In our twenties when we were partying regularly, we had a pretty tight group of friends. One of the guys was very socially awkward. Nicest guy you’d ever meet but always ended up the butt of jokes due to his awkwardness but he was always ok with it. He held his own. He was in decent shape and not a bad looking dude but due to just being a goofball he never had a girlfriend. Every once in a while if the conversation was centered on dating or the couples relationships in our group of friends he’d chime in with “yeah I wouldn’t know” or the like and always made me feel a bit bad for him. When it was just us guys we’d sometimes talk about our sex lives and he once confided that he was still a virgin and had never had more than a kiss with a girl.
When we’d be out late sometimes he’d get a bit drunk and come back to my place with me and my wife (girlfriend at the time) so he wouldn’t have to drive. We’d have a few drinks and often times I’d end up the third wheel while he chatted with my wife about how lonely he was.
During this time I developed a fantasy scenario that I still think about now 10-15 years later. He comes back to our place and we have a nightcap or two. Then my wife and I go to bed. She mentions as she usually did how she felt bad for him. Then I suggest “we’ll maybe you can help him out?” She’d ask “what like set him up with a girl?” And I’d say “no not with his relationship issues, just that he’s a virgin”. She’d be offended and appalled at first but id just explain that it was strictly a favor and didn’t mean anything. And due to the alcohol flowing all night she’d consider it and eventually give in. She would get out of bed and strip naked and exit the bedroom and I’d lay there and listen as she made her way to our couch where he slept. I’d here her awake him and as he started to speak shush him and tell him not to worry. That I was ok with it. Then I’d hear the sound of her undoing his belt and pulling his jeans down. Then the wet sounds of her sucking his cock. It would be too much to just hear so id creep to the edge of the hall where I could see. He would be feeling her tits and moaning as she stroked his cock and took it into her mouth. Then she’d lay him down and climb on top of him. Id watch as she reached down and put his hard dick to her pussy lips and lowered herself down onto it. She’d ride him and his hands would be all over her ass and tits. After a couple minutes he’d stop her and say he was gonna come and she’d get off quickly and take his dick into her mouth as he shot his load down her throat. She’d swallow and give him a Pat on the head. I’d escape back to the room and she’d come back and find me there where I could finish her off. The next day I’d wake my buddy up and take him to his car and ask how his night was. I’d tell him I knew and it was cool and that no one should be a virgin at our age and tell him he definitely owed me a beer or two.
|