d33pInside
On the Prowl
- Joined
- Sep 6, 2014
- Posts
- 107
- Reaction score
- 235
- Points
- 43
just finished this story. such a fantasy of mine to seduce a big strong straight man. let me know what you think!
I had been living in the suburbs around Jacksonville for the last 4 months. After moving from home, I was living more openly with my lifestyle. There were several people in my inner circle that knew I was bisexual, and likely several more that assumed it. It was a very freeing situation. I had a greater opportunity for hookups living in a bigger city and now didn't have to worry so much about being so quiet that opportunities dissolved. Even so, there was still fun in sneaky hookups, so this particular story was one of my favorite hookups. I fucked a mature, handsome jock in his office and i loved every minute of it.
I had been on Grindr that day looking for a Friday night hookup. There wasn't much that caught my eye, but even so, I like to be prepared. My plan was to leave work, go home and then go to the gym for a few hours before it closed. I kept searching grindr as I left the office just to see if anyone popped up. IF I could find a reason NOT to go to my gym, i would, but no one seemed to be online. A bit disappointed, I got home and decided that I would get ready to go work out, but I would still do my normal hookup prep work beforehand just in case someone messaged me. I was MUCH hornier than normal, so I wanted to keep my options open.
I came home from work and immediately got in my shower. MY routine is important. I like to feel sexy when I'm with a man, and cleanliness is a big part of that. I take a nice hot shower, and give myself a thorough enema while I'm in the shower. After I'm certain that I'm totally clean, I take a dildo and work myself open just a bit. This is a part of prep work that I rather enjoy. The idea is that I can jump right into sex with some of the more endowed men that I am typically attracted to without the slow and tender start. I figured that if I find someone, I can bolt from the gym and head right over. I decided that rather than crossdressing tonight, I would slip on a cute andrew christian jockstrap and play the role of slutty twink. I knew that likely my night would be spent alone, but it was worth a shot.
I drove over to the gym and headed in. This one was a small, private gym that really only had a few members and really strange hours, but the location was phenomenal. Almost perfectly between my office and my apartment. I hadn't been all week and I made it a point to never go a week without at least some visit. Friday nights were not normally my gym nights, but it was a last resort. By the time I got there, I knew they would close in just a few hours. As I pulled in, I saw that there were only three other cars there, and I recognized one of them was the owner.
I had met the owner a few times and he was definitely a very nice man. He struck me as a guy who bought a gym as a midlife crisis. His name was Tommy Chase and he was in his late 40’s. He had gotten out of the corporate world and bought this place with hopes of making it into the best place in town, but I think it consumed too much of his time, and the pandemic was timed at just the wrong place for him. In talks with him, I knew that he was recently divorced, but he was getting along okay. He was tall, probably 6’5” and well built. He didn't look like one of those fake bodybuilders, but you could tell that this was his passion. He had short brown hair, and was clean shaven.
I walked in and sure enough, I saw him there behind the desk. HE waived as I walked in, but he was obviously distracted by something. I am sure that he wasn't too thrilled about only 3 people in his gym tonight. Either way, I went to my locker room and put my bag away and changed into my gym shorts and tank top. There was something sexy about having on my jockstrap while at the gym, but honestly my mind wasn't there. I really did want to knock out a quick workaround before Mr. Chase closed the doors.
He had been helping me and giving me tips for awhile. I assumed that he might suspect I was gay because I had specifically asked him for advice on how I could strengthen my glutes. He had given me some help with a strategy, but was never judgemental about it. The results were paying off. I loved my bubble ass, and it was really starting to grab the attention that I wanted. I had always been skinny and had never really been able to build any sort of physique. I was okay with that. I am six feet tall with only about 165lbs, so any enhancement to my ass was welcome.
I went back out and noticed that one of the other clients had already packed up and left. So it was just me, one other guy finishing up his workout, and Tommy. I put in my airpods and went over to the squat rack.
I had been going for about 15 minutes when I saw the other client start packing up. It was late fall so it was already getting dark outside. I looked over at Mr Chase and as he normally does near the end of the night, he had stepped away from the computer and had come over to use one of the machines. It was just him and I left so it wasn't like he was taking a spot away from a client.
