u/HarleyQuinnJerker

I was going to the supermarket I work at to buy some groceries since I had ran out of stuff to make. I went there and I saw my crush in the frozen aisle. It was kinda nice to see her and we ended up talking and stayed together the entire time. I ended up walking her home and helped her with her groceries and we talked in front of her apartment, there’s like this lobby you can sit in. We ended up talking for about an hour until she finally went into her apartment since her mom was waiting on the groceries. I stayed in the lobby for a bit until i heard the first apartment door unlock and it was one of the customers that frequently goes to my job.

It was nice to see a familiar face, I’ll call him John for the sake of anonymity. John is an older guy, and he lives with his wife, his kids are my age and they’ve already gone to college. He greeted me and I greeted him and we ended up talking too. He asked if I had a crush on her, and I admitted to him I did. He told me it was pretty obvious and we laughed about that. We kept chatting some more and he offered advice if I ever needed it when it comes to women. I said yes and then I went home.

On one of my shifts I saw John and we got to talking. He brought up the cashier and said she was my type. He was totally right haha, we kept talking some more about comics and movies and stuff and then we parted ways. What i’m trying to say here is that John was a pretty great friend. He invited me to his house since I mentioned I was super hungry, he said his wife was making lamb chops and I’d to try that. Anyways, after work, I went over to his house, I met his wife and they were super nice and friendly people. After I ate, I helped set up their antenna since John wasn’t very tech savvy. Me and him were alone in his living room and he brought up my crush, he said that he saw her in a tank top and I probably would’ve loved to see that. I was kinda quiet and he immediately apologized for that weird comment, I told him he was completely right and it wasn’t weird, I told him I definitely would’ve loved to see haha.

I guess that’s how that barrier was broken because from that on, we talked about girls we know from life and movies and even cartoons! I was over at his house once again after walking my crush home and he asked me how it went. I told him it went fine, he asked if I had any experiences with girl, and I told him I’ve never kissed a girl and I am a virgin. He understood and he gave me a lot of advice, one of the things I asked about was if girls cared about penis size since that seems to be a big deal online and in porn. He told me it wasn’t, and that’s just porn raising expectations but it’s not realistic at all.

He asked me what was my size and I told him it was bigger than my phone, he got out a tape measure and said yeah that’s a pretty good size. I asked him what was his size and he said it was a little smaller and I called BS on that because he was much older than I am. I asked him if I could see it but I realized how gay that sounded haha, and he seemed to understand what I was about to say and my hesitancy. He assured me that it wasn’t necessarily gay, we are both men and we both have a dick anyways so why does it matter if I see his for a bit? I agreed and then he started to undo his belt and dropped his pants to his ankles and showed off his dick. He was semi hard, and pretty hairy, John was a little fat so it made it look smaller than it was. I asked him if I could take mine out so we could see for a fact and he agreed. I ended up dropping my sweatpants and we sat on the couch side by side with our dicks slowly getting harder and harder. Eventually we were both fully hard, with my cock standing up and his doing the same. He was a little smaller than me even with the fat hiding some of his length, he is also cut while I am uncut. That was a really interesting thing to learn, anyways we were both there on his couch with our cocks hard.

He brings up my crush and said she would be lucky if she got to suck my cock and that kinda made me really horny. I kinda throbbed a little bit and he assured me I could jerk off if I wanted to and I took him up on his offer. I told him he could took and we both were just casually talking while jerking off, the conversation quickly turned pervy as we talked about my crush and the cashier from work. He stood up and got naked and sat back down. We both jerked our cocks together to porn he put on his laptop that we were both into. It was pretty hot! Eventually john ended up cumming on his stomach, and he started encouraging me to cum, he pulled up a picture of my crush that had taken that he had, it was a birthday party and it was of his wife and my crush. I eventually came to them and we cleaned up, it was a really good time and I enjoyed it a ton!

That’s what got me into jerk buds, unfortunately me and john aren’t jerky buds anymore. But i’m hoping to find one online someday, hopefully long term and not a one off like how it was with John.

Anyways, thanks for reading! I’d love to talk more about it if anyone likes.

Personally, I’ve never had a jerk bud in my life, but if I did I would want them to be a older guy since they offer more experiences and it’s fun to hear what they’re into vs what you’re into. I’m straight too so i’m not really interested in being more than jerk buds. See I ask this question because I almost did have a jerk bud.

I was friends with this guy in school and I would go over to his house sometimes. That’s how I met his dad, his dad was a pretty chill guy, he was super tall though. I remember thinking he was a cool dude. One time he was a little tipsy and he gave me a porno magazine for my birthday and told me to enjoy. I don’t have it anymore but it was awesome lol, I could probably find the photos one of these days.

