Straight Male / 45
I will openly admit that I've been married for almost 15 years. And about 10 years ago, after boring times, and just not interesting sex, I started sleeping around. I know it's not "right" but with little cooperation from my wife, the lack of interest, and if I am lucky, fucking once a month, it simply didn't do it. While I can masturbate and orgasm 7 or 8 times a week, it's not quite the same. And when things started happening with different people, I didn't really go out of my way to look for it, but neither did I try to stop it once it happened.
I'm in my 40's, in pretty good shape, decent looking, take care of myself, and I work regularly. I have a good life, pretty quiet, and keep to myself. But the only downfall is, I have a sex drive and hormones I can't control, and I get horny so damn often, that if I'm not masturbating, I'm thinking about doing stuff I should not.
About a month ago, I was at home, and one of our personal friends who also has kids was talking about some marriage issues, and problems. Her kids were with the grand parents, and her husband was out of town at work. Now I'm not saying this because of the relationship/friendship her and I have, I am saying it because he's honestly a total asshole. Treats her like shit, belittles her, and she's stuck because she's an at-home mom, has kids, and a life she can't afford on her own. I don't like it, but being friends so long, I get it.
I've been married as long as I have, and I tolerate a lot of what I wouldn't want others to do. But one weekend, she told me that her kids were with the grand parents, husband was at work, and my wife was at work as well. Both of my kids were doing other things, and my friend Jenna texted me and said she had a 'girls' night out' and rented a hotel. I thought it was a bit strange, but after talking to her on the phone (we text and talk regularly anyhow), she explained that once a month, she'd convince her husband that she needed alone time. I'm not sure if me being married would want my wife at a hotel without me there, but he obviously let her do it, as she gave him what he wanted time to time, and provided him with a live-in mom, taking care of his kids while he came and went as he wanted.
She told me where she was at, and if I wanted to come hang out with her. I said sure. I was solo that night, and figured I had nothing better to do. Now I'll tell you, she's in hear early 20's, has 3 kids, and she's kept herself in pretty damn good shape for having those kids. Her husband? Bigger, he's overweight, doesn't take care of himself, and honestly, I don't see how she can even physically do anything. She'd told me he's got a small dick, and when he is actually "doing" something, she fantasizes about others, and even then, rarely has an orgasm while he's done in 3 minutes flat.
At the hotel, I knocked on the door, and she answered it. She was in a robe, and bare feet. I couldn't help but notice. The bed spread was pulled back, and she looked comfortable. It was a bit awkward, us having never been in that situation before. She'd told me she ordered some food and she was waiting on room service. We talked, I chilled in the recliner, and the food arrived. She'd gotten enough to feed both of us, so we had a great dinner, chatted and it was really cool. When it was done, she cleaned up stuff, and we were just chilling. I asked her about the hotel, and she told me that yeah, Darren had let her do this for the last couple of years. Now I suspected she'd fucked around a bit, and she knew I'd been involved in some pretty off the wall shit with a few younger girls (and I mean very younger), but she'd always kept my secret. We trusted each other quite a bit, so it wasn't out of the ordinary. When I was sitting in the recliner and talking to her, I couldn't help but stare at her in the robe. And I don't know what made me say it, but I said "so what's with the robe?" and she said without hesitation "I guess easy access" and undid the sash, and pulled it open. I sat there staring at her body. My dick grew hard, and I knew she could see me getting horny. I stared at her boobs, probably about a 34 C or so, not terribly huge, but big round nipples that at that moment were extremely hard. And I sat there staring at one of the thickest black bushes of pussy hair I'd ever seen. I'm not kidding. It wasn't gross, but just very thick, covering her pussy. I stood up and said "well then" and she smiled and said "I'd hoped you'd come here tonight" and I laughed, joking and said "you probably hoped I'd cum too" and she smiled and said "well that's part of the plan too"
I climbed into the bed, and she said "uh uh. No clothes". Now she'd never seen me without anything on. Just always dressed, jeans, t-shirts, etc. We had never done anything like this. I was already hard, and figured I was going there. Got my jeans and everything else off, and pulled my underwear down. I saw her staring, and she said "nice". Now I'm not huge. Probably 6 inches hard. But thick enough, and I know how to use my dick. It's just a fact of life. I climbed naked into the bed, and we wound up very intensely making out. I was fingering her, and not long after touching her, playing with her pussy hair, and rubbing, I made her cum. It was very intense, and very hard. I was kissing her, had my tongue in her mouth, and I heard her gasp "oh fuck" when she came. It lasted about 2 minutes. I kept rubbing slowly. Kept kissing her. I was moving my fingers up and down, and she came again.
