Straight Male / 46
I'm 46 years old. My fantasy, quite honestly, for years, has always been to fuck one of my daughter's friends. I know that it is something a guy "my age" should not openly discuss or admit, but I can't help it. She has a lot of really cute friends, some that aren't as cute as others, and a couple that, for whatever reason, sexually, their body, their build, their boob size, what they look like in bikinis, just does it for me. I cannot say how many times I have masturbated at night, fantasizing about fucking them. I've seen them in bathing suits. I've seen them flirting with each other, pretending to make out with each other, and they've flirted with me harmlessly. I've even overheard conversations with a couple of them saying "I bet he'd be one hell of a fuck. Come on. His personality, his attitude, the way he flirts? I bet he'd tear that pussy up in bed and you'd cum for an hour" and they'd laugh, and go about their business. And yes. It got me thinking about what in God's name it'd be like to be inside one of those teenagers, fucking her consistently, making her cum like she's never done, and fucking her like no lame ass high school kid ever could.
About 3 weeks ago, the fantasy was on the table. Literally in front of me. My daughter had fallen asleep, and I'd helped her up to her room. I came back down, and her friend Sarah was sitting on the couch. The conversation turned pretty serious and sexual, and I actually asked her "so what's this conversation about someone fucking you or your friends, and tearing someone's pussy up" and she's very blunt. She just shrugged and said it's been an open conversation. We know you're married, but can tell you and the wife aren't anything alike. Knowing your personality, we've always had bets that you'd be a wild fuck in bed. I just laughed and said well yeah, I think I do OK. Sarah looked at me and said do tell? You like eating pussy? I said yeah. I love it. I can eat pussy for an hour. That stopped her. And she said a guy has never gone down on her. I looked at her and said never? She said no. I just said oh man, you have no clue what you're missing. She hesitated, and then said she'd like to find out. I knew it was right there. I beat around the bush. The reason for it? I didn't want her to say something to my daughter, my wife find out, call me a sick fuck, a perverted asshole or whatever. So we just talked, and kind of beat around it for a bit. She asked me other questions. I asked her some questions, and at one point, it was there. Right there. And I was too chicken to act on it. I could tell she was disappointed, and said well it's been fun, I'm gonna go crash. See ya in the morning. About 5 minutes after she went up, I cranked up some porn, pulled up a young one, and masturbated fantasizing I was fucking her.
Sarah is about 5'10. She's big boned, built very well physically, likes two piece bikinis, and the only thing is, a bit too much of a stomach to wear that. But she really doesn't care. She wears normal high school girl clothes, and looks good in them for her body size. Amazing fucking tits. I'm not kidding. She's got probably 40D boobs, and they look fucking great in a bikini. She looks sexy as fuck with her hair down, with her big chest, and her physical body. My daughter has even made off the wall comments that her boyfriend is a lame fuck, and that he's boring as hell, and she's basically tolerating him to have someone there when she gets horny. And I laughed when my daughter says but ten minutes doesn't take care of horny. My body is weird. If I masturbate, and then I have sex, I can literally go for an hour without cumming again. I don't know why. It's happened for years. If I know I might fuck someone, I will literally fantasize, watch some porn, or whatever, blow my load, and then that night, I can do whatever I want, until I'm good and ready to cum. I've even had girls tell me they've never had a guy last as long as I have until I came. I just smile and say lucky I guess. I've never told a soul what I do, or why I can do that.
