I used to travel interstate a lot for work. Was basically away from home from Monday to Friday. With not a lot to do I spent most of my time working and then being bored at night being on my own.

I did have a fantasy about being with a ladyboy. Not sure why but there was something incredibly sexy about them and they did have cock. Which I'm not sure why but I always wanted to suck one while I was also being sucked. Did this make me gay, I often wondered. So one night I was looking at a site showing transexual escorts and decided it was time to really find out.

I made the call, arranged for a time and headed off to meet my 'new friend'. To say I was nervous would be an under statement. My heart was pounding when I rang the buzzer. She let me in and after we completed the transaction she asked me to take a shower. Again my heart was now really racing. She was also very cute, nicely tanned body, long hair and wearing some really sexy underwear.

I showered and she was waiting for me on the bed. As I lay down next to her, she slowly leaned over and whispered 'Don't be nervous, you will enjoy this, trust me'. With that she started to kiss me. Slowly and gently and started playing with my tongue. She tasted so sweet. I've kissed a few girls in my time but this was amazing. Then she slowly moved down between my legs and gently stroked by now erect cock. She was slowly playing with it I thought I was about to cum right there and then.

With that she stopped kissing me and slowly slide her tongue down my chest until she came to super hard cock. I was now ready to explode. She must have sensed it and again whispered 'No you don't, not yet'. and gripped my cock really tight. With that she took my cock in her mouth and started to give me the most amazing head job. How I didn't cum straight away I'll never know. Maybe I just wanted to do as I was told.

I was in heaven enjoying her going up and down on my cock that was ready to burst. She then stopped and said out loud 'now I want you to fuck me'. My head was in a bit of a spin now and before I knew it I was behind her doggy style sliding by manhood slowly and deep into her ass. I stopped for a second enjoying the feeling her tight pussy wrapped around my cock, she then commanded me to start pumping her. Which I did. This was amazing, unfortunately I couldn't hold on much longer and I exploded with the most intense orgasm I has ever felt.

With sweat pouring off me I slide out and we lay facing each other and she starting kissing me again. Then she stopped and asked if I enjoyed what we just did. My heart wasn't pumping from nerves now it was going a hundred miles an hour for the most intense sex I'd ever had. It was a little embarrassing but all I could muster was a 'oh yeah'.

I got up had another showered and then something really strange and unexpected happened. It was late and she asked if I wanted to stay the night. I didn't think that was normal but who was I to pass up that request.

As the lights went out I started cuddling her back with one hand cupping one of her breasts and started to nod off. Typical what guys do I guess. Then another strange things happened, I rolled over and she started to cuddle my back. I could feel he cock pressed against my ass cheeks. Not sure why but I started to slowly move my rear end against her cock and could feel it starting to grew. Then she whispered softly in my ear. 'Do you want me to fuck you?'. Now this was a completely new experience for me. Don't know why but i simply said 'yes'.

With that she applied some lube to my ass and started to finger me. First one finger, then two. It was weird but I was really enjoying it. Then came the 'you ready', which I again replied 'yes'. With that she pressed her hard cock against the opening of my ass and pushed. Slowly at first then I could feel her slowly going deep inside me. It hurt a little to begin with but I adjusted and and after a minute or two she start sliding in and out, going faster and faster, deep inside me. To some degree I was really confused. Should I be enjoying this? But I was immensely. What only seemed like a few minutes but was a lot longer she exploded in me. Which I had not really thought about. But again it felt amazing.

After that we did fall asleep but I had to get up early next morning to go back to my apartment and go into work. While I must have had a big smile on my face, no one in the office had any idea I had just had the most amazing night of sex and had been 'ass fucked' by a cute ladyboy. Unfortunately I didn't get to suck her cock. Maybe next time.