Bumping into a high school classmate all these years later (m/m) - Part 3 posted 6/13
Posted: Mon Apr 11, 2022 11:43 pm
With Covid receding, it was past time for me to take a business trip out to San Francisco. In between meeting with colleagues in real life, I was looking forward to some down time at night with a hotel room all to myself. Of course, I was also hoping to indulge a long standing fantasy while I was out there. See, I'm a conventionally straight somewhat alpha-ish guy (at least professionally) who clearly looks like the ex-football player that I am. All that said, I'm also hugely turned on by the idea of being helplessly bound and gagged by another man. And after all, what better time to try to experience that while in San Francisco with a free hotel room?
The first night I'm there, I just grabbed dinner in the hotel lobby restaurant.I tried to work a little bit, but perused a bondage personals website where I'd opened a new profile before the trip. I hadn't worked up the nerve to try to message anybody yet, when I suddenly heard somebody quizzically call my name nearby. I maybe a little too quickly put my phone face down, and looked up to see an old high school classmate named Steve.
After I got over my surprise, I invited him to have a beer with me. It turned out he was here for business as well, and caught me up on his life since we'd graduated. I knew him as very nerdy when we'd been in several honors track classes in school. I congratulated him on his success. He also told me that he'd come out of the closet to his family and friends as gay after high school, and he'd been much happier since. I told him that I was happy for him, and apologized if I'd ever teased him about his obvious effiminate bearing in school. He told me that it was all water under the bridge. That was certainly a relief to me, but the next thing he said made my heart race.
"You know Jack, before I was sure it was really you, I happened to notice the website you seemed very interested in. It didn't take very long to find your profile. It just so happens that I have an interest in bondage too, except my particular taste is in dominating straight men and making them give in to their naughty, secret urges. I think I'd enjoy having the cocky football guy from my calculus class tied up in my hotel room for my personal pleasure. Here's what we're going to do, at 9 this evening, you're going to come to my suite upstairs and submit to me. I already know what you're interested in, and I'll respect the limits you wrote into your profile, but I'm in charge the minute the door closes behind you and we're going to explore those limits."
Without another word, he wrote his room number on my open notebook and walked off. The next couple hours crawled by until it was almost 9. I considered bailing out, but we both knew I was going to present myself. I took a long shower, toweled off, dressed, and took the elevator to his floor. I knocked on his door, and he met me with a big smile. "Come on in" he said rather innocuously. I heard the door shut behind me, and his demeanor changed immediately. I was told firmly to strip, and right next to his bed, facing the bed. The world suddenly went dark as he put some kind of blindfold on me. I gave a start as he slapped one buttock, and he told me "ah, I've dreamed of doing that to you for years, but you need to be quieter. Open your mouth." I complied, and he wadded some kind of cloth in my mouth and tied off a cleave gag. "And you don't need the use of your hands any time soon." Soon my arms were very well tied behind my back, and it was very obvious he know what he was doing. "Kneel down" he said, and he guided me down on to my knees (he'd very nicely put a pillow down for my knees), and using a firm hand on the back of my neck positioned me so that my chest was flat on the bed. Next came what I later learned with ropes around my ankles as he put me into a kind of crouching hogtie.
I was told to struggle and try to free myself, but I wasn't making any progress before he told me "just to let you know I'm in control here, but you know what, I think you need a little more restraint to keep you still for what's next." Nothing happened for several minutes, before I felt both of his hands grabbing my ass. The hands slowly started working around my waist. An eternity later, he suddenly took a death grip on my balls with one hand, and very slowly worked over my now very erect cock with the other hand. He did that just long enough to elicit a groan, and some pre-cum before stopping. The hands went away, but then I felt something wrapping around my scrotum until they were pulled down and clearly tied to something under the bed. I now found myself naked and very helpless to even move very much with my naked ass sticking up in the air -- and all at the hands of a nerdy guy from my high school calculus class!
I was left alone to revel in my helplessness for what felt like 20 minutes. I was hard for much of this, but not nearly as hard as I was with what came next...
The first night I'm there, I just grabbed dinner in the hotel lobby restaurant.I tried to work a little bit, but perused a bondage personals website where I'd opened a new profile before the trip. I hadn't worked up the nerve to try to message anybody yet, when I suddenly heard somebody quizzically call my name nearby. I maybe a little too quickly put my phone face down, and looked up to see an old high school classmate named Steve.
After I got over my surprise, I invited him to have a beer with me. It turned out he was here for business as well, and caught me up on his life since we'd graduated. I knew him as very nerdy when we'd been in several honors track classes in school. I congratulated him on his success. He also told me that he'd come out of the closet to his family and friends as gay after high school, and he'd been much happier since. I told him that I was happy for him, and apologized if I'd ever teased him about his obvious effiminate bearing in school. He told me that it was all water under the bridge. That was certainly a relief to me, but the next thing he said made my heart race.
"You know Jack, before I was sure it was really you, I happened to notice the website you seemed very interested in. It didn't take very long to find your profile. It just so happens that I have an interest in bondage too, except my particular taste is in dominating straight men and making them give in to their naughty, secret urges. I think I'd enjoy having the cocky football guy from my calculus class tied up in my hotel room for my personal pleasure. Here's what we're going to do, at 9 this evening, you're going to come to my suite upstairs and submit to me. I already know what you're interested in, and I'll respect the limits you wrote into your profile, but I'm in charge the minute the door closes behind you and we're going to explore those limits."
Without another word, he wrote his room number on my open notebook and walked off. The next couple hours crawled by until it was almost 9. I considered bailing out, but we both knew I was going to present myself. I took a long shower, toweled off, dressed, and took the elevator to his floor. I knocked on his door, and he met me with a big smile. "Come on in" he said rather innocuously. I heard the door shut behind me, and his demeanor changed immediately. I was told firmly to strip, and right next to his bed, facing the bed. The world suddenly went dark as he put some kind of blindfold on me. I gave a start as he slapped one buttock, and he told me "ah, I've dreamed of doing that to you for years, but you need to be quieter. Open your mouth." I complied, and he wadded some kind of cloth in my mouth and tied off a cleave gag. "And you don't need the use of your hands any time soon." Soon my arms were very well tied behind my back, and it was very obvious he know what he was doing. "Kneel down" he said, and he guided me down on to my knees (he'd very nicely put a pillow down for my knees), and using a firm hand on the back of my neck positioned me so that my chest was flat on the bed. Next came what I later learned with ropes around my ankles as he put me into a kind of crouching hogtie.
I was told to struggle and try to free myself, but I wasn't making any progress before he told me "just to let you know I'm in control here, but you know what, I think you need a little more restraint to keep you still for what's next." Nothing happened for several minutes, before I felt both of his hands grabbing my ass. The hands slowly started working around my waist. An eternity later, he suddenly took a death grip on my balls with one hand, and very slowly worked over my now very erect cock with the other hand. He did that just long enough to elicit a groan, and some pre-cum before stopping. The hands went away, but then I felt something wrapping around my scrotum until they were pulled down and clearly tied to something under the bed. I now found myself naked and very helpless to even move very much with my naked ass sticking up in the air -- and all at the hands of a nerdy guy from my high school calculus class!
I was left alone to revel in my helplessness for what felt like 20 minutes. I was hard for much of this, but not nearly as hard as I was with what came next...