Watching him work was really exciting. He always concentrated so hard on whatever it was he was working on. He was so very well sculpted. I am rarely attracted to older men, and almost never worry about guys that aren't looking for other guys, but I could only desire him as a very sexy man. HE was in a gray tank top, already starting to get wet with sweat, and his black nike gym shorts only came to about mid thigh. His legs were strong and muscular, so they filled up his shorts nicely. I decided that I would go back to focusing on my workout rather than getting caught staring at him. He wasn't one to strike up a conversation, but would always answer any question posed to him.
I carried on and went to a few other stations with the workout plan that he had given me. I used the time to listen to music and just relax. I had decided that I wasn't really going to pursue sex tonight. IT was a bit disappointing because since I had been down here, I had almost exclusively hooked up with guys who asked that I crossdress for them. I loved to crossdress, so I really didn't mind. But i had been on a week long kick about being fucked in a jockstrap. I wanted to get away from the feminine side and enjoy being gay. Although that may sound like a contradiction, to me they are two very different things. Being a twink bottom was a very primal thing. I liked hooking up with men while dressed like a boy because gay sex is just so hot. I know it may sound silly, but i feel like im missing out if i only get fucked in stockings and heels.
I must have let my mind wander about getting fucked because i totally lost track of time. I was using the squat rack and was startled by a massive hand on my shoulder. I looked up and it was Mr Chase. I popped out my airpod and he said, “sorry to scare you, i'm gonna lock up soon, just wanted to give you enough time to change if you needed it,” “Of course, I’m sorry, i just didn't reali-” he cut me off before i could finish. “No need to apologize! I see you doing what I taught you, glad it's working for you,” he was so kind. I stood up off the machine and as I stood next to him, I was taken aback by just how tall and muscular he was. Ive never been the kind of guy turned on by other sweaty guys, but he just exuded ALPHA male in that moment and I swooned a bit. I wondered if the pheromones that supposedly attracted women to the scent of men’s sweat were having an impact on me as a bottom. “Thanks Tommy, i'll head back to the locker room and change then ill be out.” “Sure, take your time, I'm going to tidy up a few things around here,” he said as he locked the front door. I walked back to the locker room as he shut off some of the lights.
I had been living in the suburbs around Jacksonville for the last 4 months. After moving from home, I was living more openly with my lifestyle. There were several people in my inner circle that knew I was bisexual, and likely several more that assumed it. It was a very freeing situation. I had a greater opportunity for hookups living in a bigger city and now didn't have to worry so much about being so quiet that opportunities dissolved. Even so, there was still fun in sneaky hookups, so this particular story was one of my favorite hookups. I fucked a mature, handsome jock in his office and i loved every minute of it.
I had been on Grindr that day looking for a Friday night hookup. There wasn't much that caught my eye, but even so, I like to be prepared. My plan was to leave work, go home and then go to the gym for a few hours before it closed. I kept searching grindr as I left the office just to see if anyone popped up. IF I could find a reason NOT to go to my gym, i would, but no one seemed to be online. A bit disappointed, I got home and decided that I would get ready to go work out, but I would still do my normal hookup prep work beforehand just in case someone messaged me. I was MUCH hornier than normal, so I wanted to keep my options open.
I came home from work and immediately got in my shower. MY routine is important. I like to feel sexy when I'm with a man, and cleanliness is a big part of that. I take a nice hot shower, and give myself a thorough enema while I'm in the shower. After I'm certain that I'm totally clean, I take a dildo and work myself open just a bit. This is a part of prep work that I rather enjoy. The idea is that I can jump right into sex with some of the more endowed men that I am typically attracted to without the slow and tender start. I figured that if I find someone, I can bolt from the gym and head right over. I decided that rather than crossdressing tonight, I would slip on a cute andrew christian jockstrap and play the role of slutty twink. I knew that likely my night would be spent alone, but it was worth a shot.
I drove over to the gym and headed in. This one was a small, private gym that really only had a few members and really strange hours, but the location was phenomenal. Almost perfectly between my office and my apartment. I hadn't been all week and I made it a point to never go a week without at least some visit. Friday nights were not normally my gym nights, but it was a last resort. By the time I got there, I knew they would close in just a few hours. As I pulled in, I saw that there were only three other cars there, and I recognized one of them was the owner.
