CL Memories #1 - Crossdresser (True Story)
I used to get a lot of fun out of CL. I'll post some short stories about some of my experiences there. I sure do miss it. This happened about 10 years ago. I was divorced and living alone, and playing whenever I got the hots and had a good opportunity.
I checked CL one weekend night to see if there was any fun to be had, and found a post from a crossdresser visiting a nearby city and looking for company. She (I'll use that pronoun here) had a room in a local motel for the night. I responded to the ad with a nude of my body, and she wrote back a short while later telling me the motel and room number. The motel was one of the less expensive chains with outside entrances to the rooms, but a decent and safe place. It was later in the evening, after dark, so I put some condoms and lube in my jacket pocket and headed over.
I parked in the back, well out of sight of the street, and walked to the room. She answered my knock dressed in sexy lingerie, wearing a blonde wig. She was no spring chicken, probably in her early 40s, but I was in my 50s, so I had nothing to complain about. She was shorter than me, and very slender, with a nice fuckable ass. She was in black - bra, stockings, and garter belt, with no panties. Her small hairless cock hung flaccid between her thighs.
When I got inside the room there was another man there, naked from the waist down. I didn't mind sharing, so I sat down to watch them get back to what they were doing. He was younger and bigger than me, but visibly smaller where it counted. She sat on the edge of the bed, got him between her legs, and went to sucking his cock. After a few minutes he was fully hard, and she put a condom on him, then got up on all fours.
She moaned as his cock entered her. He slid in slowly, going balls deep in her ass. They were obviously enjoying themselves. I undressed to join in. I got completely naked, leaving my clothes on a chair in the corner. Stroking my cock, I moved to the head of the bed in her line of sight. I didn't want to interrupt them or spoil his fun, just show them that I was ready if they wanted me to join.
It was her party, and she was moaning her pleasure as he pounded her boy-pussy. She saw my erect, shaved cock, and eventually motioned me onto the bed. I lay down on my back and slid down until my cock was under her face. She was really into what she was feeling at her other end, and slid her mouth down over my bare cock. She put one hand at the base and stroked it with her hand and mouth together. I just lay back and put a pillow under my head, and enjoyed his thrusts pushing her mouth down on my dick. The other guy smiled - I guess he was enjoying the spit-roast as much as I was.
He fucked her ass for 10 minutes or so at a varying pace, then began to speed up his thrusts. She was holding my shaved balls as she sucked me. I could see the look of concentrated pleasure and impending orgasm on his face. He was holding her hips and pounding as deep as he could go. Finally he grunted and pulled her tight against him as he filled his condom with cum. I was in no hurry as long as my prick was in her mouth. I just watched as he pumped a few more times, then withdrew and went off to the bathroom. He came back within a minute or two, and started dressing, and she got off the bed to shepherd him to the door. I told him I didn't mind if he stayed, but he said he was done.
Then he was gone and it was just us two. I got up and got a condom out of my jacket, then asked her to get on top and ride me. I slipped the condom on and lay back. She got a bottle of lube and covered my rod with it, then knelt over me and slowly slid down onto me, taking me all the way in within a couple of strokes. We fucked that way for a few minutes, then I wanted on top. I rolled her onto her back without slipping out, put her legs over my elbows and began pounding down into her tight little hole. It wasn't too long until I was cumming. I let go of her legs, lay down on top of her and kissed her neck while I enjoyed the feeling of cumming in a tight hole.
After a few minutes that way I got up and went to dispose of the condom. I came back into the room and she was lying where I'd left her, on her back in the middle of the bed. I sat down to enjoy the afterglow and we chatted a little. She told me where she was from, and that she came to town every few months to get a room and live out her gurly fantasies. I moved over to the bed with her as we talked and began caressing her boy parts. She didn't start getting hard, so I assumed that reciprocation wasn't in her playbook for the night. I, however, did start getting hard, and asked if she was up for another round. She smiled and said yes.
I pulled another condom out, then went back to stand by the bed while she sucked me to a full stand. When I was ready I slipped the condom on and got her on all fours. I slid right into that wonderfully tight spot and started fucking. Soon I was driving her forward across the bed. We wound up with her flat on her belly, me on top of her fucking deep into her. Being older, I just couldn't get to that second cum. Eventually I just lay on top of her for a few minutes, enjoying her tightness. Then I got up, disposed of the condom, and started getting dressed.
