My playmate and her roommate

So I thought it was time to share a story from my past. It was about early winter. I was flush with money from my day job and from my bouncing gig the night before, so I went to check out the hookers that worked by day. I drove around for a couple of hours and spotted a few promising possibilities. I finally narrowed it down to one particularly fine girl, with long wavy dark hair, slender waist and hips, and a set of tits that had to be seen to be believed. I pulled over on a side street near her and walked up to talk to her. Once we were both satisfied that neither one was a cop, we discussed a price. She was wanting about twice the going rate, but I knew from experience that she wouldn’t make any money wanting that much. I said that I would pay the normal rate, but I would also pay for a room for her to use for the day. She explained that her price included going to her place where she knew she wouldn’t be busted or interrupted. Well, that sounded better, but we still haggled down to a more agreeable amount, about twenty over the normal rate.

We went to my car and drove to her place, a little bungalow-type house not too far from where I found her. We went inside and I sat on the couch. She locked and bolted the door and started taking her clothes off and I put the money on the table. She stripped down to her bra and panties and then came over to me and started stripping me down to nothing. By the time I was naked, I was harder than Chinese algebra. She started squeezing and pumping my cock and took one of my hands and slid it into her panties and put the other one on her chest (Once she got that close, I found out she was sporting a rack of 36E’s! Yummy!). While we sat there and masturbated each other, we didn’t realize that her roommate had come in through the back door. Her roommate apparently watched us for a bit. As we were getting to the point of no return, her roommate stepped out with a smile. The sudden appearance spooked us both and put a damper on our activities. The roommate was a tall, beautiful blonde with great legs and an ample chest. Not as ample as my playmate’s, but still nice. She smiled and told us to go ahead. My playmate started stroking me, getting me hard again. I watched the roommate as she tugged on each side of her skirt and her panties slid to the floor. She sat down in the chair across from us and rubbed herself through the skirt. My playmate kept playing with me, then stopping, and then play some more, then stopping again. It was driving me crazy, but it felt so damn good. I kept rubbing her clit through the panties, and she was wetter than any woman I had ever encountered. She used one hand to undo her bra, finally taking it off and revealing her big, dark nipples. I latched on and started sucking those beautiful nipples and she moaned deeply.

While I suckled her, she told the roommate to get comfortable and join in, if she wanted. The roommate undid her blouse and took off her bra. I glanced over and realized that her ample chest came from implants. Well-done, but definitely implants. Not that I cared at the moment. My playmate kept me at a fever’s pitch and told her roommate to take off the skirt and join us on the couch. Then she whispered in my ear that her roommate had something special under the skirt. The roommate walked over to us and slid the skirt off, revealing a cock that was almost as big as mine! She was a shemale, and stunning one at that! There was a moment of hesitation on all our parts, they were waiting for my reaction and I was stunned, but still rock-hard. They held their breath, and I came back to my senses, and realized that this beautiful creature wasn’t any less lovely for having a cock. I reached out and touched her, wrapping my pussy-juice slicked hand around her dick. We all breathed a sigh of relief and the roommate sat down next to me, so I could keep stroking her cock. My playmate positioned herself so that she could keep stroking me while her roommate fingered her. We kept playing with each other for a long while, and then suddenly, my playmate dipped her head down into my lap and started sucking my cock. Her roommate moved so she was sitting on the back of the couch, where I could get a good close look at her hard dick. That’s when I discovered that I have a definite Bi-side. I wanted to suck her cock the way my playmate was sucking on mine (For the record, I have no desires or inclinations for a male, but shemales turn me on something fierce! I guess as long as it looks female, I don’t care what equipment they have).

I took the plunge and started sucking her cock, doing the things that I know I love to have done when my cock is being sucked. She moaned deeply and grabbed my head. I opened my mouth wider and tried to relax my throat so she could get in deeper like she wanted. My playmate flicked her eyes up and saw what I was doing and deep throated me. All of us were moaning and squirming with pleasure. I knew we were all getting close.

My playmate stopped sucking my cock and begged the both of us to jerk off on her huge tits and hard nipples. She wanted to watch us cum and feel the hot semen splash on her boobs. Her roommate pulled her cock out of my mouth and we both stood over her, standing next to each other, jerking our cocks. The roommate put her arm around my waist and I put mine around hers, and my playmate had two fingers in her pussy while her free hand was squeezing her tits.

Suddenly, the roommate and I stiffened up and came at the same time, all over my playmate’s huge boobs, and we were both so turned on that we shot enormous loads. As our hot cum splashed all over my playmate, she gasped and started cumming herself. She squirted all over her legs and the floor. When we were all finished, she started licking our cocks clean, and then we all kissed. We were all more than a little relieved at the way things had turned out. While I had paid the playmate that first time, we all were very attracted to each other and started seeing each other regularly. I managed to get my playmate a job at my day job and introduced her to my boss at the strip club, so she didn’t have to hook anymore. We had a lot of fun for almost a year, and then they both decided to go to LA and get into the Porn business. I decided to not go with them, and sometimes I regret it, but the memory of that first encounter turns me on to this very day.