Straight Male / 49
This is embarrassing because it involves something I deal with at the house, and although I haven't gotten caught yet, it is something I have worried about, and one day, I am paranoid my wife may say something about it.
About a year ago, one of my daughter's friends Stephanie spent the night. This wasn't a big deal. She'd spent the night hundreds of times. The only difference that night was, that it went beyond just an overnight. I know, as does my daughter's friends, that Stephanie has been very sexually active over the last couple of years that we've known her. She's not afraid to admit it. And it's open knowledge, that she's been with at least 8 or 9 guys. Now, that might not sound like much, but considering she's only 16, well yeah, you do the math.
The night she stayed over, we were all joking about stuff, making cracks, being dirty and perverted, and we were just doing what we do when friends stay over. Yeah, I know it's inappropriate, to joke and make sexual comments to teenagers, but if you knew the circle of friends, you'd get it. It's really not that big of a deal, and them all knowing me as well as they do, nobody really thought anything about it.
After the girls went to bed, I was in the den, and Stephanie came in. We were sitting there talking, and she came onto me. Hard. I resisted. She pursued it. She persisted. And I'm not sure why I was stupid enough to do it, but her and I wound up half dressed. She was wearing a cute pair of panties and a bra, and all I had on was my normal night stuff, shorts and a t-shirt. When I saw her standing there, a skinny petite teenager, with size 34 C boobs (I'm guessing), and a small round little firm ass, and flat stomach, all I could think about was my dick. That was it.
We ended up fooling around pretty hot and heavy. And not 15-20 minutes into it, she says to me she wants to fuck. I said to her it wasn't possible. And she smiles and says "well I figured you and the missus didn't use protection. I always have some" and we stopped. Actually stopped in the midst of doing what we were, and started talking. She ensured me, and confided in me, that she's always safe, uses precaution, and she's clean. I had no reason to not believe her, but considering her age, "if" it ever got out, well yeah, you get the idea. I'm literally and royally fucked.
As we were laying there, I'm looking at this cute little 16 year old body, and I couldn't even imagine, even knowing that she'd slept with other guys, what on earth that would feel like entering her, licking her, eating her, finger fucking her, or anything else. She just looked at me, and kind of smiled and said to me "I'm not gonna tell someone. I'm horny. I really want you. I mean I really want you" to which I answered "I don't mean to sound like a jerk, but is it me, or is it just a hormone thing?" She came onto me. Very hard. And she said "No. It's you. I've been with 9 guys. I won't lie. But never someone your age, and nobody ever that really knew what the fuck they were doing".
I couldn't resist. Not 2 minutes later, I have her naked on the floor, and started going all over her. I went crazy. I did everything I could, and licking her cute little snatch of pussy hair, and fingering her, I got her to cum. Fuck it was awesome. Just watching her tremble, shake, and moan. And when she was done, she sat up, and was breathing heavy. She said to me "Now you glad you did this?" to which I just shrugged and said "Yeah. And if anyone finds out, I'm done". She just laughed and said "well I'm not telling nobody. Are you?" and I just laughed and said "UH NO?" and we kind of laughed it off.
Taking off my underwear, she kind of looked at me and said to me "You wanna put it on?" I kind of shrugged and just off hand said "Why don't you?" I'll be damned if she didn't unwrap it, take it out, and said "come here". I did. I was on my knees. She unwrapped it, and pulled it all the way down. Tightened it, and kind of gave it a tug, laughed and said "all good"
When I got her on her back, and slid inside her, it was so fucking tight, I was worried I was going to pop instantly. I held off. And I surprised myself, honestly, for lasting as long as I did. When I got her to cum again, I saw her shaking, and I told her I was gonna go. She was moving her hips, and I blew. Emptied everything I had into the condom. Finished. Kind of laid there. Later, we got cleaned up, talked a bit, and she said "thanks" as she walked out of the room. Made me feel kind of weird afterwards. It was so nonchalant.
