I was investigating the potential for a 3some with my girlfriend and another lady. My girlfriend removed her new thighhigh boots to get comfortable with the other woman. I had a few drinks and already knew the other woman was kinky, so I forced my feet into the boots (which was very difficult and uncomfortable) and did a little strut. It definitely intrigued both women. I stood on the bed, bracing against the ceiling, and had them lick the boots. It was established that the other woman was interested in being present, but not penetrated. My girlfriend went down on me for a bit, but my feet were pretty uncomfortable so I offered to go down on her. We then maneuvered into a cowgirl position, and I was so excited, I just pulled my girlfriend against me and slammed it out from underneath her. It was a good show for the visiting woman. We all cuddled together for a few minutes, but I still wanted more. I asked for a position recommendation, and a quick fluff up. Our 3rd party laid down on the edge of the bed, and asked my girlfriend to straddle her while I stand by the edge of the bed and take her from behind. It was great watching them kiss and touching their breasts while I'm lifting the shiny skirt and occasionally slapping her ass in a teasing manner. I hear them breathing frantically through a liplocked kiss, and then the moaning of our visiting vixen broke loose. I quickened my thrusts and watched both sets of legs quiver against each other. A few moments later, I was loudly moaning (nearly screaming) from the intense orgasming.

After some great cuddling, our friend had left. My lady and I were questioning who was doing what to induce the visitor's orgasming. After establishing that we put on a good show, and had some fun chemistry, we were ready for bed.

Since then, I've always had an interest in crossdressing for sex.

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