When I was ready, she guided me to the door, and kissed my cheek. I told her to keep my email for the next time she was in town, but I never heard from her again. I sure would like to.
I checked CL one weekend night to see if there was any fun to be had, and found a post from a crossdresser visiting a nearby city and looking for company. She (I'll use that pronoun here) had a room in a local motel for the night. I responded to the ad with a nude of my body, and she wrote back a short while later telling me the motel and room number. The motel was one of the less expensive chains with outside entrances to the rooms, but a decent and safe place. It was later in the evening, after dark, so I put some condoms and lube in my jacket pocket and headed over.
I parked in the back, well out of sight of the street, and walked to the room. She answered my knock dressed in sexy lingerie, wearing a blonde wig. She was no spring chicken, probably in her early 40s, but I was in my 50s, so I had nothing to complain about. She was shorter than me, and very slender, with a nice fuckable ass. She was in black - bra, stockings, and garter belt, with no panties. Her small hairless cock hung flaccid between her thighs.
When I got inside the room there was another man there, naked from the waist down. I didn't mind sharing, so I sat down to watch them get back to what they were doing. He was younger and bigger than me, but visibly smaller where it counted. She sat on the edge of the bed, got him between her legs, and went to sucking his cock. After a few minutes he was fully hard, and she put a condom on him, then got up on all fours.
She moaned as his cock entered her. He slid in slowly, going balls deep in her ass. They were obviously enjoying themselves. I undressed to join in. I got completely naked, leaving my clothes on a chair in the corner. Stroking my cock, I moved to the head of the bed in her line of sight. I didn't want to interrupt them or spoil his fun, just show them that I was ready if they wanted me to join.
It was her party, and she was moaning her pleasure as he pounded her boy-pussy. She saw my erect, shaved cock, and eventually motioned me onto the bed. I lay down on my back and slid down until my cock was under her face. She was really into what she was feeling at her other end, and slid her mouth down over my bare cock. She put one hand at the base and stroked it with her hand and mouth together. I just lay back and put a pillow under my head, and enjoyed his thrusts pushing her mouth down on my dick. The other guy smiled - I guess he was enjoying the spit-roast as much as I was.
He fucked her ass for 10 minutes or so at a varying pace, then began to speed up his thrusts. She was holding my shaved balls as she sucked me. I could see the look of concentrated pleasure and impending orgasm on his face. He was holding her hips and pounding as deep as he could go. Finally he grunted and pulled her tight against him as he filled his condom with cum. I was in no hurry as long as my prick was in her mouth. I just watched as he pumped a few more times, then withdrew and went off to the bathroom. He came back within a minute or two, and started dressing, and she got off the bed to shepherd him to the door. I told him I didn't mind if he stayed, but he said he was done.
Then he was gone and it was just us two. I got up and got a condom out of my jacket, then asked her to get on top and ride me. I slipped the condom on and lay back. She got a bottle of lube and covered my rod with it, then knelt over me and slowly slid down onto me, taking me all the way in within a couple of strokes. We fucked that way for a few minutes, then I wanted on top. I rolled her onto her back without slipping out, put her legs over my elbows and began pounding down into her tight little hole. It wasn't too long until I was cumming. I let go of her legs, lay down on top of her and kissed her neck while I enjoyed the feeling of cumming in a tight hole.
After a few minutes that way I got up and went to dispose of the condom. I came back into the room and she was lying where I'd left her, on her back in the middle of the bed. I sat down to enjoy the afterglow and we chatted a little. She told me where she was from, and that she came to town every few months to get a room and live out her gurly fantasies. I moved over to the bed with her as we talked and began caressing her boy parts. She didn't start getting hard, so I assumed that reciprocation wasn't in her playbook for the night. I, however, did start getting hard, and asked if she was up for another round. She smiled and said yes.
I pulled another condom out, then went back to stand by the bed while she sucked me to a full stand. When I was ready I slipped the condom on and got her on all fours. I slid right into that wonderfully tight spot and started fucking. Soon I was driving her forward across the bed. We wound up with her flat on her belly, me on top of her fucking deep into her. Being older, I just couldn't get to that second cum. Eventually I just lay on top of her for a few minutes, enjoying her tightness. Then I got up, disposed of the condom, and started getting dressed.
When I was ready, she guided me to the door, and kissed my cheek. I told her to keep my email for the next time she was in town, but I never heard from her again. I sure would like to.
5年前
