Straight Male / 45
About 6 months ago, after flirting, some serious teasing, joking, and sexual innuendos, I had sex with one of my daughter's friends. She's 17, so she's legal age, but I hesitated even then. The reason being, quite honestly, is that she's had issues in her personal life, she's had problems in the past, and her parents have some serious problems. It's the truth. Nothing I'm terribly worried about, because there's nothing they can say or do to me. The worst case, if things were "found out", they went to my wife about it, it could finally separate us, and the misery I've lived in for years, having to hide sexual encounters outside of the house, because my wife simply don't have the interest in doing anything anymore as she's gotten older (I've checked into it, and I know she's not cheating. It's literally that she has no sex drive). So yeah. It's there. I've done stuff to keep my hormones going.
And the sexual encounter I had 6 months ago (one of many with this girl) was some of the most stimulating sex I've had in years. She's about 5 foot 7, she's got a skinny body, intensely flat stomach, thighs that I licked up and down, and a very thick blonde/brown pubic hair busy. It was the hottest fucking thing that turned me on. But one thing that really got me going, was when she pulled her bra off, and I'm not kidding, swear to God, she had the most perfect boobs I've ever seen on a girl under 25. Firm, round, very budding, perfect nipples, and everything else.
Doing oral, finger play and messing around, I made her cum at least 6 times. She told me a guy had never done half of the stuff I'd done, and when we finally had sex, I won't lie. The first time, I came in about 2 minutes. When I entered her, it was the most sexually stimulating thing I'd felt in years. Her pussy was so intense. I couldn't hold back. But about 45 minutes later, we did multiple positions, and I came harder than I ever had in my life. Regardless of how many different girls I've had sex with.
We've since had sex about a dozen times, and physically, when she grabs my ass, thrusts me deep and hard inside her, I can literally feel the ropes of cum shooting and my body shaking so hard I can feel my knees trembling. It's intense and it's fucking dirty, sexy and hot as hell, knowing I'm fucking one of my daughter's friends.
But what's ironic, is that's not even the reason for this confession. It's the fact that I want to confess something deep, dirty and dark that happened last night. It actually involved having sex with my wife, whom I rarely get the chance to have sex with. I'm not sure what sparked her hormones, or what got her going, but when I went to bed, she was all over me. And although I've had better, I won't lie (because I enjoy teenage sex. It's just a fetish and enjoyable pleasure of mine), last night was actually pretty good. But what made it better? The dirty thoughts I had coursing through my head while we were doing things.
The friend of my daughter and I have sex, but I use condoms. I have always done that with younger girls, with exception of one (whom I know is on the pill and it's a turn on for me, having an orgasm in such a young girl, knowing the risk), but the girl I've been discussing in here, no, we don't cross that line. I've just taken extra precautions. However, last night, when my wife and I were having sex? I was fantasizing about it being my daughter's friend Samantha and crossing that line.
When I was doing oral on my wife, I went down on her, and I kept licking her clit, and telling her "You taste so sweet. It's really amazing. I love having the chance to be with you like this", fantasizing it was Sam and her bush of pubic hair between her legs. And as things progressed, it was the same way. I kept fantasizing about the other girl. But what made it the most amazing? When I heard my wife tell me she wanted me to go inside her and she wanted me to cum really badly. Now that's normal, because we've been together so long, no pills or birth control required. Not a big deal.
Except this time, I did something I've done a few times with other girls (using condoms). Except I was raw. I was using my hands, and I was stroking myself, and I was telling her "I'm going to stroke myself, and I'm going to get ready to orgasm, and when I do, I'm going to put it inside you, and I'm going to let it shoot up in you. Is that ok?" and my wife said yes. Except when I was stoking myself, I was fantasizing it was Samantha's naked body underneath me, and my cock up inside her pussy, fucking her for the first time raw.
When I finally stroked it long enough, I was ready, and I was going to explode, so fantasizing it was Sam, I slid inside my wife's pussy, and was stroking with my left hand, while holding myself up with my right hand on the pillows, and my bare cock inside her.
I heard my wife make a comment "that feels so good. Its' going to make you cum isn't it?" And I said yes. I almost said Samantha's name. I had to hold back, but when I came? I shook so hard, I could feel my whole body trembling. I emptied out, and I haven't felt my dick go so limp so soft so quickly.