Last weekend, I knew my wife was working. Sarah and my daughter were going swimming in our pool. Hanging out, and Sarah was going to spend the night. Honestly, that afternoon after mowing the lawn, I masturbated in the shower, fantasizing I took her two piece bikini off and I fucked her in the pool. One of the most massive orgasms I'd had in a long time in the shower or anywhere. It was enough to buckle my knees. And when she came into the house wearing that bikini, I don't think my dick had gotten that hard again that quickly in a long time. I just blew it off, but later that night, the girls were crashed out in the living room after watching a movie. My daughter fell asleep, and I helped her upstairs. I came down, and Sarah was on the couch watching a movie. I initiated a conversation with her, and we ended up talking about the "almost" that didn't happen the last time she was over. And she came right out and eventually asked me "I know you're married. But have you ever had interest in other girls?" I said yeah. She was surprised. and I said I can't help it. It's a hormone thing. I don't get it as much as I want, and that's the truth. So why wouldn't I? I'm a guy. Guys get dumb. She laughed and said yeah. And then said "ever about anyone you shouldn't?" I looked right at her and said "you". That stopped her. And she said no way. I said yeah. She didn't say anything. And I said forget it. She said NO NO NO. I don't wanna forget it. That's kinda kinky. Tell me? So I did. I opened up to her. Fearful it might come out, hesitant it'd get weird. She might tell my daughter, my wife or someone. And I said the last time you initiated it, I knew you were pushing that way. I'm pretty sure. And she said yeah. I said it's not you. It's me. Not sure that it'd be what you want. And she laughed and said well, depending on what you think. Or comparing to the ten minutes that it lasts with my boyfriend. But sure. I guess I'd get it.
I was sitting there and Sarah said "would you ever or have you thought about having sex with me?" I looked at her and said yes. Something about you does it. I can't explain it. I just don't know. But knowing you, wondering what it'd be like before, leading up to it, during after, all that" and she said same. I've always wondered. I have. She's 17, and about the same size as me. I'm 5'10 and about 180. She would be almost the same size. I wanted to. Afraid that it would come back to kick me in the ass, but I wanted to know what it was like. I said it's not a possibility here. It's just not a good idea. She looked up the stairs and said I think we'd have enough time. It's not like we'd ever really have a chance to get alone. But I get it. I said I don't know. I really don't. But in reality, I desperately wanted to have sex with her. But I said are you on birth control or the pill? Or anything? Because her mom and I don't use. You know? And Sarah nodded and said I am. But I have condoms in my purse. My boyfriend won't have sex without them. Ever. I said I understood. And she said I've never had sex without a condom. But I would. And she stopped.
We stood there awkwardly, and I kissed her hesitantly. I'd known this girl for four years. It was weird. At first. She kissed back. I started kissing her more, she opened her mouth, and slid her tongue inside my mouth. And it started. My hand wandered around her ass, up her back, and up her shirt. I heard her moan slightly. I pushed against her, and ran my hands around her front, up her stomach, across her stomach, and up across her bra. I grazed her big tits with my fingers, and we kissed harder. She pulled back and said God Matt. That felt amazing. Weird, but amazing. And I just said can we do more? She nodded. I kissed her again. Looked up the stairs, and as my fingers grazed across her stomach, I pulled her shirt up and off, staring at her big tits in her bra. She reached back and unhooked up, and I shit you not, at least a 40D chest. Big round huge nipples, firm and brown. No sag, no droop, just amazing fucking tits. I sucked a nipple. She leaned back. I cupped it with my hand. Sucked harder. I reached down while I was, and I pulled her shorts down. She was wearing plain white underwear. I looked, and I felt myself getting hard. I could see pubic hair underneath. I pulled them down, and she had a thick bushy patch of brown pubic hair covering her pussy. I felt my dick thrust against my shorts. I stood up, and we started kissing again. She was naked. I reached down and pulled my shorts and boxers off, and stood there naked against her.
As the kissing got harder, we wound up on the living room floor. I was laying on top of her, kissing, and I felt my dick push against her pubic hair. She spread her legs, and I pushed slightly. I felt it go a bit inside, and I held back. She said it's OK. I pushed a bit farther, and I stopped.
I pulled back, spread her bigger thighs, and I buried my face between her legs. I heard her instantly go "oh my God" and I ate her out for nearly 15 minutes. I mad Sarah cum at least 5 times licking her pussy, rubbing her pubic hair, touching her vaginal lips with my fingers, and I inserted my tongue inside her at one point and felt her soaking my mouth with her wetness. When I was done, I climbed up, and was on my knees. She sat up, and said jesus. I've never had that. Ever. That was the first time. Oh my God. That felt amazing. I just looked at her and smiled and said well I can do more if you'd want. She said really? You're serious? I laughed and said yes. And when I went between her bigger legs and thighs, I ate her again for probably 10 more minutes. I made her cum at least 3 more times. Shuddering, shaking, and panting.
I was so hard. I was shaking and my body was trembling. I was laying next to her, and she spread her legs. I climbed on top, and said I can use a condom. She shook her head and said no. I said are you sure? She said yes.
