Where to start. Let me start by saying that I love a good story but the story is so much better when it happens to be a sex story. Even better than that is a real sex story! However, I feel this story has got to be the worst experience that I have ever had with a trans person. I actually thought that this would never happen to me as I am so observant and careful but no, it could happen to anyone if you mess with the wrong one. I felt I had to write this experience just so it doesn't happen to anyone else.

The story begins in Angeles, Philippines. So I've had a lovely evening and it's getting late. It's about 10:30pm and the nightlife is warming up. Had a nice meaty meal of steak and rice with a mouth watering large cold beer and thought to walk down walking street before I went back to my hotel. The temperature was humid and sticky as I wiped the sweat from my forehead but instead of an early night, I felt I needed to take in the sights as I was leaving in a couple days. It's been wonderful, what a place. I've had a few ladyboys and magical experiences. The location has a Thailand feel to it but I prefer the Thai scenery. There's more to see and definitely a sexier choice of girls.

So I left the restaurant and went for a walk. I got halfway down walking street when a ladyboy with her friend approached me and we got talking. She was friendly, 5 ft 7, aged about 34, wearing white, double D implants, size 12 with curves, light makeup on a decent face, overall 7/10 and said she wanted to come back to my room. I declined but took her digits just in case. I walked away from her towards my hotel, she lingered a few meters away, following me with every step I took or maybe she was going in that direction. Who knows.

I walked around a block to shake her off, didnt want her to acknowledge where I slept. In doing so I saw another naughty looking ladyboy. This one was less feminine in her body but very pretty in her face with makeup, 5ft 10, size 12 and slender, aged 28, wore a long cream dress, long blonde wig, no implants and had a seductive look wearing her flat shoes, 6/10 rating. We will call her number 2. I had some small talk with her as we flirted and told her I'm heading home. I took her number and continued to walk around the block. These ladyboys were too close to where I slept now and I dont like that. The thing was, the streets were full of ladyboys. They were everywhere. All shapes and sizes, all ages. You had so much choice you would feel like you were in Disneyland for adults, no wait that's Thailand!

It's nearly 11pm now and I want to relax on my bed I thought. So, I walked around and came a few yards from my hotel. Number 2 must have been following me also because she walked down the dark alley as if she was the termimator. Nobody else was around, hardly any street light. Just light from a restaurant or two. Her long shoulder length blonde hair was not moving as she soldier marched towards me. She knows what she wants as we clash into one another and begin tongue kissing. I tried to hold her back but I enjoyed how spontaneous the moment was. I can feel she is strong and dominant! She likes to take what she wants and grabs for it as she fumbles around for my hard cock!

She pushed me against the wall and next to some bushes. We kiss and feel one another in a moment of ecstasy and randomness. The rush and adrenaline was out of this world. These wild experiences are addictive and make me feel like Im in a Hollywood movie. She then dropped to her knees, her fingers fighting with the buttons and belt of my jeans. Breathing heavily I tell her "no, not here". She's not listening to me at all. I then ask her "how much, how much"? As I force her to her feet. She tells me "dont worry, don't worry". I thought, yes I'm in luck. A ladyboy who wants to just smash for free I thought, I'm in luck!

So we stood there for a moment, chatting out in the open. She makes demands to go to my room and fuck one another. My cock is craving hardcore action as it pushed against my jeans wanting to be released. It knows something I definitely dont. It's 11:30pm now and very dark and up that same alley walked up ladyboy one with her friend. In fact she made her friend wait at the top and came down halfway and just stood there watching us. She had such a scorned face and did not look happy at all. She stood there watching us waiting for me to leave ladyboy two. Her friend at the top calling her back but she wasn't listening. At that moment I did think she was going to stab me. I dare not turn my back on her. Instead I waited for her to leave which took 15 minutes. Unbelievable! She really did want some from me (yeah money). That nutter I thought, I did not want her knowing which hotel I was going into, she was mental.


Number 1 being there for so long made me feel anxious and nervous. I put that aside and told ladyboy 2 to join me in my room upstairs which was right next to where we were standing. She handed in her ID at the reception and we headed to my room. In my room, I told her how much I wanted her. She gives me a sexy look and jumps into the shower. I got into my boxing shorts ready for action. She was in there for 10 minutes and came out with just towels on.

As soon as she stepped out of the shower we grappled with one another. Squeezing each other's hips, ass, cock and back as we forced our body's together into a tight ball whilst we tongue kissed. I ripped off her towel, dropped to my knees and whipped out her 8 inches of thick tanned Filipina cock and stuffed it into my mouth. I gave that thing some deep hard long sucks before she forced it down my throat forcing me to choke. I spluttered and began to cough out aloud as my eyes watered. I looked up to her standing over me with her hands on her hips, no emotion on her face.

I forced her back as her large hairy balls swung away from my face. Standing over me like an empress in the dim light of the bedroom. I got my breath together and took my time, teasing the rim of that hairy cock and balls. I did notice she hadn't shaved not just her balls but also her legs. I did not like that lack of attention to detail but hey.