Now the weird part. For whatever reason, and embarrassing as shit, when my wife came home the next morning, I was laying in bed. I'd cleaned up, made sure there were no signs of what I'd done the previous night, and for whatever reason, she came onto me. Working overnights, this never happened. I mean never. She got me going, and got me hard. She takes off her clothes, and says she's horny as hell and wants to fuck. She said she wanted to get off before she went to bed.
I honestly made her cum like 6 times. I'm finger fucking her, I'm making out with her, we're kissing hot and heavy, I've got my dick in her, and I'm thrusting away. And after she'd gotten off, she says to me "why don't you? I wanna feel it". I'll be damned, swear to God I could not cum. I couldn't do it. No matter what I did. I tried. I closed my eyes. Told her to close her eyes. I kept pounding. She asked if I wanted to do it doggie style. I said yes.
Something about looking at her ass, bigger hips, and not the round petite ass of Stephanie that I'd had my hands on, it didn't do it. I literally could not cum. And my wife says to me "I get it. You're tired. It's early morning. I know I woke you up. Sorry I didn't let you sleep". I just kind of laughed and said no. I said "give me time. Don't you worry" and I kind of laughed about it. And she said OK.
I closed my eyes. And I kept thrusting. I had to stop, slow down, and start up again. And then I started fantasizing about Stephanie. I was thinking about my dick sliding inside her, watching it thrust inside her little teenage pussy, as I watched her ass, rocking my hands on her hips. Thinking about that, I fucking blew. I unloaded everything I had in my wife's pussy. I couldn't control it.
When I got done, I was standing there, shaking and my knees trembling. And all I could do was think how fucking embarrassing that was. I couldn't even cum fucking her, without thinking about another chick.
When we got into bed, she said to me "don't worry. I know shit happens. Don't feel bad. It's not like it happens all the time". In her eyes, I probably looked like a big ass failure, embarrassed as fuck, for not being able to blow my load.
Yeah. Embarrassed the shit out of me. I can't imagine what she even thinks...
About a year ago, one of my daughter's friends Stephanie spent the night. This wasn't a big deal. She'd spent the night hundreds of times. The only difference that night was, that it went beyond just an overnight. I know, as does my daughter's friends, that Stephanie has been very sexually active over the last couple of years that we've known her. She's not afraid to admit it. And it's open knowledge, that she's been with at least 8 or 9 guys. Now, that might not sound like much, but considering she's only 16, well yeah, you do the math.
The night she stayed over, we were all joking about stuff, making cracks, being dirty and perverted, and we were just doing what we do when friends stay over. Yeah, I know it's inappropriate, to joke and make sexual comments to teenagers, but if you knew the circle of friends, you'd get it. It's really not that big of a deal, and them all knowing me as well as they do, nobody really thought anything about it.
After the girls went to bed, I was in the den, and Stephanie came in. We were sitting there talking, and she came onto me. Hard. I resisted. She pursued it. She persisted. And I'm not sure why I was stupid enough to do it, but her and I wound up half dressed. She was wearing a cute pair of panties and a bra, and all I had on was my normal night stuff, shorts and a t-shirt. When I saw her standing there, a skinny petite teenager, with size 34 C boobs (I'm guessing), and a small round little firm ass, and flat stomach, all I could think about was my dick. That was it.
We ended up fooling around pretty hot and heavy. And not 15-20 minutes into it, she says to me she wants to fuck. I said to her it wasn't possible. And she smiles and says "well I figured you and the missus didn't use protection. I always have some" and we stopped. Actually stopped in the midst of doing what we were, and started talking. She ensured me, and confided in me, that she's always safe, uses precaution, and she's clean. I had no reason to not believe her, but considering her age, "if" it ever got out, well yeah, you get the idea. I'm literally and royally fucked.
