Just thought I'd share my first time with a shemale. I got chatting to her on a swinging website, things went well and we swapped numbers. I was 31 and she was a year older. We lived fairly close together which helped. One Saturday morning I woke up incredibly hungover. She'd texted me just one word "horny?". I wasn't really feeling up for it but didn't want to miss out so I went round to her flat.
I knocked on her door and was greeted with an amazing site - she was wearing a sheer top, panties and bra. She was so sexy! I went in and sat down on her sofa. I wasn't sure what to expect, whether we'd chat or anything but she stuck her tongue straight in my mouth and we started kissing. We started groping each other and I started sucking her large boobs. After about a minute of that, she got up and led me to her bedroom.
She got me to strip off and I didn't know what to expect. She stood and leaned against the wall, we kissed some more and she started to push my head down. I had no idea what she was up to, then looked down and saw her hard cock poking around her panties. I wondered what she was expecting and then my brain kicked in and realised she wanted me to suck her.
I went down onto my knees and, with some trepidation, I took her cock in my mouth. It was about 5" long, very hard and smooth. I couldn't believe it when I had it in my mouth and started sucking. My heart was pounding as I realised what I was doing and I was getting very hard too as I was so turned on. She was telling me how she liked it being sucked. I'd never done it before so I was apparently using my teeth although I wasn't aware that I was.
As I was sucking her cock, she then started slapping my face. Honestly, I could have cum right there I was so turned on and it felt so good. I sucked her balls and kissed and sucked her cock for about 10 minutes. She was moaning and seemed to enjoy it.
She then pulled back, and walked to her bed. She put a towel down on the bed. I lay down on my back. She asked whether I'd done envying like this before which I hadn't. She lubed her cock and got between my legs. They weren't far enough apart so she pushed them roughly and told me to relax. She then slowly pushed her cock into my arse. It felt so good as she started fucking me. Slowly at first but she sped up so she was fucking me hard. My ass kept contracting with pleasure as she fucked me. She pulled my legs over her shoulders so she fucked me deeper.
After a while he stopped and asked if she could fuck me doggy style. I bent over and she started fucking me. It really hurt so maybe I wasn't ready for that so we stopped and got on top and rode her. It was funny riding a hard cock as it'd always been the other way round! Again, it felt really good as I was grinding into her and acting like a total slut.
We went back to her fucking me when I was on my back. As she was fucking me I came. My cum flew up my body and a bit went in my mouth. She faced a bit more from my stomach into my mouth which was sexy. She fucked my ass for a couple more minutes before she came and licked the spunk off her cock.
It wa such a great experience. We met up a few more times before we lost touch. I'd love to do it again. It was so sexy!