Anyways yeah, that’s the only person i’ve ever chatted with about something like that. We talked about porn we liked, girls in the neighborhood we found attractive. I just kinda miss that bonding. We never did anything more than talk about it though.

Before I start, I’d love to chat about this so if anyone wants to, let me know. I also don’t have a jerk buddy so if anyone is willing I’m down!

This is the story on how I jerked off with my boss. So I work at a big company store. I’m not saying which for personal reasons but 60% chance you’ve been inside of one before. Anyways, the store manager was this big guy and my boss, he was very strict and unapproachable it felt like, i’m pretty sure he used to be in the military or something . Every time I would work in front of him it felt like he starring daggers into my back. Everyone had that same feeling but he is a great manager though, just strict.

He was nice enough to do little chats with us but it still kinda felt like talking to a drill sergeant lmao. One of these days, I was scheduled to go in early with him to fix the back room which was a little messy, I was pretty annoyed I had to go in early but I sucked it up and went anyways. We greeted each other and got to work. I had headphones on and I guess the audio was too loud because he said he could hear what I was listening to, it was about some true crime stuff and I talked about how I was into it and liked listening it because it helps pass the time. He said he found those videos interesting too and that’s what got us talking for a bit. There was another time where I told a coworker that I liked Avatar: the last airbender and my manager overheard. He brought it up to me one time where I went in super early again. It was nice to to have an actual conversation with the guy, and not him being super strict.

I’ve started to pick up things about him, he would be super strict when everyone is there, but it would be us he was kinda less. Another thing I’ve noticed, is that one of the coworkers has a big butt, and whenever she would walk away, he will without fail glance in her direction. One of the times our eyes met and we both immediately looked away. He brought it up on one of the times I had to come in early, I did not expect this guy to be so open to talking about stuff like that you know? He casually was like, “so (name of the milfy coworker with a big ass) ass huh? Noticed you were watching her too.” I was kinda stunned but didn’t want to stay silent and I laughed about it and said yeah she looks amazing. From that point on, every Monday I would go into work super early and it would be us and we would talk about cartoons/movies/videos and after that conversation died down we would start talking about girls. Honestly, I started looking forward to these conversations, I don’t have many friends and even less friends I can confess that I think someone is really attractive to. Everytime the conversation was over I always had a boner. I told him I thought a coworker my age was hot and he started to pair me up with her in the schedule. Unfortunately he was getting a promotion so he was going to leave the store soon.

One of these days, he pointed out that I had a boner and we kinda laughed about it. I asked him if he gets a boner too and he admitted he did. I joked around that I was gonna go jerk off in the bathroom and he told me to go for it. I asked him if I could actually? He said he didn’t really mind, just clean up the mess. I actually did do it and he asked how it went. I told him I’ve never cummed at work before and he admitted he never did either. That’s what kinda got me thinking about jerking off together. The next week, I kinda brought it up by mentioning that we were both hard anyways so we might as well take care of it. He instantly knew what I was talking about, he told me that was being jerk buds. He told me he used to have one during his time at the military. He told me was totally open to the idea but told me he thought it wasn’t such a good idea since he was going to leave the store anyway, so we would probably not have many chances to do so. I told him I understood. On his last week, it was just us again and he confessed that he was going to miss the store, and we chatted about our favorite things. We started the pervy talk again and this time, I asked him if he wanted to go jerk it off. He agreed. We went to his office and I’m not going to lie. I was super nervous and my heart was beating fast. We both sat in the office chairs and moved closer to each other. He stood up and started taking off his shirt and dropped his pants to his ankles. I only dropped my pants to my ankles but kept my shirt on. He was a much bigger guy than I was, he was probably about 100 more lbs than I am haha. Our cocks were pretty much the same size as well, we were both semi hard at first but quickly got boners. We kept chatting and started talking about the coworker that is my age, and then we started talking about the milfy coworker. He confessed that he hired her for her ass. We kept stroking but it was almost time for the store to open and the cashier was about to come in soon, so we had to hurry it up. I pulled up porn from my phone and he showed me a photo of the milfy coworker. We both jerked off and began moaning a lot, and then came on his stomach. He told me I had to hurry up, and I was trying, he said to let him do it, and he moved my hand aside and started jerking off my cock. i’m straight so I was kinda taken aback by it, and he explained that it’s not really gay, sexuality is a broad thing and most people don’t fit into one section. I let myself enjoy the handjob while we perved on the milfy coworker and I ended up cumming. We cleaned up with paper towels and he thanked me for the good time and I thanked him. Unfortunately I had to see him go and it sucked but I thought that was a good experience.