When I entered her pussy, it was intense. She was soaking wet, and it felt so amazing. I went all the way inside her, instantly. It fit all the way inside her. I pulled back, and watched my dick go in her, and out of her, and in her again. When I finally went all the way in Sarah, I was laying on top of her bigger body, and I felt us together. She was kissing me, and when she stopped, she said "God. You are oh my god. Incredible". I just said well that's good. It's nice to know. and I pushed. I saw her face contort, and she said geez. If you do that, I don't know... I pushed again, and I saw her go "oh god. Oh god' and I felt her pussy tighten up against me. I felt it wrap me. And squeeze. Her face was crunched up, my dick deep inside her teenage pussy, and she was cumming intently.
When she was done, I moved upwards, and pulled out a bit. Saw my dick enter her pubic hair, and go into her pussy. And I kept doing this for probably 5 minutes or so. Kept going slowly, and then I'd enter her again. I heard her gasp. I looked at her and said can I? She said you mean? I said yes. I said can I? She said yes. I'm sure. You can.
I kept pushing and pulling. I watched it. And then I felt it. As I entered Sarah the last time, I felt it build, and I gasped and said oh God Sarah. I'm going to cum. I thrust. I squirted. I kept entering her, and saying oh my God. I'm cumming inside you. Oh my God. I'm cumming. It kept squirting. I felt it shooting deep inside her, and after a couple of minutes, I grunted, and kind of wound up laying on top of her.
She was laying there and said holy jesus. You were amazing oh my god incredible. Shit. I've never had sex like that. Is it always that good? Are you? Like seriously? I laughed and said well I think so. It's usually how it lasts. I think normally. And she said you always do oral? I said yes. I told her i loved it as much as I did fucking. Except cumming of course. We both laughed.
We both kind of looked up the stairs, and I said yeah. We should probably. I stood up, I was soaked and dripping. We got a towel, and cleaned ourselvese off. I watched her dress, and when she was walking out of the room, I went up behind her, put my hands around her, squeezed her boobs, and said you ok? she said oh believe me, God yes. And she looked at me and said that's not going to be just a one time thing is it? I was surprised. I said why? Would you want to do it more? She laughed and said sweet jesus, if it's like that? Yes. I mean that sincerely.
I cannot wait until next time. Sarah honestly was an amazing fuck for a teenage girl. I'd never taken a risk with someone without using a condom, but God she felt so amazing. I should feel guilty. But she's alaays physically turned me on in ways others don't, and I just hope she won't say anything to the wrong person, because I desperately want to fuck her again.
About 3 weeks ago, the fantasy was on the table. Literally in front of me. My daughter had fallen asleep, and I'd helped her up to her room. I came back down, and her friend Sarah was sitting on the couch. The conversation turned pretty serious and sexual, and I actually asked her "so what's this conversation about someone fucking you or your friends, and tearing someone's pussy up" and she's very blunt. She just shrugged and said it's been an open conversation. We know you're married, but can tell you and the wife aren't anything alike. Knowing your personality, we've always had bets that you'd be a wild fuck in bed. I just laughed and said well yeah, I think I do OK. Sarah looked at me and said do tell? You like eating pussy? I said yeah. I love it. I can eat pussy for an hour. That stopped her. And she said a guy has never gone down on her. I looked at her and said never? She said no. I just said oh man, you have no clue what you're missing. She hesitated, and then said she'd like to find out. I knew it was right there. I beat around the bush. The reason for it? I didn't want her to say something to my daughter, my wife find out, call me a sick fuck, a perverted asshole or whatever. So we just talked, and kind of beat around it for a bit. She asked me other questions. I asked her some questions, and at one point, it was there. Right there. And I was too chicken to act on it. I could tell she was disappointed, and said well it's been fun, I'm gonna go crash. See ya in the morning. About 5 minutes after she went up, I cranked up some porn, pulled up a young one, and masturbated fantasizing I was fucking her.
