Unexpected sex

wifeswolf

Experienced
Joined
Jun 6, 2016
Posts
71
Have any of you had sex with someone you never expected to hook up with? Maybe someone with a large age gap or that you though was out of your league, or simply was unattainable for any number of reasons. Tell of your encounter here.
 
When my wife was 39, we agreed that she could have sex with others, limited to one "date" with each man. She had a few dates with younger men in their 20s who called on the medical office where she worked. She never expected to have sex with the 65 year old doctor from another country who sometimes used their office to see patients. He asked her to be his escort to a big event, and she agreed. They ended up having great sex in his big penthouse apartment.
 
I had it happen twice.
First time, I went back to my hometown for a friend's wedding. Both he and his bride were HS sweethearts and her sister was a year ahead of us in HS. The sister was the cheerleader with the hot body that every guy wanted to date but most of us were too shy to even ask. There was a rumor going around that she was dating a guy in college, so even more likely unattainable.
At the reception, she actually approached me and started to chat. She seamed quite friendly. More so that she ever was when in HS. The bride and groom left for their honeymoon, the reception was winding down and she invited me and a few other people over to her house to continue the party.
We drank and played the staple of 80s games "Twister" and a bit of truth or dare and people started to leave. I was one of the last guests. The warm day had turned to a cold Ohio night and as I put my shoes on I muttered, "Damn, I don't want to go to that hotel." Mainly hating the idea of going out into the cold. As I was heading to the door, she grabbed my arm and pulled me back, "You don't have to go." she said. I stood in silence as she ushered the last guests out, then closed the door, turned and kissed me. It was passionate and lustful and lasted for what felt like an hour. We shed our clothes without words as we headed to the bedroom. The first time any one spoke was when I was naked and realizing I was not prepared and said, "I don't have protection." She said "You don't need it." and pulled me in the bed on top of her. The rest doesn't need description you all can imagine what 2 20somethings did. We tried a log distance romance, but you know how those thing go. But damn it was fun while it lasted.

Second time, was over 3 decades later. Raised 3 kids and wife and I were ready to explore our new freedom. Had a neighbor that we were very friendly with a divorced woman living alone that was over 10 years older than my wife. After inviting her to dinner, we enjoyed conversation and drinks ( Now too old for twister) and somehow the conversation turned to sex. When the topic of fantasies turned up I got nervous and thought that my wife would reveal that we had tried a 3some and a 4some, but she shocked me more when she blurted out, "I wanna make a woman cum...and I want to know what it feels like to get an orgasm by a woman. " (We talked about being honest with each other, but freeking hell.) The neighbor took it in stride and said "honey, let me show you. I know all the best spots. " She stood and reached for my wife's hand. My wife stood and they walked to the bedroom, our neighbor glancing back at me with a smile. One of the most erotic nights of my life. I didn't get to touch the neighbor, so by definition it wasn't having sex, but that night I didn't care. A couple of years later we moved out of state. Again it was fun while it lasted.
 
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When my wife was 39, we agreed that she could have sex with others, limited to one "date" with each man. She had a few dates with younger men in their 20s who called on the medical office where she worked. She never expected to have sex with the 65 year old doctor from another country who sometimes used their office to see patients. He asked her to be his escort to a big event, and she agreed. They ended up having great sex in his big penthouse apartment.
I like the occasional younger/ older sex. My wife has had men from 18 to 82 and I enjoyed women from 36 to 70....though in less numbers.
 
She was a friend in college. We worked together, partied together, hung out and listened to music together, but I was not attracted to her at all and I didn't know she was attracted to me. One afternoon during the summer, we were hanging out at her place drinking and listening to music. We were sitting on the cement of her patio when I feel her hand slide up the back of my shorts leg. I was a bit stunned and didn't know what to do, but being drunk at the time I didn't stop her either. Her hand continued up my leg and eventually found it's way inside the leg of my boxers and to my cock. I quickly became hard and she proceeded to stroke me. It felt so good that I let he continue. After a bit, we moved inside and she proceeded to jump me, kissing me hard. She quickly pulled off my shorts and proceeded to devour my cock with one of the best blowjobs I've ever had. When I got really close to cumming, I pulled out of her mouth and flipped her on her back. I roughly pushed her shirt and bra up and began sucking on her nipples. Then I yanked off her shorts, climbed on top and fucked her furiously until I came. Nothing ever happened again after that, but it did change our friendship a bit as we stopped hanging out together without anyone else there..
 
She was a friend in college. We worked together, partied together, hung out and listened to music together, but I was not attracted to her at all and I didn't know she was attracted to me. One afternoon during the summer, we were hanging out at her place drinking and listening to music. We were sitting on the cement of her patio when I feel her hand slide up the back of my shorts leg. I was a bit stunned and didn't know what to do, but being drunk at the time I didn't stop her either. Her hand continued up my leg and eventually found it's way inside the leg of my boxers and to my cock. I quickly became hard and she proceeded to stroke me. It felt so good that I let he continue. After a bit, we moved inside and she proceeded to jump me, kissing me hard. She quickly pulled off my shorts and proceeded to devour my cock with one of the best blowjobs I've ever had. When I got really close to cumming, I pulled out of her mouth and flipped her on her back. I roughly pushed her shirt and bra up and began sucking on her nipples. Then I yanked off her shorts, climbed on top and fucked her furiously until I came. Nothing ever happened again after that, but it did change our friendship a bit as we stopped hanging out together without anyone else there..
Ah yes...the NSTBA (not safe to be alone) relationship.
 
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