I had met the owner a few times and he was definitely a very nice man. He struck me as a guy who bought a gym as a midlife crisis. His name was Tommy Chase and he was in his late 40’s. He had gotten out of the corporate world and bought this place with hopes of making it into the best place in town, but I think it consumed too much of his time, and the pandemic was timed at just the wrong place for him. In talks with him, I knew that he was recently divorced, but he was getting along okay. He was tall, probably 6’5” and well built. He didn't look like one of those fake bodybuilders, but you could tell that this was his passion. He had short brown hair, and was clean shaven.
I walked in and sure enough, I saw him there behind the desk. HE waived as I walked in, but he was obviously distracted by something. I am sure that he wasn't too thrilled about only 3 people in his gym tonight. Either way, I went to my locker room and put my bag away and changed into my gym shorts and tank top. There was something sexy about having on my jockstrap while at the gym, but honestly my mind wasn't there. I really did want to knock out a quick workaround before Mr. Chase closed the doors.
He had been helping me and giving me tips for awhile. I assumed that he might suspect I was gay because I had specifically asked him for advice on how I could strengthen my glutes. He had given me some help with a strategy, but was never judgemental about it. The results were paying off. I loved my bubble ass, and it was really starting to grab the attention that I wanted. I had always been skinny and had never really been able to build any sort of physique. I was okay with that. I am six feet tall with only about 165lbs, so any enhancement to my ass was welcome.
I went back out and noticed that one of the other clients had already packed up and left. So it was just me, one other guy finishing up his workout, and Tommy. I put in my airpods and went over to the squat rack.
I had been going for about 15 minutes when I saw the other client start packing up. It was late fall so it was already getting dark outside. I looked over at Mr Chase and as he normally does near the end of the night, he had stepped away from the computer and had come over to use one of the machines. It was just him and I left so it wasn't like he was taking a spot away from a client.
Watching him work was really exciting. He always concentrated so hard on whatever it was he was working on. He was so very well sculpted. I am rarely attracted to older men, and almost never worry about guys that aren't looking for other guys, but I could only desire him as a very sexy man. HE was in a gray tank top, already starting to get wet with sweat, and his black nike gym shorts only came to about mid thigh. His legs were strong and muscular, so they filled up his shorts nicely. I decided that I would go back to focusing on my workout rather than getting caught staring at him. He wasn't one to strike up a conversation, but would always answer any question posed to him.
I carried on and went to a few other stations with the workout plan that he had given me. I used the time to listen to music and just relax. I had decided that I wasn't really going to pursue sex tonight. IT was a bit disappointing because since I had been down here, I had almost exclusively hooked up with guys who asked that I crossdress for them. I loved to crossdress, so I really didn't mind. But i had been on a week long kick about being fucked in a jockstrap. I wanted to get away from the feminine side and enjoy being gay. Although that may sound like a contradiction, to me they are two very different things. Being a twink bottom was a very primal thing. I liked hooking up with men while dressed like a boy because gay sex is just so hot. I know it may sound silly, but i feel like im missing out if i only get fucked in stockings and heels.
I must have let my mind wander about getting fucked because i totally lost track of time. I was using the squat rack and was startled by a massive hand on my shoulder. I looked up and it was Mr Chase. I popped out my airpod and he said, “sorry to scare you, i'm gonna lock up soon, just wanted to give you enough time to change if you needed it,” “Of course, I’m sorry, i just didn't reali-” he cut me off before i could finish. “No need to apologize! I see you doing what I taught you, glad it's working for you,” he was so kind. I stood up off the machine and as I stood next to him, I was taken aback by just how tall and muscular he was. Ive never been the kind of guy turned on by other sweaty guys, but he just exuded ALPHA male in that moment and I swooned a bit. I wondered if the pheromones that supposedly attracted women to the scent of men’s sweat were having an impact on me as a bottom. “Thanks Tommy, i'll head back to the locker room and change then ill be out.” “Sure, take your time, I'm going to tidy up a few things around here,” he said as he locked the front door. I walked back to the locker room as he shut off some of the lights.










