I had always thought of myself as a dom. Wearing lingerie had never appealed to me, as a matter of fact, I always felt uncomfortable the few times I tried it. I demanded that my partners always wore lingerie for me, I love the feel and quite frankly, love cumming on lingerie being worn by my partners. Besides that, my play partners always had to be as femme as possible. I am most definitely not; I have a beard and a very rugged look. My fetish for lingerie was so great that I enjoyed fucking lingerie (dry humping) more than I enjoyed fucking my partners. It was a challenge growing up finding female partners in my life that could accommodate my fetish but find them I did.

When I began playing with crossdresser 10 or 15 years ago, it was great. Women in society were moving away from everyday silk and satin, drifting more towards the comfort of cotton and the likes. So, I found crossdressers most accommodating as they had such an appreciation for great lingerie. I continued to be able to play with femme gurls wearing silky, satiny lingerie and cumming on their sexy satin covered asses.

Recently, I had developed this keen interest in something that almost shocked me. I have never fucked a crossdresser and have received oral several times. I always played the role of a dom and preferred to be called ‘Daddy’, ‘Sir’, or ‘Master”. Oh, crossdressers are ever so sexy when they are submissive, and I train them how to dress for me. I began wondering what it would be like to have a cock dry hump me in lingerie and cum on me. To feel that hot cum seep through the silky material of lingerie against my skin.

I had arranged to meet someone I had a couple of previous encounters with. When I was with them before, they were submissive to me, dressed the way I liked, let me play with them, and cum on them. This time they agreed to help me out with my fantasy.

I arrived at their house, and she was dressed up like I had asked, a silky short housecoat, nice heels, her blonde wig, and some light make up. Her legs were covered in black nylon and damn she looked hot. I immediately took her in my arms, pinning her against the walls and kissed her. My hands were quickly on her ass, feeling the silkiness of her lingerie under her silky nightgown. The sensation of her layers of silkiness under my touch began to arouse me immediately, as it did her. I could feel her cock begin to harden under her lingerie next to mine hardening cock in my jeans.

Quickly we moved to her bedroom where I was undressed in short manner. I opened her housecoat revealing sexy tap pants and matching camisole worn over her pantyhose. When I stroked her crotch as she stroked my cock, I could feel that her cock was exposed through the pantyhose, she had cut an area of her pantyhose so her cock could be free. I was put on a nice pair of silky brief panties, becoming even more aroused as the silky material rested against my cock and my ass, and followed that with a silky half-slip. I reached inside her open silky housecoat, feeling the material against the outside of my hands as I grasped her satin covered ass, feeling that satin material against the taut nylon covering her ass. She reached around to my ass as we pulled each other closer, our hard cocks grinding through our material. Her hands felt good on my silky ass.

I led her to her dresser and I turned away from her, placing my hands on the top of her dresser. I sensed her pulling down her tap pants a little as she pressed her hard cock against my ass. Placing her cock between my butt cheeks as she began to slide her cock up and down my ass. She had a nice cock and I had enjoy stroking her cock on previous visits, it felt good in my grasp. She grabbed my hips as she started fucking the slip I was wearing. This was a new sensation for me, having a cock grind against me. Feeling my slip move against my panties with each of her thrusts felt great. I could feel her trying to press harder against me with each thrust as I felt the hardness of her cock with each long stroke she took against my slip. She then began to raise the slip while she was grinding against me, now against my panties. The removal of a layer, her cock pumping against my panties felt great as she picked up her tempo. I could hear in her breathing she was ready to cum and soon I could feel her cock pulsate against me as I felt that first initial spurt of cum land on the small of my back. Soon I felt a warm wet spot on my ass, seeping through the satiny material of my panties. I was experiencing what I had been doing to my sex partners all my life. And it felt fantastic.

I turned around and ordered her on her knees, enough said. She knew what to do. She pulled down my panties, just enough for my hard cock to be exposed, and began to suck my cock. As she did that, her hands grabbed my ass, smearing her cum on my satin ass. It didn’t take me long before I was shooting a big load down her throat.