Straight Male / 49
Came In Gf's Lover's Mouth
About 25 years ago I asked a woman I saw regularly as a grocery cashier out on a date. Cindy was surprised but flattered, and we had a good time out, though she confessed that she usually dated women. She was as little overweight with dark hair and a frequent smile, I was of average build with brown hair. Long story short, she found me attractive and we started having some good sex, including lots of 69ing, including once where we had an amazing mutual orgasm sucking each other off with her tits pressed into my pelvis.
She wasn't doing well financially, while I owned a small house, so out of concern I let her move in with me and pay almost nothing in rent. In retrospect this was a bad idea, because in the next few months we increasingly found we had less in common, something I perceived more than she, and she kept urging me to try harder on the relationship when this actually ended up turning me off more. One of our many disconnections was that she almost insatiably wanted vaginal intercourse, while I was both very afraid of having children and lost erections quickly with a condom on, so I couldn't do much to satisfy her there. She was open to oral and anal sex, but was often frustrated that I wouldn't do more PIV. I, OTOH, wanted blowjobs almost all the time, but got them only occasionally, and was willing to give her oral but more often than not she wanted to finish with PIV, which was usually not successful.
Eventually we slept separately and she began dating women again, including Charlotte, a young and very thin black girl who didn't talk very much. They mostly cuddled on the couch though I encouraged Cindy to do more with her, I told her I didn't mind and even found it exciting to imagine (or see) them playing around. Cindy was still interested in being with me so she asked if I would consider a threesome, noting though that she thought Charlotte wasn't interested in men so it would just be the two of us focusing on Cindy as the "hinge." I said it was worth a try though Charlotte would have to be comfortable being pretty close to a dick at times.
Apparently that was ok with Charlotte and the next time she came over the two of them cuddled on the couch for a bit and I watched them before we made the next move. Charlotte didn't pay much attention to me but the two them started kissing and fondling, which apparently Charlotte had been eagerly waiting to do. This turned me on so I started stroking myself, and Cindy quickly suggested we move to the bedroom. There we all quickly disrobed and Charlotte lay flat on the bed so Cindy could sit on her face while I stood in front of her so she could suck me into even more rigid hardness. I then suggested that Cindy and Charlotte eat each other, and I fuck Cindy from behind. Cindy turns around and soon they were munching each other's muffs as I slid a condom and and slid into Cindy's hot pink pussy, just an inch over Charlotte's mouth. I couldn't see this as well of course once I started fucking Cindy, but could feel my balls rub across Charlotte's forehead. The extra stimulation kept me harder than I otherwise would be, and if I held still I could even feel Charlotte's licking now and then, and her nose rubbing against my shaft, as she lapped at Cindy's clitoris just under my cock. Maybe my balls annoyed her a bit because she moved her hand under them to hold them up out of the way, and even though she wasn't squeezing or trying to turn me on this was a very pleasant touch which I enjoyed.
Cindy sometimes liked me to rub her clitoris with my cock head, so after a few minutes I pulled out, took the condom off, and pressed against both her clit and Charlotte's tongue. This felt incredibly good, though a little hard to aim consistently, and I ended up pulling back an inch to rub my dick across Charlotte's face. She didn't say anything but kept lapping at Cindy's pussy. Before long I heard them both moaning faster and shaking in orgasm, which made me stroke faster too and press harder against her tongue as I jerked into the conjoined wetness of her mouth and Cindy's vulva, and then started ejaculating all across all this warm pinkness and Charlotte's dark face. All three of us cried out with pleasure, and I ended by wiping my cock across Charlotte's forehead, leaving a little more semen on her previously dick-free face. Cindy quickly got off Charlotte, and seeing her face coated with my cum, started licking it off, admonishing me for this. Charlotte herself didn't complain, but then she didn't talk much to begin with so it's hard to reach much into that. Well, that was our first and only threesome, and I'm sure it didn't encourage Charlotte to get close to a dick again. If I did it over I would have left Charlotte alone more, maybe fucking Cindy in the asshole instead and depositing my sperm there where it could do no harm.
She wasn't doing well financially, while I owned a small house, so out of concern I let her move in with me and pay almost nothing in rent. In retrospect this was a bad idea, because in the next few months we increasingly found we had less in common, something I perceived more than she, and she kept urging me to try harder on the relationship when this actually ended up turning me off more. One of our many disconnections was that she almost insatiably wanted vaginal intercourse, while I was both very afraid of having children and lost erections quickly with a condom on, so I couldn't do much to satisfy her there. She was open to oral and anal sex, but was often frustrated that I wouldn't do more PIV. I, OTOH, wanted blowjobs almost all the time, but got them only occasionally, and was willing to give her oral but more often than not she wanted to finish with PIV, which was usually not successful.
Eventually we slept separately and she began dating women again, including Charlotte, a young and very thin black girl who didn't talk very much. They mostly cuddled on the couch though I encouraged Cindy to do more with her, I told her I didn't mind and even found it exciting to imagine (or see) them playing around. Cindy was still interested in being with me so she asked if I would consider a threesome, noting though that she thought Charlotte wasn't interested in men so it would just be the two of us focusing on Cindy as the "hinge." I said it was worth a try though Charlotte would have to be comfortable being pretty close to a dick at times.
Apparently that was ok with Charlotte and the next time she came over the two of them cuddled on the couch for a bit and I watched them before we made the next move. Charlotte didn't pay much attention to me but the two them started kissing and fondling, which apparently Charlotte had been eagerly waiting to do. This turned me on so I started stroking myself, and Cindy quickly suggested we move to the bedroom. There we all quickly disrobed and Charlotte lay flat on the bed so Cindy could sit on her face while I stood in front of her so she could suck me into even more rigid hardness. I then suggested that Cindy and Charlotte eat each other, and I fuck Cindy from behind. Cindy turns around and soon they were munching each other's muffs as I slid a condom and and slid into Cindy's hot pink pussy, just an inch over Charlotte's mouth. I couldn't see this as well of course once I started fucking Cindy, but could feel my balls rub across Charlotte's forehead. The extra stimulation kept me harder than I otherwise would be, and if I held still I could even feel Charlotte's licking now and then, and her nose rubbing against my shaft, as she lapped at Cindy's clitoris just under my cock. Maybe my balls annoyed her a bit because she moved her hand under them to hold them up out of the way, and even though she wasn't squeezing or trying to turn me on this was a very pleasant touch which I enjoyed.
Cindy sometimes liked me to rub her clitoris with my cock head, so after a few minutes I pulled out, took the condom off, and pressed against both her clit and Charlotte's tongue. This felt incredibly good, though a little hard to aim consistently, and I ended up pulling back an inch to rub my dick across Charlotte's face. She didn't say anything but kept lapping at Cindy's pussy. Before long I heard them both moaning faster and shaking in orgasm, which made me stroke faster too and press harder against her tongue as I jerked into the conjoined wetness of her mouth and Cindy's vulva, and then started ejaculating all across all this warm pinkness and Charlotte's dark face. All three of us cried out with pleasure, and I ended by wiping my cock across Charlotte's forehead, leaving a little more semen on her previously dick-free face. Cindy quickly got off Charlotte, and seeing her face coated with my cum, started licking it off, admonishing me for this. Charlotte herself didn't complain, but then she didn't talk much to begin with so it's hard to reach much into that. Well, that was our first and only threesome, and I'm sure it didn't encourage Charlotte to get close to a dick again. If I did it over I would have left Charlotte alone more, maybe fucking Cindy in the asshole instead and depositing my sperm there where it could do no harm.
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