Bi-Sexual Male / 38
Playing For The Other Team
Several years ago, when my wife lost all interest in sex, I decided to look into what was going on with Craigslist, back when it was still alive. I found that men outnumbered women probably 50 to 1, so after several frustrating months I began to look at the men for men group.
I chatted with a few interesting ones, but they were always a bit pushy or kind of demanding until I found one guy about my age in the same situation. We chatted a lot about our sexual frustrations and shared some pics, finally I had the opportunities for him to come to my house. At first it was just mutual stroking but things progressed to the point where he wanted more.
One day he asked if I would consider wearing some sexy clothes for him. I had never done anything like that or even considered it, but I wanted to do whatever he wanted to get him hot, so I told him I would wear whatever he bought and gave him my sizes.
The next visit he had bought me a black 44GG bra, thong panties, and black thigh hi's. I was a bit taken back, but I tried them on and although looking somewhat amazonish, I have an athletic hard body and when he saw me his jaw dropped and he cock immediately got hard.
We had never kissed or really done anything passionate, but when he saw me he pretty much laid me down and attacked me, ending up with him putting his cock in my mouth. After a few minutes he flipped me over on all fours and took some lube and started fingering my ass. I told him I'm not so sure about this, but the more he did it, the better it felt.
He had conveniently brought a condom and put it on and started slowly putting the big head into me. He went very slow, allowing me to get used to it, once the head popped in, it hurt but I tried to relax and get used to it. He slowly started moving in and out of me a little bit at a time. After awhile it started feeling better and I began pushing back on him, that was his sign to start slowly fucking me.
I was already pouring out precum from him fingering my prostate, it felt really good, I imagine like a women's G spot, but when his cock hit it, after about 5 strokes I started cumming and squirting cum everywhere. He heard me cum and that sent him over the edge and he started slowly sliding it in and out all the way. After 10 strokes he started moaning, then grunting while he buried it in as deep as it could go and I could feel his cock throbbing inside me.
We collapsed on the bed and he started apologizing that he came so quick, but I told him dont worry about it, that it was flattering that he liked everything so much he couldn't hold back.
After a few months I had a couple of other guys contact me that were also interested in the dress up and we safely did it. The last guy tried to talk me into doing it without condoms and kept bugging me. We had gotten together a few times and he always respected my wishes about using one, but finally I said, you get tested and prove you are clean and I will let you.
I admit I was curious how it felt to have a man cum inside me so after he proved he was clean, I let him and I was not disapppointed. I teased him for a very very long time until he couldn't stand it anymore, his cock felt like it was a foot long and 8" around he was so heated up. When he finally entered me it felt so huge but felt wonderful. And when he came I could feel his cock jerking and spasming then his hot seed filling me up. I never thought he would stop, when he finally did it was already running out of me before he could pull out.
After that Craigslist went away and I did not feel like risking with anyone I couldn't trust, so I stopped meeting up, however those encounters set off a fetish of me continuing to wear the lingerie. I live near an area that is fairly rural, so I would wear my bra, thong, and thigh hi's and drive around dressed in that and nothing else. I guess that thought of getting caught and what might happen if I did was intriging.
The biggest thrill was a few close encounters. A deserted curvy country road wear I got out of my car and walked around in broad daylight dressed as a car pulled by. A national park where I did not notice a park ranger on a straight stretch and I know he saw me. That same park in a deserted parking lot where I got out and walked around in daylight where I didn't noticed a couple sitting on stairs near a hiking trail watching. I know they got an eyeful.
I would love to play with a couple sometime where the wife would love to see the husband fuck me while I was licking her.
Yeah my kink might have been a little odd, I dunno, but it was harmless and fun. I've since backed off a little and just do my dress up at home. Hope you liked....
I chatted with a few interesting ones, but they were always a bit pushy or kind of demanding until I found one guy about my age in the same situation. We chatted a lot about our sexual frustrations and shared some pics, finally I had the opportunities for him to come to my house. At first it was just mutual stroking but things progressed to the point where he wanted more.
One day he asked if I would consider wearing some sexy clothes for him. I had never done anything like that or even considered it, but I wanted to do whatever he wanted to get him hot, so I told him I would wear whatever he bought and gave him my sizes.
The next visit he had bought me a black 44GG bra, thong panties, and black thigh hi's. I was a bit taken back, but I tried them on and although looking somewhat amazonish, I have an athletic hard body and when he saw me his jaw dropped and he cock immediately got hard.
We had never kissed or really done anything passionate, but when he saw me he pretty much laid me down and attacked me, ending up with him putting his cock in my mouth. After a few minutes he flipped me over on all fours and took some lube and started fingering my ass. I told him I'm not so sure about this, but the more he did it, the better it felt.
He had conveniently brought a condom and put it on and started slowly putting the big head into me. He went very slow, allowing me to get used to it, once the head popped in, it hurt but I tried to relax and get used to it. He slowly started moving in and out of me a little bit at a time. After awhile it started feeling better and I began pushing back on him, that was his sign to start slowly fucking me.
I was already pouring out precum from him fingering my prostate, it felt really good, I imagine like a women's G spot, but when his cock hit it, after about 5 strokes I started cumming and squirting cum everywhere. He heard me cum and that sent him over the edge and he started slowly sliding it in and out all the way. After 10 strokes he started moaning, then grunting while he buried it in as deep as it could go and I could feel his cock throbbing inside me.
We collapsed on the bed and he started apologizing that he came so quick, but I told him dont worry about it, that it was flattering that he liked everything so much he couldn't hold back.
After a few months I had a couple of other guys contact me that were also interested in the dress up and we safely did it. The last guy tried to talk me into doing it without condoms and kept bugging me. We had gotten together a few times and he always respected my wishes about using one, but finally I said, you get tested and prove you are clean and I will let you.
I admit I was curious how it felt to have a man cum inside me so after he proved he was clean, I let him and I was not disapppointed. I teased him for a very very long time until he couldn't stand it anymore, his cock felt like it was a foot long and 8" around he was so heated up. When he finally entered me it felt so huge but felt wonderful. And when he came I could feel his cock jerking and spasming then his hot seed filling me up. I never thought he would stop, when he finally did it was already running out of me before he could pull out.
After that Craigslist went away and I did not feel like risking with anyone I couldn't trust, so I stopped meeting up, however those encounters set off a fetish of me continuing to wear the lingerie. I live near an area that is fairly rural, so I would wear my bra, thong, and thigh hi's and drive around dressed in that and nothing else. I guess that thought of getting caught and what might happen if I did was intriging.
The biggest thrill was a few close encounters. A deserted curvy country road wear I got out of my car and walked around in broad daylight dressed as a car pulled by. A national park where I did not notice a park ranger on a straight stretch and I know he saw me. That same park in a deserted parking lot where I got out and walked around in daylight where I didn't noticed a couple sitting on stairs near a hiking trail watching. I know they got an eyeful.
I would love to play with a couple sometime where the wife would love to see the husband fuck me while I was licking her.
Yeah my kink might have been a little odd, I dunno, but it was harmless and fun. I've since backed off a little and just do my dress up at home. Hope you liked....
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