It was Friday morning and I did the typical stuff. I dropped off the kids and went to work, I had planned on the gym afterward since I worked fairly early. It had been a few days since I had gotten together with anyone, and I really was thinking about the evening all day. I was daydreaming about what I could do to ensure tonight was a success. On one hand, I always have Alex if I need, but on the other, I had a few really good Tinder conversations going that I could explore.
It was right before lunch when an incredibly attractive guy came in. He looked like a sexy lumberjack, he had a flannel shirt on, tucked into his jeans. Dark black hair, scruffy face that hadn’t been shaved in a week, mid 40’s. He came up to me and started asking me questions and I was answering them, but it was hard.
He told me that he didn’t usually do this, but he gave me his phone number and said he’d love to meet up with me. I graciously took it and told him that I’d love to get together.
I was obsessed all of a sudden. I wanted to push him into the back room and suck his cock right there, but of course I just left that to my imagination. I went and had lunch and almost texted him immediately, but decided that would be a little too eager, the guy was still probably in the store.
Instead, I started replying to a few of the Tinder guys, then went back to work. At one point I snuck my phone out to text him, and a bit later he texted me back that he couldn’t meet tonight but would love to tomorrow. I got incredibly excited but also disappointed at the same time. I was excited for tomorrow, but what about tonight? My level of horny just hit an all time high.
Work ended and I went to the gym. I had a good workout, then went home. I showered and texted a few of my work friends to go out, but I didn’t end up with any luck. I guess I’m going to a bar alone tonight, because that’s a better chance than sitting at home. My few Tinder matches weren’t looking good for tonight.
I took an Uber to a random bar I’d never been to but had heard some of my coworkers talking about. I was absolutely the oldest person there when I got there, but I think I was the only one who noticed. I sat at the bar and ordered a drink. Very quickly, two younger women came and sat next to me, which was disappointing, I wanted a guy to talk to.
My plan was to pretend I got stood up. It worked for me last time, and it made me not quite seem like a huge loser going to a bar all by myself. The ladies got up and left, and then a guy sat down that I was really not interested in. He made a few passes at me and I told him that my date should be here any minute. He was being pushy and asked if he could stay until my date showed up.
I kind of awkwardly avoided the question. A guy came up to the other side of me and I turned to him and said, “I need you to pretend to be my date, this guy is creeping me out.”
He didn’t hesitate. He said, “I can do that for you.” I mouthed ‘thank you’ to him and jumped up and hugged him. I turned to the other guy and told him my date’s here and he got up and walked away.
I looked at my new “date” and he was actually really good looking. He looked like Clark Kent – he had thick black glasses and his hair was combed over to the side the same way. He was tall and slender though.
I told him thanks so much for saving me, and he told me it was no problem. He asked me where my real date was, and I told him that the jerk never showed up so I was about to leave. He invited me to come sit with his friends at a booth, and I agreed.
We chatted for a while, at first it started with them just interrogating me, but then eventually there were side conversations and I got to chatting with Adam, my rescuer. He and I went over and played darts together, which was a really fun and flirty way to get to know each other.
During our competition, we decided to go back to his place to get to know each other a little better. He was walking distance, so we walked to his place. His roommate wasn’t there so we had the place to ourselves. Once we got there, he got us both a drink and we sat at the dining table drinking and talking. He was shocked to hear that I was 40, and I was shocked that he was only 25. I guess neither of us look our age.
I asked him pretty bluntly what his favorite thing about sex was, and he told me he was very inexperienced so he wasn’t really sure. He was really open and honest with me. He had one girlfriend for a few months that he had sex with a few times before they broke up, and he had a one night stand last year. He’s never had sex without a condom and he’d gotten a blowjob once and loved it.
Something about him telling me about his experiences really got me going. Maybe it was his lack of experiences or maybe it was thinking about him, I don’t know, but something hit me, and it hit me hard. I told him that I’m glad he loved his blowjob, because he’s about to get another that’s going to put the first one he got to shame.
The look on his face as a reaction was priceless. “I am?”
I chuckled and said something like “you are, right now. I mean if you want one, which I hope you do.”
He shook his head and said he does want one with big bright eyes. I smiled and walked around the side of the table he was on. I reached my hand out and he took it, and I lead him over to his couch and stopped. He asked if I want him here, and I told him I want him anywhere, and asked if this would work.
He said yes and then asked if he should sit or what. I smiled at him and told him he should probably take off his pants and then he can either stand or sit, it’s up to him, whatever makes him more comfortable.
He slid his pants down and he was pitching the hardest tent in his boxer briefs ever. I pointed and said “those too” and he very hesitantly pulled them down, he was very nervous. I got down on my knees and then he said maybe he’d be more comfortable sitting. I told him that was fine, so he sat on the couch.