I stood up and told her let me fuck her first. The enjoyment of being fucked then cuming is irresistible I thought. She dived onto the bed, bent over and stuck her ass out for me. Yes, i thought. Her ass looks delicious like a tanned golden apple as I rolled a condom on. I'm going to fuck her ass good! She told me to go slowly as I eased into her ass with my 8 inches of cock. She jumped up as I pushed into her ass. She clearly hasn't been taking much dick in her ass at all. We did try for 5 minutes and stopped, it wasn't happening.I barely got it in, she didnt look comfortable. I suspected maybe she always topped guys or something.

So we decided to stand up and I would be bottom now. She put a condom on and some lubricant on her hard stick and circled behind me. In a quick MMA style move. The room went silent as we held our breaths and paused. She played around my ass hole for a moment, applying some lube, then forced her way in. She held there for a moment as her 7 inches of thick cock held us together. Our two bodies joined together by her Filipina cock! She got steady and then proceeded to fuck me fast, deep and hard. Standing at the foot of the bed she bent me over and hit into me hard with her hips, back and forth. Her cock tearing up my ass as she went at it like a machine. The sound of her body just hitting into mine.

I looked down between my legs and could see her feet and legs thrusting into me nonstop. She was going really fast. Faster than most ladyboys Ive been with. The only noises she made were grunts and sudden moments where she took a breath of air. I gaze over and can see us from the reflection of the window. Her face, a show of determination to succeed and get the job done. Her mission to fuck as hard as she can as I let out a moan. We went at it for 15 minutes like that before I called time out. I was beginning to get sore and feel pain. My ass hole can only take so much!

Breathing heavily and shattered I tried to sit on the bed to relax, take a rest and get myself together. She pulled me over and forced me down to my knees. On my knees as she stood over me, she proceeded to fuck my mouth. Drawing her cock in and out of my wet mouth it took her barely a minute before she held my head and shot a load right down the back of my throat. No not in my mouth, before I could even think. It was in my stomach, she gave me no chance to spit it out. She pulled away from me and stood there watching me before I stood up. She came so quickly, I wasn't ready. She asked me if I swallowed it knowing I had no choice.

We got dressed and ready to go. All over I thought, let me give her 1200k pesos and I will see her again. I thought wrong. "You can give me 3000 (which is about $50 ) and I will go" she said. That's double what they usually get for an hour and she never deserved that. She was with me for 30 minutes. I said, "no way. You said don't worry about money. If you said 3000 I would have never brought you up"! My heart sank, she's got me. Ive been hustled. I tried to laugh it off and told her that is too much and you know it. She began to get louder now and angry. "If you dont give I will smash your room" she said. My heart began to race. I had to be calm, I thought. She's done this before and I'm not in control now, she's got nothing to lose and her true self is coming out.

I realised that I cannot win this war, live to fight another day. She's in my room and I can't win, just give her the money. I went over to my safe and got the 3000 pesos ($50) and threw it at her on the bed. There was a pause and I said, take it and just go sounding defeated. That was when she said, "give me 500 more for travel"!! That was the moment I realised I chose the worst ladyboy ever. I told her I'm not giving you a penny more. She said she was going to sit there on my bed until I gave it. I said I'm getting security. I ran out of my hotel room and just left her on my bed. Luckily the hotel was very empty, nobody else was around.

I ran downstairs jumping 2 and 3 steps at a time to the reception, out of breath and sweating and told them what was taking place. It's nearly 1am, the building was very quiet and empty as I gave the details of what transpired. They didnt seem surprised and told me that my story is one of many at the hotel. So I ran back to my room up the staircase. My bedroom door was wide open and she was gone. I gave my room a quick search, she didnt take anything. I ran back downstairs, she was at the reception speaking Filipino and sometimes English. She eventually sat down at the seating area. She told them she had never done sexual things like what we did before. What a liar! She was an absolute Jekyll and Mr Hyde. She was a different person an hour ago.

The security guard explained to me that the ladyboys do this all the time and that he could get my money back if I wanted it. I told him to let her go, she could keep the money. I felt so embarrassed but also ashamed at letting myself become a victim from a scam artist. Once outside she screamed and shouted for 10 minutes, security ushering her on eventually. Even with her money she wasn't satisfied.

The next day the reception of ladies asked me what happened, I felt so embarrassed yet again. They said it happens all the time. Hearing that didnt make me feel any better.

Hopefully it won't happen again to me and never to you. This was a big lesson learned. I need to make sure I agreeba price in text before anyone comes to my room. I clearly underestimated how desperate some people were over there. They are trying to survive and some will cheat their way to more money. I usually get the ladyboy to say a price via text message prior the hookup so I have the price as evidence. Alarm bells should have been ringing when she said "dont worry about money"! A week or so later, she messaged me and said sorry for what she did. I just laughed and told her it was her loss. She went on to say next time we will have a better experience. Oh yes, I will visit one day but I'm not visiting her again, no way 😅! We still message each other. At the end of the day all you can do is laugh!

As usual, use protection and be careful. New stories soon, till next time, take care my naughty readers!