I have masturbated twice today, and Samantha told me she's on the pill. I haven't done that without a condom, but in truth, I really want to enter inside her, slide my dick inside that brown/blonde pubic hair bush, and I want to cum inside her. I want to do it so bad I can feel it.
Pretty sad to have to get through sex like that, fantasizing dirty taboo shit with teenage girls in order to cum.
And the sexual encounter I had 6 months ago (one of many with this girl) was some of the most stimulating sex I've had in years. She's about 5 foot 7, she's got a skinny body, intensely flat stomach, thighs that I licked up and down, and a very thick blonde/brown pubic hair busy. It was the hottest fucking thing that turned me on. But one thing that really got me going, was when she pulled her bra off, and I'm not kidding, swear to God, she had the most perfect boobs I've ever seen on a girl under 25. Firm, round, very budding, perfect nipples, and everything else.
Doing oral, finger play and messing around, I made her cum at least 6 times. She told me a guy had never done half of the stuff I'd done, and when we finally had sex, I won't lie. The first time, I came in about 2 minutes. When I entered her, it was the most sexually stimulating thing I'd felt in years. Her pussy was so intense. I couldn't hold back. But about 45 minutes later, we did multiple positions, and I came harder than I ever had in my life. Regardless of how many different girls I've had sex with.
We've since had sex about a dozen times, and physically, when she grabs my ass, thrusts me deep and hard inside her, I can literally feel the ropes of cum shooting and my body shaking so hard I can feel my knees trembling. It's intense and it's fucking dirty, sexy and hot as hell, knowing I'm fucking one of my daughter's friends.
But what's ironic, is that's not even the reason for this confession. It's the fact that I want to confess something deep, dirty and dark that happened last night. It actually involved having sex with my wife, whom I rarely get the chance to have sex with. I'm not sure what sparked her hormones, or what got her going, but when I went to bed, she was all over me. And although I've had better, I won't lie (because I enjoy teenage sex. It's just a fetish and enjoyable pleasure of mine), last night was actually pretty good. But what made it better? The dirty thoughts I had coursing through my head while we were doing things.
The friend of my daughter and I have sex, but I use condoms. I have always done that with younger girls, with exception of one (whom I know is on the pill and it's a turn on for me, having an orgasm in such a young girl, knowing the risk), but the girl I've been discussing in here, no, we don't cross that line. I've just taken extra precautions. However, last night, when my wife and I were having sex? I was fantasizing about it being my daughter's friend Samantha and crossing that line.
When I was doing oral on my wife, I went down on her, and I kept licking her clit, and telling her "You taste so sweet. It's really amazing. I love having the chance to be with you like this", fantasizing it was Sam and her bush of pubic hair between her legs. And as things progressed, it was the same way. I kept fantasizing about the other girl. But what made it the most amazing? When I heard my wife tell me she wanted me to go inside her and she wanted me to cum really badly. Now that's normal, because we've been together so long, no pills or birth control required. Not a big deal.
Except this time, I did something I've done a few times with other girls (using condoms). Except I was raw. I was using my hands, and I was stroking myself, and I was telling her "I'm going to stroke myself, and I'm going to get ready to orgasm, and when I do, I'm going to put it inside you, and I'm going to let it shoot up in you. Is that ok?" and my wife said yes. Except when I was stoking myself, I was fantasizing it was Samantha's naked body underneath me, and my cock up inside her pussy, fucking her for the first time raw.
When I finally stroked it long enough, I was ready, and I was going to explode, so fantasizing it was Sam, I slid inside my wife's pussy, and was stroking with my left hand, while holding myself up with my right hand on the pillows, and my bare cock inside her.
I heard my wife make a comment "that feels so good. Its' going to make you cum isn't it?" And I said yes. I almost said Samantha's name. I had to hold back, but when I came? I shook so hard, I could feel my whole body trembling. I emptied out, and I haven't felt my dick go so limp so soft so quickly.
I have masturbated twice today, and Samantha told me she's on the pill. I haven't done that without a condom, but in truth, I really want to enter inside her, slide my dick inside that brown/blonde pubic hair bush, and I want to cum inside her. I want to do it so bad I can feel it.
Pretty sad to have to get through sex like that, fantasizing dirty taboo shit with teenage girls in order to cum.