I adjusted myself and then reached up, grabbing his cock with my hand and slowly kissed the inside of his inner thigh in a trail up between his legs. I kissed up his shaft on both sides, and I breathed really heavily on his cock, I could tell he liked the feeling of the cool air on the moisture from my kisses.
I quickly took him all the way in, taking him as deep as I could. He let out a deep breath and a slight moan, and I slowly pulled out. I looked up at him, he was watching me with his eyes wide open. I smiled at him and went back down, this time giving him a few good sucks at a medium pace. I pulled him back out and asked if he liked it faster or slower. He told me he had no idea but he just was enjoying whatever I’m doing. I told him that was what I liked to hear, and went back to my medium pace, and focused on smaller strokes at the upper-middle end of his cock.
His cock started pulsing and I wasn’t quite ready to be done. I slowed down a bit and he let out a loud moan and his legs started squirming. I could tell he was enjoying this beyond anything he’d ever experienced. He laid his head back on the couch and his legs started trembling a bit, so I slowed down even further for a few minutes. His moans and slightly wiggling hips were all I needed in order to get turned on to the max.
I went all the way deep, picking up my speed to a pretty fast rate and he squeezed his legs in a bit. I was playing with his balls with one hand and I felt them contract over and over, I gave them a decent squeeze and then I gave him one more suck, as hard as I could like I was sucking a milkshake through a straw, and he let out a trembling moan and came. I kept sucking, swallowing as quickly as I could and he started panting hard with moans in between.
I slowed my pace to a crawl, giving his pulsing cock a break, slowly letting him slide out of my mouth. I rested my face on the inside of his knee and he lifted his head back up, looking down at me and told me that was the best feeling he’s ever had in his life. He asked if that’s what orgasms are supposed to feel like, because he’d never experienced anything like that before.
I told him I knew I’d put his first one to shame, and he laughed, and said I absolutely did. Then he asked if we could do that again, and I said “sure” and leaned forward. I grabbed his cock with my hand and then sucked him in with my lips, and after a few motions up and down he started panting hard and said “maybe we should give this a half hour or so?”
I pulled back out and set my head back on his inner knee, and I played a little bit with his limp cock and he told me he was just joking about doing it again. I told him I knew he was joking, but I wasn’t. I said “Hey Siri, set a 30 minute timer” to the watch on the same hand that was holding him, then I got up and then sat down next to him. He got up, put his clothes back on and we started a movie.
I wasn’t paying much attention to the movie. I was anticipating the timer going off, I thought it was going to be a ton of fun. I had it all planned out for when the timer went off. It seemed like it took an eternity. I checked my watch every few minutes, and then the last ten minutes sort of went by quickly.
My watch buzzed and beeped, and without hesitation I moved down onto the floor on my knees. I started moving my hands up his inner legs, I really wasn’t sure if he was going to think this was funny or sexy. I was ready to play it off like a joke if he wasn’t ready, but as soon as I did this, he grabbed the remote and paused the movie, looked down at me with a smile on his face.
I really was sort of joking around, I didn’t think he’d want to, but he just said “I’m kind of embarrassed, I’m not hard yet.”
I gave him a chuckle and told him good, that’s my job. He lifted his ass off the seat and pulled his pants and underwear down in one motion, and then I helped him pull them the rest of the way off.
I went in, took him into my mouth and he got hard pretty quickly. I skipped the kisses and just went straight into sucking him fairly hard with a constant motion. He was moaning quite a lot, his breathing was deep, and he was getting close. He started moaning a lot longer, almost just constantly making noise, and his cock started pulsing, so I knew he was really close. I took him deep, he came and then I slid back off slowly.
I lightly played with him and he told me again, that was insane. He said it felt just as good as the first one, and said “now I absolutely need another one!”
I smiled at him and asked him, “really? Another 30 minutes?” He chuckled and told me he was totally kidding. I told him he better be ready in 30 minutes and he said maybe an hour. I asked if we could try again once the movie was over and he said yes. I told him maybe he should put on some sweatpants or shorts to make it easier than his jeans, so he went and changed.
Fast forward to the end of the movie, as soon as the credits started rolling, I grabbed him through his sweatpants. I just said “ready?” and he said he would be if maybe I didn’t have a shirt on. I laughed and said “oh really, that’s gonna do it?” and he said yes. So, I took my shirt and bra off, and asked him if he wanted to stick to the couch or do it somewhere else. He said he’d like to try it standing this time, and I said that sounded good.
He stood up and I didn’t let him get his balance before I started pulling his basketball shorts down. He started getting pretty hard before I could even grab him. I played with his cock for a few seconds before pulling him into my mouth. This time, I focused mostly on the side to side motion, going a lot slower. He seemed to like this one as well.