I was laying against her, my dick against her leg. She moved sideways, and I felt it enter her. Holy shit. She was soaking wet, and it just literally slide inside her, all the way up. I felt her tighten up, and I was looking at her. She smiled and said "I can tighten up enough that I guarantee I'll make you cum". I just laughed and said no way. Not that quick. She tightened up even more. I felt it squeeze. I looked at her and down, and said "what about?" and she said "don't worry." I let go. I started cumming inside Jenna so hard I was shaking. I felt it squirting. I was gasping, and finally when I finished, I couldn't move. She just smiled and said "told you" and I couldn't help but laugh.
Now we were laying on the bed, and I was fingering her again, touching her, and I started rubbing her nipples. I was getting into it, and sucking on her boobs. It normally takes me about 20-25 minutes to get hard, so I knew I had time. She rolls over, and says "let me" and starts playing with my limp dick. I'll be goddamned, it didn't take 5 minutes to get me hard again. I know that once I cum, it's going to be forever. It just happens that way.
She started going at it, licking on me, rubbing my balls, and playing around with me. And she got me hard. I see her pull the robe off, climb on top of me naked, and start pushing my dick inside her. I look down, see it enter through her thick bush of pussy hair, and she just pushed it deep into her. Soaking wet, but she squeezed, and I said with a laugh "second time around, I can last for an hour before I cum". She smiled and said "bet you're wrong"
She was rocking her hips, I had my hands on her ass, thrusting, moving back and forth, and she squeezed. It was as tight as a virgin pussy that I'd fucked about 2 months ago. And I swear to Go,d I told her "Christ Jenna, you're gonna make me cum again" and she said with a smile "that's the idea" and damn if about 2 minutes later, I didn't feel the cum squirting out of me again. She kept squeezing, and I came intensely again inside her. When I was done, she rolled off, and I finally said "you're not worried about me going off inside you? I know you're not on anything. You've always told me that" and she shrugged and said don't worry about it. So I didn't.
We were laying there kissing. I desperately wanted to fuck her again. I hadn't had 3 orgasms in 20 years. I'm not kidding. I started fingering her, and I got her off. She came so intensely I almost broke my damn fingers inside her pussy. It was just really hard and really rough. And I felt myself growing hard again. I'd never had this kind of experience. And I think she knew it. She said with a smile "what's next?" and I just laughed and slid inside her. She was laying on her back, and I started thrusting. Very hard. I heard her go "holy shit Mike. Be careful." and I couldn't help it. I kept thrusting hard. And I finally stopped.
She was laying there, we were kissing, playing with her boobs, and I was inside her, hard, still having not cum again. I said "well we can do something different" and she said yes.
She was the first one I'd done anal with in years. It took a long time, and I finally got my dick up in her ass. I entered her slowly, started moving slower, and finally got it all the way in. I thought honestly, that I'd end up cumming inside her, but it just didn't happen. I was pushing and pulling, and fucking Jenna's ass. IT felt intense, and I loved it. I liked looking at my dick in her ass. Just dirty as hell, and kind of warped.
I pulled it out, heard her go "oh god. fucking a" and I slid it deep inside her doggy style, and started fucking her. It didn't take long after doing anal, I felt it building. I grabbed her hips, slid my fingers and hands around her waist, put them between her legs, and I squirted. A third time inside her.
When we were all done, we laid there for what seemed like forever. Talking. And she jokingly said "wanna cum a fourth time?" I honest to God tried. I got hard again about 45 minutes later, and we laid there fucking in missionary style, sideways, with my dick inside her. And no matter what I tried to do, I eventually laughed and said "well you've gotten me hard, but I think the tank is empty". Funny thing, that night I went home, about 3 hours later, and I masturbated and came again. Disappointed I couldn't cum inside her again.
