I’d always been interested in shemales, but when I met Miss Ruby for the first time, I knew my feelings for her were more than just a passing fancy. She was really attractive, with long dark hair (blonde now), full lips and a great body. And as it goes, you start with live sex workers. This story is a bit of a fantasy. I meet her in front of the webcam and then we get into a bit of a fantasy together.
But what really caught my eye was her impressive endowment, proudly on display between her legs. I’d been thinking about her for weeks, and one day I decided to put on my “big-boys” shoes and just look her up at the club where she worked. And there she was, standing behind the bar. I couldn’t take my eyes off her and finally decided to walk up to her. She smiled at me and asked what I’d like to drink. I was really nervous and couldn’t get my words out, but eventually I stammered something about a beer. As she poured me a beer, she started chatting away.
I was surprised at how nice and funny she was, and we got on really well. After a few beers, the tension had completely disappeared. I decided to take my chances and ask her out. I was surprised when she said yes straight away, we agreed to meet at a local pub after her shift. The evening went by really quickly, before I knew it, it was late. Miss Ruby suggested we go to her flat, which I thought was a great idea.
Once we got there, we started kissing and ended up on her bed. As I kissed her and explored her body, I got more and more excited by her genitals. I was really looking forward to feeling it in my mouth. I started to give her a slow blowjob while my hands explored her bottom and breasts.
Miss Ruby let out a moan of pleasure, and her cock grew harder and harder in my mouth. She turned me onto my back and started riding me like a wildcat. I was amazed at how good it felt and how aroused I was. After a few minutes, she turned me around and started fucking me deep and hard, while licking and stroking my nipples.
Then the moment I’d been waiting for finally arrived. Miss Ruby asked me to have sex with her, and I couldn’t say no. I put some lube on my fingers and started to prepare her tight ass. She moaned with pleasure and asked me to go harder and deeper. With shaking hands, I finally managed to insert my erect penis into her. It was an incredible feeling – so tight and hot at the same time. We moved together seamlessly, and I could see that Miss Ruby was also quite the delight.
After a while, I felt like I was close to ejaculating, so I started thrusting faster and harder. I came in her ass, and Miss Ruby came over my belly at the same time. We collapsed into each other’s arms, spent but excited for what was to come. From that day on, I was hooked on Miss Ruby and our amazing sex. I never thought my love for shemales would make me so happy, but Miss Ruby was more than just a beautiful shemale with an amazing cock. She was the love of my life and I couldn’t wait to have many more adventures and fun with her.