I felt him start to pulse a bit and he started swaying a bit like he was going to fall over. His legs started shaking and he came, and I was shocked that his third time he had every bit as much as the first two. Some of it got on my cheek, he had wriggled quite a lot and I was sucking on his tip and he pulled out. I didn’t love it, but I didn’t care. I mostly like just swallowing it – it’s not about where it ends up, it’s just about the pulsing of their cock, the moaning, the pleasure that they emit, that’s what I enjoy.
I went into the bathroom and cleaned up, and when I came back, he was sitting on the couch smiling. I looked around and didn’t see my shirt or bra and I asked him what was going on. He got a shitty grin on his face and he told me that he hid them and would give them back when I was ready to leave, so if I was ready to leave I could have them back. I asked him if he had one more round in him and he said maybe after another hour. I looked at my watch. It was already late, but I had never thought a guy could get off four times in a night, so it was more of a challenge at this point and totally worth staying up for.
I asked him what the plan was then, and he asked about another movie. I agreed, but told him my boobs were off limits until 10 minutes before round 4. He agreed. We sat there on the couch and I kept teasing him. I would lean my back against him and grab his hand and put it on my ribs, my stomach, up on my shoulder.
About 45 minutes into the movie, he told me he’d like to play with my boobs. I told him he had 10 minutes, and he didn’t waste a second. He started groping me, playing with my nipples, and genuinely enjoying playing with my boobs. It was fun. The ten minutes were up and I asked him if he wanted to stand or sit. He wanted to sit, told me he almost lost his balance last time.
He stripped down and this time I made him take his shirt off so he was completely naked. He told me it wasn’t fair that he was naked and I wasn’t. I glared at him with a “not fair?” kind of look and he laughed and said it was a joke.
I slid off my pants so I was just standing in my underwear, it wasn’t quite a thong but pretty close. I pushed him down and went in for round four. This time, it took him a while to cum. I had to keep the motion almost like a clock, the most consistent and steady rhythm. But, just like before, he came just as much. This time I was more prepared and was sucking him deeper when he came, so there was no mess on my face.
Once I was done, I asked him how it felt and he said it was insane, each one of them feels just as good. He called me a goddess and I gave him a little bow, and then afterward I felt like a complete idiot. We both had a good laugh.
He grabbed his underwear to put them on, and I told him he might as well just leave them off, because he knows we’re going to do this again after the movie’s over. He was like, “you want me to watch the rest of the movie naked? Not unless you do!”
I dropped my panties on the floor and told him deal, but I get to play with his cock during the movie if I want to. He told me deal if he can return the favor and I said I didn’t want that, but he could play with my boobs as much as he wanted.
So we spent the next 45 minutes to an hour finishing the movie playing with each other. After the movie ended, I played with him a lot and he was as hard as a rock. I asked him if he thought a fifth time was possible and he said he felt fine, so probably but I didn’t have to. He wanted to try it laying down, so we walked into his room and I climbed on top of him in a 69 position and told him no touching. I figured a view might help him finish, since he’d already came 4 times.
He agreed and he stayed true for the most part. He touched my butt cheeks which was fine with me, and he felt my boobs most of the time. A few times I could tell he pulled my cheeks apart which made me a little self conscious but he stayed every bit as hard so I’m thinking he enjoyed the view.
This time when he came, my lips were just on his head, so gravity kind of just poured it down his cock. I kept sucking and swallowing a little at a time, making sure he felt every bit as good. The quivers and trembles of his entire body was intense.
I crawled off and sat between his legs, stroking his cock slowly and asked him if it felt good too, he assured me that literally every single one of them was just as good as the last. He practically begged me to do stuff to me, but I was so tired, I hadn’t stayed up this late in like 20 years. He asked me to sleep over and since it was so late, I agreed.
We fell asleep pretty much instantly.
I woke the next morning a horny, crazy mess. I couldn’t believe the night before. His hand was basically inside my butt crack, and I rolled over and he was hard as a rock with his morning wood. I looked at my phone and saw that I didn’t have much time, so I knew I had to leave. My rolling over to get my phone had woken Adam up, and he greeted me with a smile. He asked if I slept well and I said I slept okay. He told me he slept better than he ever had, and it was because he felt a bit lighter.
I didn’t even ask, I just crawled up on top of him and then started working my way down his chest. He begged me to let him do something to me instead, but I laid down on his bed on my stomach, between his legs and sucked him one last time before I left without acknowledging his request. Before I did, I told him he had to be fast because I had an hour before work and I still had to get home to change.
This time he came much faster, just like the first time I had last night. I quickly put my pants on while he went and found my hidden shirt and bra, he told me how incredible it was and I was on cloud nine. I got in the Uber and got home, changed my shirt and got in the car and ended up being late to work, but it was well worth it.