I really want to fuck her. It's funny. Her kids socialize with mine. I talk to her husband. Her and my wife know each other. And not one damn person knows we've been fucking off and on since that happened.
Best part about it? She's really amazing. It feels fucking incredible to cum inside her.
I'm in my 40's, in pretty good shape, decent looking, take care of myself, and I work regularly. I have a good life, pretty quiet, and keep to myself. But the only downfall is, I have a sex drive and hormones I can't control, and I get horny so damn often, that if I'm not masturbating, I'm thinking about doing stuff I should not.
About a month ago, I was at home, and one of our personal friends who also has kids was talking about some marriage issues, and problems. Her kids were with the grand parents, and her husband was out of town at work. Now I'm not saying this because of the relationship/friendship her and I have, I am saying it because he's honestly a total asshole. Treats her like shit, belittles her, and she's stuck because she's an at-home mom, has kids, and a life she can't afford on her own. I don't like it, but being friends so long, I get it.
I've been married as long as I have, and I tolerate a lot of what I wouldn't want others to do. But one weekend, she told me that her kids were with the grand parents, husband was at work, and my wife was at work as well. Both of my kids were doing other things, and my friend Jenna texted me and said she had a 'girls' night out' and rented a hotel. I thought it was a bit strange, but after talking to her on the phone (we text and talk regularly anyhow), she explained that once a month, she'd convince her husband that she needed alone time. I'm not sure if me being married would want my wife at a hotel without me there, but he obviously let her do it, as she gave him what he wanted time to time, and provided him with a live-in mom, taking care of his kids while he came and went as he wanted.
She told me where she was at, and if I wanted to come hang out with her. I said sure. I was solo that night, and figured I had nothing better to do. Now I'll tell you, she's in hear early 20's, has 3 kids, and she's kept herself in pretty damn good shape for having those kids. Her husband? Bigger, he's overweight, doesn't take care of himself, and honestly, I don't see how she can even physically do anything. She'd told me he's got a small dick, and when he is actually "doing" something, she fantasizes about others, and even then, rarely has an orgasm while he's done in 3 minutes flat.
At the hotel, I knocked on the door, and she answered it. She was in a robe, and bare feet. I couldn't help but notice. The bed spread was pulled back, and she looked comfortable. It was a bit awkward, us having never been in that situation before. She'd told me she ordered some food and she was waiting on room service. We talked, I chilled in the recliner, and the food arrived. She'd gotten enough to feed both of us, so we had a great dinner, chatted and it was really cool. When it was done, she cleaned up stuff, and we were just chilling. I asked her about the hotel, and she told me that yeah, Darren had let her do this for the last couple of years. Now I suspected she'd fucked around a bit, and she knew I'd been involved in some pretty off the wall shit with a few younger girls (and I mean very younger), but she'd always kept my secret. We trusted each other quite a bit, so it wasn't out of the ordinary. When I was sitting in the recliner and talking to her, I couldn't help but stare at her in the robe. And I don't know what made me say it, but I said "so what's with the robe?" and she said without hesitation "I guess easy access" and undid the sash, and pulled it open. I sat there staring at her body. My dick grew hard, and I knew she could see me getting horny. I stared at her boobs, probably about a 34 C or so, not terribly huge, but big round nipples that at that moment were extremely hard. And I sat there staring at one of the thickest black bushes of pussy hair I'd ever seen. I'm not kidding. It wasn't gross, but just very thick, covering her pussy. I stood up and said "well then" and she smiled and said "I'd hoped you'd come here tonight" and I laughed, joking and said "you probably hoped I'd cum too" and she smiled and said "well that's part of the plan too"
I climbed into the bed, and she said "uh uh. No clothes". Now she'd never seen me without anything on. Just always dressed, jeans, t-shirts, etc. We had never done anything like this. I was already hard, and figured I was going there. Got my jeans and everything else off, and pulled my underwear down. I saw her staring, and she said "nice". Now I'm not huge. Probably 6 inches hard. But thick enough, and I know how to use my dick. It's just a fact of life. I climbed naked into the bed, and we wound up very intensely making out. I was fingering her, and not long after touching her, playing with her pussy hair, and rubbing, I made her cum. It was very intense, and very hard. I was kissing her, had my tongue in her mouth, and I heard her gasp "oh fuck" when she came. It lasted about 2 minutes. I kept rubbing slowly. Kept kissing her. I was moving my fingers up and down, and she came again.