Sarah is about 5'10. She's big boned, built very well physically, likes two piece bikinis, and the only thing is, a bit too much of a stomach to wear that. But she really doesn't care. She wears normal high school girl clothes, and looks good in them for her body size. Amazing fucking tits. I'm not kidding. She's got probably 40D boobs, and they look fucking great in a bikini. She looks sexy as fuck with her hair down, with her big chest, and her physical body. My daughter has even made off the wall comments that her boyfriend is a lame fuck, and that he's boring as hell, and she's basically tolerating him to have someone there when she gets horny. And I laughed when my daughter says but ten minutes doesn't take care of horny. My body is weird. If I masturbate, and then I have sex, I can literally go for an hour without cumming again. I don't know why. It's happened for years. If I know I might fuck someone, I will literally fantasize, watch some porn, or whatever, blow my load, and then that night, I can do whatever I want, until I'm good and ready to cum. I've even had girls tell me they've never had a guy last as long as I have until I came. I just smile and say lucky I guess. I've never told a soul what I do, or why I can do that.
Last weekend, I knew my wife was working. Sarah and my daughter were going swimming in our pool. Hanging out, and Sarah was going to spend the night. Honestly, that afternoon after mowing the lawn, I masturbated in the shower, fantasizing I took her two piece bikini off and I fucked her in the pool. One of the most massive orgasms I'd had in a long time in the shower or anywhere. It was enough to buckle my knees. And when she came into the house wearing that bikini, I don't think my dick had gotten that hard again that quickly in a long time. I just blew it off, but later that night, the girls were crashed out in the living room after watching a movie. My daughter fell asleep, and I helped her upstairs. I came down, and Sarah was on the couch watching a movie. I initiated a conversation with her, and we ended up talking about the "almost" that didn't happen the last time she was over. And she came right out and eventually asked me "I know you're married. But have you ever had interest in other girls?" I said yeah. She was surprised. and I said I can't help it. It's a hormone thing. I don't get it as much as I want, and that's the truth. So why wouldn't I? I'm a guy. Guys get dumb. She laughed and said yeah. And then said "ever about anyone you shouldn't?" I looked right at her and said "you". That stopped her. And she said no way. I said yeah. She didn't say anything. And I said forget it. She said NO NO NO. I don't wanna forget it. That's kinda kinky. Tell me? So I did. I opened up to her. Fearful it might come out, hesitant it'd get weird. She might tell my daughter, my wife or someone. And I said the last time you initiated it, I knew you were pushing that way. I'm pretty sure. And she said yeah. I said it's not you. It's me. Not sure that it'd be what you want. And she laughed and said well, depending on what you think. Or comparing to the ten minutes that it lasts with my boyfriend. But sure. I guess I'd get it.
I was sitting there and Sarah said "would you ever or have you thought about having sex with me?" I looked at her and said yes. Something about you does it. I can't explain it. I just don't know. But knowing you, wondering what it'd be like before, leading up to it, during after, all that" and she said same. I've always wondered. I have. She's 17, and about the same size as me. I'm 5'10 and about 180. She would be almost the same size. I wanted to. Afraid that it would come back to kick me in the ass, but I wanted to know what it was like. I said it's not a possibility here. It's just not a good idea. She looked up the stairs and said I think we'd have enough time. It's not like we'd ever really have a chance to get alone. But I get it. I said I don't know. I really don't. But in reality, I desperately wanted to have sex with her. But I said are you on birth control or the pill? Or anything? Because her mom and I don't use. You know? And Sarah nodded and said I am. But I have condoms in my purse. My boyfriend won't have sex without them. Ever. I said I understood. And she said I've never had sex without a condom. But I would. And she stopped.
We stood there awkwardly, and I kissed her hesitantly. I'd known this girl for four years. It was weird. At first. She kissed back. I started kissing her more, she opened her mouth, and slid her tongue inside my mouth. And it started. My hand wandered around her ass, up her back, and up her shirt. I heard her moan slightly. I pushed against her, and ran my hands around her front, up her stomach, across her stomach, and up across her bra. I grazed her big tits with my fingers, and we kissed harder. She pulled back and said God Matt. That felt amazing. Weird, but amazing. And I just said can we do more? She nodded. I kissed her again. Looked up the stairs, and as my fingers grazed across her stomach, I pulled her shirt up and off, staring at her big tits in her bra. She reached back and unhooked up, and I shit you not, at least a 40D chest. Big round huge nipples, firm and brown. No sag, no droop, just amazing fucking tits. I sucked a nipple. She leaned back. I cupped it with my hand. Sucked harder. I reached down while I was, and I pulled her shorts down. She was wearing plain white underwear. I looked, and I felt myself getting hard. I could see pubic hair underneath. I pulled them down, and she had a thick bushy patch of brown pubic hair covering her pussy. I felt my dick thrust against my shorts. I stood up, and we started kissing again. She was naked. I reached down and pulled my shorts and boxers off, and stood there naked against her.
