The first time I had sex with a crossdresser. It was something I wanted to try, no maybe needed would be better
I had tried sex with other bi and gay guys and whilst I enjoyed the oral and anal part of the meet, I knew inside I wasn’t gay and whilst being with bi guys was great, I still wanted the feminine part.
Yep I was feeling a little confused and being married didn’t help that. When I got divorced things did change and whilst I was still using some cottaging locations for oral and even sometimes getting fucked I knew I wanted the touch of a women.
I found a crossdressing personals site one day whilst looking around and thought I would give it a try. The first thing that did surprise me was the diverse number of crossdressers, those that just wanted to wear knickers to crossdressers that you could easy mistake for a real woman, it’s those girls that caught my attention.
Sarah….Mmmmm what can I say around my age, long hair, makeup and loved to wear lingerie. She looked amazing and whilst she didn’t mention her cock she said the she love oral and anal and was versatile when meeting males. We started chatting and soon started to swap more sexy photos and FUCK what a cock and pussy she had, I knew I wanted her and even now just thinking back have a hard cock.
She didn’t go out but after messages and even talking on the phone she agreed to meet at her house and we both knew just what for. She did ask me to shave my cock as she loved sucking on a bare cock and balls which I was more than happy to do as she was also fully shaven.
Getting to her house I pulled up, walked in and almost came in my pants she looked so HOT. She was standing wearing a tiny bra & panties, stockings with suspenders and I could clearly see a hard cock being pushed against her knickers.
We both knew what we wanted and taking me by the hand took me upstairs and sitting on the bed I knelt in front of her cock and kissed her legs getting to an erect cock now waiting for my open mouth. I was able to take most of her in as I was used to sucking a cock and she tasted amazing and even rewarded me with a little pre cum that’s was so sweet.