It had been a hell of a year with a divorce, a new job that had me traveling more and having to move into shared housing because my ex was sucking my bank account dry. Carl, my roommate, was a decent enough guy. I found the room on dougslist.org and we seemed to be compatible. He was neat without being compulsive about it, was a working student and was not inclined to throw wild parties.
I had not been dating thanks to the bad break up, but in the two months I had been living there I had to admit I was feeling the lack of companionship and was rather horny.
I returned a day early from a business trip to Austin and arrived on a late evening flight. I drove home and went into the house, interesting that the lights were dim instead of off and in the living room I saw two woman engaged in oral sex. A brunette sat in one of our easy chairs with a red head kneeling in front of her with her head buried in the brunette's lap. Both were dressed in lingerie, the brunette in a blue brocaded corset, black stockings and patent high heels pumps with shoulder length hair slightly tussled from their activities, the red head with a page boy cut had on a white chemise and garters with stockings with white strap sandal heels. Porn played on the big screen where a couple were fucking reverse cowgirl and really going to town.
I was taken aback, as were the girls, although the red head looked a hell of a lot like Carl! I said "Excuse me, I did not wish in interrupt your fun," and quickly made my way into my room, slightly embarrassed by the situation. I heard muffled conversation from the front room, with snippets including, "He was supposed to be home tomorrow," and "He seemed ok with us playing," then a "I don't know, I'll ask him if you want me too." A few moments later I heard a tap at my door and a sexy ladylike voice asked if they could come in.
I opened the door and the red head stood in my door way of my room with a white satin robe covering her lingerie. It was Carl dressed and made up like a sexy red head. I said "Hello, we don't know each other but I am Carl's roommate Mark, and you are?"
"Linda" , she responded.
"Charmed," I said, taking her hand and kissing it, capturing a whiff of a floral perfume. I stammered "Sorry for interrupting your evening, I can just relax in here this evening to give you run of the house, by the way did Carl say when he would be home?"
"Tomorrow morning" said Linda "but you can get a hold of him by cell if need be."
"No, that's allright Linda, it can wait till later," I stated.
"Um," Linda started, "look, this is sort of weird but, my friend found you sort of attractive... and was wondering if you wanted to join us to play this evening?" She went on, "I know this scene might not be your cup of tea, but you are welcome to join us should you wish too."
I stood there for a moment, wondering if Linda / Carl had found out my secret that I actually fancied crossdressers and T-girls or was this just a unconscious stroke of synchronicity that I just happened to pick a roommate that was a crossdresser! I pondered for a moment the implications of having sex with my roommate and her friend and gave into temptation, throwing caution to the wind. "Linda," I said "I would be happy to join you, please let me grab a quick shower." She smiled, her eyes lighting up and she said "Great, don't linger too long, we're riled up and ready to go!"
I grabbed a towel and headed to the bathroom, showered quickly dried off and threw on a comfy shirt and boxer briefs and padded out into the living room. Linda had freshened up and touched her makeup up as had her friend. Linda introduced me to her playmate Nell.
Nell melted into my arms and kissed me with her crimson painted lips, her French manicured hands rubbed my chest, and she smelled faintly of jasmin blossoms, it was a powerful sensation to say the least and my erection swelled. Nell removed my shirt and knelt before me. Linda took Nell's place and kissed me passionately, our tongues entwining. Nell grabbed the waistband of my boxer briefs and pulled them down exposing my hard cock. She took the tip of my penis in her mouth and slowly slid it into her moist mouth, swelled with the feeling of it an a little pre-cum oozed from the tip. I ran my hands over Linda's hot sexy body as I felt Nell slide something around my shaft and tuck my balls through something cold and metallic. I broke away from my passionate kissing with Linda to see what it was.