped a little faster I thought about Anny’s pleasure as well. I reached down and actually put my left hand around Anny’s tiny ladyboy cock. It was fabulously erect by now and I easily held on to it. I started to stroke her gently to keep rhythm with my pumping as well.
Her moans were becoming louder and louder. “You fuck my ass, you fuck my ass!” she yelled. Her pleading for more only increased my horniness. I picked up speed with my pelvis and kept time while stroking her cock. She began thrusting her ass back to meet my pushing and extended her own free hand to her cock. She then wrapped her tiny hand around mine and changed the rhythm a little bit to satisfy her own growing orgasm. I began to moan myself and I told Anny, “I’m gonna cum inside you baby, I have to cum inside your ass!”
Anny got really turned on with my words. She began to quiver a bit when she said “I cum with you lover, I cum with you!”
I was so ready to explode when it happened. With the force of my jets you would have figured that it would have shot Anny across to room. The earlier blow job, stopped before climax, and the terrific ass fucking I had enjoyed not more than a few minutes ago had all brewed up an enormous load that was destined for ultimate release. As I shot my cum deep inside Anny, she let go of her own goo as well! I filled her ass completely up with what had to be a quart of hot sticky cum. She made a huge mess too of her own juice all over the bed below us. I continued to pump until the last drops of my cum were emptied into her perfect asshole. I pumped a little more and finally pulled out of lovely Anny. I was completely satisfied and spent. Anny pulled away as well and finished draining her own sack in front of me.
As she finished jerking herself off in my presence, I couldn’t help but notice that my own erection was not subsided. Even though I just experienced the greatest release of my life, my dick was still as hard as any I have ever felt in my life. Even after sex with a real women, my dick would go limp after my release. But not with Anny.
As she sat there on her knees, on the bed facing me, the sight of her feminine sexy body, complete with dick attached, made me yearn for even more. My dick was still not satisfied. Anny just smiled and laughed a little.
“You still horny for me?” she asked teasingly. “Maybe you need fuck me again? Missionary this time!” Anny then pulled her shiny pantyhose the rest of the way off, laid back down on her back, spread her legs and offered her ass up again for another go. I didn’t miss a beat. I moved to the side of the bed and remained standing. I put Anny’s leg up around my shoulders and slipped my steel hard manhood back inside her courageous ass once more.
Anny’s own dick was hard in an instant and she pulled it up out of the way as I pushed deep back inside of her. I then proceeded to fuck her again off the side of the bed as she jerked herself. Watching her face as I fucked her hard made me even more horny. She sighed and moaned and pumped her own dick to keep rhythm with my thrusting. It was such a turn on to just watch her masturbate while I drilled her butt hole. We made love that way for another 20 minutes before I finally exploded once more deep inside her perfect shemale pussy. The second orgasm was as earth shattering as the last. But thankfully, my cock was at last satisfied, and went limp for the first time in over an hour. It was so sore from being so incredibly hard I though it would be injured. I simply rolled off of Anny and laid on the bed.
My head was spinning with the realization of what had just occurred. I laughed a little as I realized that I had actually picked up, kissed, danced and then fucked a shemale without even knowing it. It was crazy. Not only that, after I discovered she had a dick I continued to fuck her like I had never fucked any woman before. And the most bizarre thing of it was..I FUCKING LOVED IT! It was the best sex I had ever had. I just smiled as Anny leaned over to my side and smiled in my direction. She knew how much I had enjoyed her, and I think it made her happy to know that I had accepted her and chose to be with her tonight.
“You like make love wit Anny?” she asked “Even Anny have dick, you still like fuck my ass?” she continued.
“Absolutely babe…you are the best I have ever had” I had never known that it could be this great.
She then kissed my long and hard and we held each other for a while. She then got up and said she wanted to shower and then go. I asked her to stay though. I wanted her to spend the rest of the time I was here with her. I think I needed her to feel that she was something special in my life and not just some weird fantasy or experiment that I had just completed. I really wanted her to stay. So she see relented and accepted my invitation. She then grabbed a towel and made her way to the bathroom to shower off.
As she made herself at home in my washroom I began to ponder what it was that made Anny so incredible. Why was fucking a woman, a gorgeous one at that, with a dick so much more enjoyable. Was it the fact that I was doing something that was so incredibly kinky and perverted? Or was it that I had always had an unknown fetish with being with a shemale but did not know it? One thing was sure, I really enjoyed the fact that no one else in my group knew exactly who or what it was that I was with. Didn’t some of them mention the fact that they wanted her as well? What would they have felt or done had they picked up my sweet Anny. Here, all night long I had paraded around all night with a woman, in front of them, who was not really a woman at all. The knowledge that me and Anny now shared a little secret between us only added to the excitement of her. I really hoped that sometime tomorrow I could walk around with Anny, in full view of my crew, and have them drool over her. Wouldn’t they be shocked if they knew the woman they also wouldn’t mind fucking turned out to be a Katoy?
As Anny began her shower I got up off the bed and looked around a little. I saw her leather mini, tight shirt and heels on the floor where she had dropped them. I think it was the fact she had completely satisfied all my fetishes at once that made her special. Not only had that she definitely added to my list of preferences when seeking out sex partners. I knew in an instant that I was head over heels with transsexuals now. Nothing else had ever satisfied my desires quite the way this little flower had done. I knew at that time a new, exciting dimension had been added to my life experiences, one that I wanted to experience again. If I only knew what was in store for me later, I would have not believed it!

Tags for this post Post tags: anal, asian, blowjob, cum, cumshots, dick, fucking, jerk off, kathoey, ladyboy, reality, sex, shemale, Shemale Stories, stories, tranny

5 Responses to “How I fell in love with a Katoy”

  1. klandestine313 says:

    theres more to this story if you all are interested. i will write it and post it!

    Reply
  2. dom k says:

    wow… something I always wish for

    Reply
  3. Annalise says:

    Really cute story Klandestine. Felt genuine empathy for you and Anny alike.

    Reply
  4. Hugh Davis says:

    Beautiful story, even if it never happend to the author. As far as I’m concerned ladyboys are the best. It’s not just the sex that’s great, they are just so more feminine than any ‘real’ women I’ve ever met. I wish I lived in a part of the world where they’re more common.

    Reply
  5. Larry says:

    Great story. Yes tell more of the story. I would enjoy being with a Ladyboy. Unfortunately they are not as common were I live.

    Reply
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