As we were laying there, I'm looking at this cute little 16 year old body, and I couldn't even imagine, even knowing that she'd slept with other guys, what on earth that would feel like entering her, licking her, eating her, finger fucking her, or anything else. She just looked at me, and kind of smiled and said to me "I'm not gonna tell someone. I'm horny. I really want you. I mean I really want you" to which I answered "I don't mean to sound like a jerk, but is it me, or is it just a hormone thing?" She came onto me. Very hard. And she said "No. It's you. I've been with 9 guys. I won't lie. But never someone your age, and nobody ever that really knew what the fuck they were doing".
I couldn't resist. Not 2 minutes later, I have her naked on the floor, and started going all over her. I went crazy. I did everything I could, and licking her cute little snatch of pussy hair, and fingering her, I got her to cum. Fuck it was awesome. Just watching her tremble, shake, and moan. And when she was done, she sat up, and was breathing heavy. She said to me "Now you glad you did this?" to which I just shrugged and said "Yeah. And if anyone finds out, I'm done". She just laughed and said "well I'm not telling nobody. Are you?" and I just laughed and said "UH NO?" and we kind of laughed it off.
Taking off my underwear, she kind of looked at me and said to me "You wanna put it on?" I kind of shrugged and just off hand said "Why don't you?" I'll be damned if she didn't unwrap it, take it out, and said "come here". I did. I was on my knees. She unwrapped it, and pulled it all the way down. Tightened it, and kind of gave it a tug, laughed and said "all good"
When I got her on her back, and slid inside her, it was so fucking tight, I was worried I was going to pop instantly. I held off. And I surprised myself, honestly, for lasting as long as I did. When I got her to cum again, I saw her shaking, and I told her I was gonna go. She was moving her hips, and I blew. Emptied everything I had into the condom. Finished. Kind of laid there. Later, we got cleaned up, talked a bit, and she said "thanks" as she walked out of the room. Made me feel kind of weird afterwards. It was so nonchalant.
Now the weird part. For whatever reason, and embarrassing as shit, when my wife came home the next morning, I was laying in bed. I'd cleaned up, made sure there were no signs of what I'd done the previous night, and for whatever reason, she came onto me. Working overnights, this never happened. I mean never. She got me going, and got me hard. She takes off her clothes, and says she's horny as hell and wants to fuck. She said she wanted to get off before she went to bed.
I honestly made her cum like 6 times. I'm finger fucking her, I'm making out with her, we're kissing hot and heavy, I've got my dick in her, and I'm thrusting away. And after she'd gotten off, she says to me "why don't you? I wanna feel it". I'll be damned, swear to God I could not cum. I couldn't do it. No matter what I did. I tried. I closed my eyes. Told her to close her eyes. I kept pounding. She asked if I wanted to do it doggie style. I said yes.
Something about looking at her ass, bigger hips, and not the round petite ass of Stephanie that I'd had my hands on, it didn't do it. I literally could not cum. And my wife says to me "I get it. You're tired. It's early morning. I know I woke you up. Sorry I didn't let you sleep". I just kind of laughed and said no. I said "give me time. Don't you worry" and I kind of laughed about it. And she said OK.
I closed my eyes. And I kept thrusting. I had to stop, slow down, and start up again. And then I started fantasizing about Stephanie. I was thinking about my dick sliding inside her, watching it thrust inside her little teenage pussy, as I watched her ass, rocking my hands on her hips. Thinking about that, I fucking blew. I unloaded everything I had in my wife's pussy. I couldn't control it.
When I got done, I was standing there, shaking and my knees trembling. And all I could do was think how fucking embarrassing that was. I couldn't even cum fucking her, without thinking about another chick.
When we got into bed, she said to me "don't worry. I know shit happens. Don't feel bad. It's not like it happens all the time". In her eyes, I probably looked like a big ass failure, embarrassed as fuck, for not being able to blow my load.
Yeah. Embarrassed the shit out of me. I can't imagine what she even thinks...