Before I start, I’d love to chat about this so if anyone wants to, let me know. I also don’t have a jerk buddy so if anyone is willing I’m down!

This is the story on how I jerked off with my boss. So I work at a big company store. I’m not saying which for personal reasons but 60% chance you’ve been inside of one before. Anyways, the store manager was this big guy and my boss, he was very strict and unapproachable it felt like, i’m pretty sure he used to be in the military or something . Every time I would work in front of him it felt like he starring daggers into my back. Everyone had that same feeling but he is a great manager though, just strict.

He was nice enough to do little chats with us but it still kinda felt like talking to a drill sergeant lmao. One of these days, I was scheduled to go in early with him to fix the back room which was a little messy, I was pretty annoyed I had to go in early but I sucked it up and went anyways. We greeted each other and got to work. I had headphones on and I guess the audio was too loud because he said he could hear what I was listening to, it was about some true crime stuff and I talked about how I was into it and liked listening it because it helps pass the time. He said he found those videos interesting too and that’s what got us talking for a bit. There was another time where I told a coworker that I liked Avatar: the last airbender and my manager overheard. He brought it up to me one time where I went in super early again. It was nice to to have an actual conversation with the guy, and not him being super strict.

I’ve started to pick up things about him, he would be super strict when everyone is there, but it would be us he was kinda less. Another thing I’ve noticed, is that one of the coworkers has a big butt, and whenever she would walk away, he will without fail glance in her direction. One of the times our eyes met and we both immediately looked away. He brought it up on one of the times I had to come in early, I did not expect this guy to be so open to talking about stuff like that you know? He casually was like, “so (name of the milfy coworker with a big ass) ass huh? Noticed you were watching her too.” I was kinda stunned but didn’t want to stay silent and I laughed about it and said yeah she looks amazing. From that point on, every Monday I would go into work super early and it would be us and we would talk about cartoons/movies/videos and after that conversation died down we would start talking about girls. Honestly, I started looking forward to these conversations, I don’t have many friends and even less friends I can confess that I think someone is really attractive to. Everytime the conversation was over I always had a boner. I told him I thought a coworker my age was hot and he started to pair me up with her in the schedule. Unfortunately he was getting a promotion so he was going to leave the store soon.

One of these days, he pointed out that I had a boner and we kinda laughed about it. I asked him if he gets a boner too and he admitted he did. I joked around that I was gonna go jerk off in the bathroom and he told me to go for it. I asked him if I could actually? He said he didn’t really mind, just clean up the mess. I actually did do it and he asked how it went. I told him I’ve never cummed at work before and he admitted he never did either. That’s what kinda got me thinking about jerking off together. The next week, I kinda brought it up by mentioning that we were both hard anyways so we might as well take care of it. He instantly knew what I was talking about, he told me that was being jerk buds. He told me he used to have one during his time at the military. He told me was totally open to the idea but told me he thought it wasn’t such a good idea since he was going to leave the store anyway, so we would probably not have many chances to do so. I told him I understood. On his last week, it was just us again and he confessed that he was going to miss the store, and we chatted about our favorite things. We started the pervy talk again and this time, I asked him if he wanted to go jerk it off. He agreed. We went to his office and I’m not going to lie. I was super nervous and my heart was beating fast. We both sat in the office chairs and moved closer to each other. He stood up and started taking off his shirt and dropped his pants to his ankles. I only dropped my pants to my ankles but kept my shirt on. He was a much bigger guy than I was, he was probably about 100 more lbs than I am haha. Our cocks were pretty much the same size as well, we were both semi hard at first but quickly got boners. We kept chatting and started talking about the coworker that is my age, and then we started talking about the milfy coworker. He confessed that he hired her for her ass. We kept stroking but it was almost time for the store to open and the cashier was about to come in soon, so we had to hurry it up. I pulled up porn from my phone and he showed me a photo of the milfy coworker. We both jerked off and began moaning a lot, and then came on his stomach. He told me I had to hurry up, and I was trying, he said to let him do it, and he moved my hand aside and started jerking off my cock. i’m straight so I was kinda taken aback by it, and he explained that it’s not really gay, sexuality is a broad thing and most people don’t fit into one section. I let myself enjoy the handjob while we perved on the milfy coworker and I ended up cumming. We cleaned up with paper towels and he thanked me for the good time and I thanked him. Unfortunately I had to see him go and it sucked but I thought that was a good experience.