As the kissing got harder, we wound up on the living room floor. I was laying on top of her, kissing, and I felt my dick push against her pubic hair. She spread her legs, and I pushed slightly. I felt it go a bit inside, and I held back. She said it's OK. I pushed a bit farther, and I stopped.
I pulled back, spread her bigger thighs, and I buried my face between her legs. I heard her instantly go "oh my God" and I ate her out for nearly 15 minutes. I mad Sarah cum at least 5 times licking her pussy, rubbing her pubic hair, touching her vaginal lips with my fingers, and I inserted my tongue inside her at one point and felt her soaking my mouth with her wetness. When I was done, I climbed up, and was on my knees. She sat up, and said jesus. I've never had that. Ever. That was the first time. Oh my God. That felt amazing. I just looked at her and smiled and said well I can do more if you'd want. She said really? You're serious? I laughed and said yes. And when I went between her bigger legs and thighs, I ate her again for probably 10 more minutes. I made her cum at least 3 more times. Shuddering, shaking, and panting.
I was so hard. I was shaking and my body was trembling. I was laying next to her, and she spread her legs. I climbed on top, and said I can use a condom. She shook her head and said no. I said are you sure? She said yes.
When I entered her pussy, it was intense. She was soaking wet, and it felt so amazing. I went all the way inside her, instantly. It fit all the way inside her. I pulled back, and watched my dick go in her, and out of her, and in her again. When I finally went all the way in Sarah, I was laying on top of her bigger body, and I felt us together. She was kissing me, and when she stopped, she said "God. You are oh my god. Incredible". I just said well that's good. It's nice to know. and I pushed. I saw her face contort, and she said geez. If you do that, I don't know... I pushed again, and I saw her go "oh god. Oh god' and I felt her pussy tighten up against me. I felt it wrap me. And squeeze. Her face was crunched up, my dick deep inside her teenage pussy, and she was cumming intently.
When she was done, I moved upwards, and pulled out a bit. Saw my dick enter her pubic hair, and go into her pussy. And I kept doing this for probably 5 minutes or so. Kept going slowly, and then I'd enter her again. I heard her gasp. I looked at her and said can I? She said you mean? I said yes. I said can I? She said yes. I'm sure. You can.
I kept pushing and pulling. I watched it. And then I felt it. As I entered Sarah the last time, I felt it build, and I gasped and said oh God Sarah. I'm going to cum. I thrust. I squirted. I kept entering her, and saying oh my God. I'm cumming inside you. Oh my God. I'm cumming. It kept squirting. I felt it shooting deep inside her, and after a couple of minutes, I grunted, and kind of wound up laying on top of her.
She was laying there and said holy jesus. You were amazing oh my god incredible. Shit. I've never had sex like that. Is it always that good? Are you? Like seriously? I laughed and said well I think so. It's usually how it lasts. I think normally. And she said you always do oral? I said yes. I told her i loved it as much as I did fucking. Except cumming of course. We both laughed.
We both kind of looked up the stairs, and I said yeah. We should probably. I stood up, I was soaked and dripping. We got a towel, and cleaned ourselvese off. I watched her dress, and when she was walking out of the room, I went up behind her, put my hands around her, squeezed her boobs, and said you ok? she said oh believe me, God yes. And she looked at me and said that's not going to be just a one time thing is it? I was surprised. I said why? Would you want to do it more? She laughed and said sweet jesus, if it's like that? Yes. I mean that sincerely.
I cannot wait until next time. Sarah honestly was an amazing fuck for a teenage girl. I'd never taken a risk with someone without using a condom, but God she felt so amazing. I should feel guilty. But she's alaays physically turned me on in ways others don't, and I just hope she won't say anything to the wrong person, because I desperately want to fuck her again.
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