Bi-Sexual Male / 52
Dry Spell
A few years back, when Craigslist was still alive, I was going through a prolonged dry spell. My FWB had moved away for work and the wife was more like living with your sister than a wife. I found myself going months without, and it was really getting annoying.
On CL I noticed the overwhelming number of M2M looking rather than F2M, so my curiousity lead me to browse the listings. I came across a few guys that looked interesting and found one in particular that sounded like he was in the same situation. He was a professional guy, in banking, his wife was no longer interested in sex, and he was needing some.
We chatted off and on for several weeks, he made it clear that he was a top and was more into women but was having trouble finding any that were interesting to him. We started getting together a few times for pretty vanilla visits, mutual jo, bj, etc.
Finally one time when we were finished he asked if I would be interested in anal and said it would really turn him on if I wore some women's lingerie. I'd never thought about it, but I enjoyed our sessions and said I would consider it if it really turned him on.
After that we had a weekend night when our wives were out of town and we would have extended play time. He got a hotel room and asked me to wear thigh hi's, panties, and a bra. Since he went to the trouble of getting a room, I told him I would if it was a big deal to him, and he said yes and was very excited.
I showed up at his room in white thigh hi's, a bra, and panties under my sweats after I'd a couple of drinks to ensure I'd go through with it. When I got there he was already nude, but to my surprise he had brought a friend who was also nude.
As soon as I stepped in, they just said "wow!!!!" and the next 3 hours were a sexual blur, hands all over me, cocks in my of my hands, kissing and sucking and raging hard cocks in my mouth.
Finally they pulled me up on all fours, my friend behind me and his friend in front of me. We had traded health check tests weeks ago so I knew he was safe. I felt a large cold glob of lube on my ass and him working it in to me. Meanwhile I knew what his friend wanted.
He eased his cock in me very slowly while I took his friends smaller cock in my mouth. Pretty soon he picked up the pace and started fucking me for real while his friend kept getting more and more aroused and held my head face fucking me.
I could feel my friends balls slapping up against mine burying his cock in me and his friend's cock kept getting harder and bigger.
Finally my friend started grunting and moaning and ramming his cock deep in me saying he was going to cum. Just then his friend started unloading stream after stream in my mouth. Hearing his friend cum set him off and I felt a flood of warmth deep inside me, he was filling me with his cum.
They both froze up, jerking and throbbing trying to push their cum deeper. After a minute or two they both started getting soft and we all collapsed on the bed.
I swallowed as much as I could, I could feel my friends cock soften and his cock and cum slide out of me. We all laid there for about 20 minutes, then cleaned up and had some drinks.
We all took a shower and after his friend left I sucked him off one more time before we parted ways for the evening.
I would have never thought it would have led to my only threesome ever. It was fun... We continued our fun for a few more months till he had to move for work. I never did any bi stuff again. At least so far, lol...
On CL I noticed the overwhelming number of M2M looking rather than F2M, so my curiousity lead me to browse the listings. I came across a few guys that looked interesting and found one in particular that sounded like he was in the same situation. He was a professional guy, in banking, his wife was no longer interested in sex, and he was needing some.
We chatted off and on for several weeks, he made it clear that he was a top and was more into women but was having trouble finding any that were interesting to him. We started getting together a few times for pretty vanilla visits, mutual jo, bj, etc.
Finally one time when we were finished he asked if I would be interested in anal and said it would really turn him on if I wore some women's lingerie. I'd never thought about it, but I enjoyed our sessions and said I would consider it if it really turned him on.
After that we had a weekend night when our wives were out of town and we would have extended play time. He got a hotel room and asked me to wear thigh hi's, panties, and a bra. Since he went to the trouble of getting a room, I told him I would if it was a big deal to him, and he said yes and was very excited.
I showed up at his room in white thigh hi's, a bra, and panties under my sweats after I'd a couple of drinks to ensure I'd go through with it. When I got there he was already nude, but to my surprise he had brought a friend who was also nude.
As soon as I stepped in, they just said "wow!!!!" and the next 3 hours were a sexual blur, hands all over me, cocks in my of my hands, kissing and sucking and raging hard cocks in my mouth.
Finally they pulled me up on all fours, my friend behind me and his friend in front of me. We had traded health check tests weeks ago so I knew he was safe. I felt a large cold glob of lube on my ass and him working it in to me. Meanwhile I knew what his friend wanted.
He eased his cock in me very slowly while I took his friends smaller cock in my mouth. Pretty soon he picked up the pace and started fucking me for real while his friend kept getting more and more aroused and held my head face fucking me.
I could feel my friends balls slapping up against mine burying his cock in me and his friend's cock kept getting harder and bigger.
Finally my friend started grunting and moaning and ramming his cock deep in me saying he was going to cum. Just then his friend started unloading stream after stream in my mouth. Hearing his friend cum set him off and I felt a flood of warmth deep inside me, he was filling me with his cum.
They both froze up, jerking and throbbing trying to push their cum deeper. After a minute or two they both started getting soft and we all collapsed on the bed.
I swallowed as much as I could, I could feel my friends cock soften and his cock and cum slide out of me. We all laid there for about 20 minutes, then cleaned up and had some drinks.
We all took a shower and after his friend left I sucked him off one more time before we parted ways for the evening.
I would have never thought it would have led to my only threesome ever. It was fun... We continued our fun for a few more months till he had to move for work. I never did any bi stuff again. At least so far, lol...
- That's Juicy! 25
- Remove It! 6
