Getting older sucks!
I hooked up with an old girlfriend - I should say, a prior girlfriend - Stacy is 23 now, I think. We've had a contentious relationship since I first met her and some of her friends, back when they were a wild bunch of girls in high school. Originally I met Lauren through a woman I was seeing. Stacy was part of Lauren's group; she seemed to be the source for pot or ecstasy or whatever they were doing. Stacy is chubby, not particularly attractive; but she was all too happy to put out to the guys that the other girls attracted. I referred to her as a remora - but then so was I, I suppose. I fell hard for Lauren, who was way out of this old man's league.
Lauren was a confident, dominant girl even as a senior in high school. She convinced me to let her (and, embarrassingly, a few of the other girls) peg me at their parties. I became a novelty of sorts - the old guy willing to do anything for the chance of a fuck. So, Stacy took advantage. She would insult me about that, I would insult her about being overweight, and we would hook up occasionally. Eventually, when everyone went off to college - most of them out of state - Stacy's girl Mallory was the only one who didn't have the grades or the ambition to go. (Stacy had become a domme of sorts to Mallory, and kind of handed her over to me when she left for college.) If Stacy came back, I fucked her (or she sometimes fucked me.) We both used Mallory.
Well, Stacy came back last week, and it was a moment of extreme realization for me. The three of us hooked up and I got a motel room, as I've done in the past. Stacy let me know she'd brought her strap-on, and wanted to use it on me. I was fairly confident that I'd be the one fucking her - I'd dosed with Viagra. But then I couldn't seem to get hard. Stacy took full advantage. She had me lay on my back so she could jack me off as she pegged me...but then I got hard! She said "Well, you finally got it up!" <groan> She had Mallory, who had been sitting on my face, get on all fours. I began to fuck Mallory doggy-style as Stacy did the same to me. All was good - except I lost my erection before cumming. Another major humiliation! Stacy did a reach-around and eventually I got it up again, but she just jacked me off onto the sheets, continuing to peg me for another ten minutes or so after I'd shot my load. Then she fucked Mallory with the strap-on. All I could do at that point was watch.
Now I'm wondering if the humiliation from Stacy caused me to get it up. Or if I'll be able to get it up for Mallory, ever again? :( Mallory teased me that she wanted Stacy to leave her strap-on behind so she could do me. The thought has caused me to get hard a couple of times!
Lauren was a confident, dominant girl even as a senior in high school. She convinced me to let her (and, embarrassingly, a few of the other girls) peg me at their parties. I became a novelty of sorts - the old guy willing to do anything for the chance of a fuck. So, Stacy took advantage. She would insult me about that, I would insult her about being overweight, and we would hook up occasionally. Eventually, when everyone went off to college - most of them out of state - Stacy's girl Mallory was the only one who didn't have the grades or the ambition to go. (Stacy had become a domme of sorts to Mallory, and kind of handed her over to me when she left for college.) If Stacy came back, I fucked her (or she sometimes fucked me.) We both used Mallory.
Well, Stacy came back last week, and it was a moment of extreme realization for me. The three of us hooked up and I got a motel room, as I've done in the past. Stacy let me know she'd brought her strap-on, and wanted to use it on me. I was fairly confident that I'd be the one fucking her - I'd dosed with Viagra. But then I couldn't seem to get hard. Stacy took full advantage. She had me lay on my back so she could jack me off as she pegged me...but then I got hard! She said "Well, you finally got it up!" <groan> She had Mallory, who had been sitting on my face, get on all fours. I began to fuck Mallory doggy-style as Stacy did the same to me. All was good - except I lost my erection before cumming. Another major humiliation! Stacy did a reach-around and eventually I got it up again, but she just jacked me off onto the sheets, continuing to peg me for another ten minutes or so after I'd shot my load. Then she fucked Mallory with the strap-on. All I could do at that point was watch.
Now I'm wondering if the humiliation from Stacy caused me to get it up. Or if I'll be able to get it up for Mallory, ever again? :( Mallory teased me that she wanted Stacy to leave her strap-on behind so she could do me. The thought has caused me to get hard a couple of times!
8 months ago