I was laying against her, my dick against her leg. She moved sideways, and I felt it enter her. Holy shit. She was soaking wet, and it just literally slide inside her, all the way up. I felt her tighten up, and I was looking at her. She smiled and said "I can tighten up enough that I guarantee I'll make you cum". I just laughed and said no way. Not that quick. She tightened up even more. I felt it squeeze. I looked at her and down, and said "what about?" and she said "don't worry." I let go. I started cumming inside Jenna so hard I was shaking. I felt it squirting. I was gasping, and finally when I finished, I couldn't move. She just smiled and said "told you" and I couldn't help but laugh.
Now we were laying on the bed, and I was fingering her again, touching her, and I started rubbing her nipples. I was getting into it, and sucking on her boobs. It normally takes me about 20-25 minutes to get hard, so I knew I had time. She rolls over, and says "let me" and starts playing with my limp dick. I'll be goddamned, it didn't take 5 minutes to get me hard again. I know that once I cum, it's going to be forever. It just happens that way.
She started going at it, licking on me, rubbing my balls, and playing around with me. And she got me hard. I see her pull the robe off, climb on top of me naked, and start pushing my dick inside her. I look down, see it enter through her thick bush of pussy hair, and she just pushed it deep into her. Soaking wet, but she squeezed, and I said with a laugh "second time around, I can last for an hour before I cum". She smiled and said "bet you're wrong"
She was rocking her hips, I had my hands on her ass, thrusting, moving back and forth, and she squeezed. It was as tight as a virgin pussy that I'd fucked about 2 months ago. And I swear to Go,d I told her "Christ Jenna, you're gonna make me cum again" and she said with a smile "that's the idea" and damn if about 2 minutes later, I didn't feel the cum squirting out of me again. She kept squeezing, and I came intensely again inside her. When I was done, she rolled off, and I finally said "you're not worried about me going off inside you? I know you're not on anything. You've always told me that" and she shrugged and said don't worry about it. So I didn't.
We were laying there kissing. I desperately wanted to fuck her again. I hadn't had 3 orgasms in 20 years. I'm not kidding. I started fingering her, and I got her off. She came so intensely I almost broke my damn fingers inside her pussy. It was just really hard and really rough. And I felt myself growing hard again. I'd never had this kind of experience. And I think she knew it. She said with a smile "what's next?" and I just laughed and slid inside her. She was laying on her back, and I started thrusting. Very hard. I heard her go "holy shit Mike. Be careful." and I couldn't help it. I kept thrusting hard. And I finally stopped.
She was laying there, we were kissing, playing with her boobs, and I was inside her, hard, still having not cum again. I said "well we can do something different" and she said yes.
She was the first one I'd done anal with in years. It took a long time, and I finally got my dick up in her ass. I entered her slowly, started moving slower, and finally got it all the way in. I thought honestly, that I'd end up cumming inside her, but it just didn't happen. I was pushing and pulling, and fucking Jenna's ass. IT felt intense, and I loved it. I liked looking at my dick in her ass. Just dirty as hell, and kind of warped.
I pulled it out, heard her go "oh god. fucking a" and I slid it deep inside her doggy style, and started fucking her. It didn't take long after doing anal, I felt it building. I grabbed her hips, slid my fingers and hands around her waist, put them between her legs, and I squirted. A third time inside her.
When we were all done, we laid there for what seemed like forever. Talking. And she jokingly said "wanna cum a fourth time?" I honest to God tried. I got hard again about 45 minutes later, and we laid there fucking in missionary style, sideways, with my dick inside her. And no matter what I tried to do, I eventually laughed and said "well you've gotten me hard, but I think the tank is empty". Funny thing, that night I went home, about 3 hours later, and I masturbated and came again. Disappointed I couldn't cum inside her again.
I really want to fuck her. It's funny. Her kids socialize with mine. I talk to her husband. Her and my wife know each other. And not one damn person knows we've been fucking off and on since that happened.
Best part about it? She's really amazing. It feels fucking incredible to cum inside her.
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