Hey, y’all. Hope you are doing well. I wanted to create a thread talking about any missed opportunities for MM sex that we either didn’t understand the cues or had to pass up, or now realize you could have played our a scenario different… I have two: 1) i had a friend that was on the cross country team with me. He hadn’t come out as gay until after he was in college. Now, 15 years later, i like to run a scenario in my head while jerking off when i had gone to his house before practice and we had some downtime beforehand. I would have loved to make a move and see if anything happened. We could have become really got FWBs especially on those long bus rides to and from meets. I can actually think back to times when I felt like he was making advances on me, but respected my boundaries as a “straight Christian”. But now i wish he could have made a move while i was at his house and we could have jerked each other off and even sucked each other off… for now, i can keep it in my head. 2) STILL SO MAD ABOUT THIS I was at the mall with my mom and high school GF. I was 18. I had gone to the bathroom and was horny so started to jerk off in the last bathroom stall. A man went into the one next to me, but i still was jerking off. I don’t know if he saw my shadow movements of me pumping my cock, but he put his left hand under the stall and gestured to me like playing with a little ball. I wasn’t sure if he was a cop or he was trying to get me in trouble. So i booked it out. I was too young to have discovered understall sex yet, so i missed out on an awesome opportunity to have him jerk or suck me off under the stall. DAYUM!
Shit, I've had so many of them that it ain't even funny! The majority of my missed opportunities have been of the kind where I'm with a guy, you can feel the sexual tension in the air between us and... nothing happens. Or I know that I want to make a move on a guy but I'm not sure how receptive he'll be so I don't do it because I've gotten into enough fights over guessing wrong about a guy - only to find out later that he was waiting for me to put a move on him and, worse, that moment has passed and making a move on him now will be rejected. I've had more missed opportunities when I was younger than as an adult and I've long since learned not to be upset about those missed chances. Sometimes, if I missed a chance today, it would still be there tomorrow or sometimes later the same day - but a miss is still a miss.
Hell, I'm one clueless MF and I know it. Throughout my life I've had so many opportunities, and I either didn't see it right away or I thought it was a joke, since at the time I was trying to convince myself I was straight. One of the earliest involved my best friend. We were both in Jr High at the time. Any time we had a sleepover, I ended up sleeping in a sleeping bag on the floor in his room. He never said anything but would constantly throw things over on to me. Once he even shoved his dog off the bed on top of me. I is now clear to me that he was silently try to get me to get up off the floor and come into the bed with him. Had a buddy in High School that loved threesomes. He invited me to one with his G/F at the time. She was riding him cowgirl style and I came up behind to give it to her anally. When he felt me inside of her, he said "Wrong hole," and at the time I thought he meant he wanted me to be in the same hole as him, which would be a hint. But no, I found out later, when he married another guy, that he probably wanted me to do him in the ass instead of her. Hopefully, next time an opportunity is standing right in front of me, I'll recognize it.
Yes, adult threesomes presented a few missed opportunities and me being lousy at taking hints. In one threesome, the other guy's prick was right there in my face, practically hitting me in the cheek but it wasn't until after we'd both creamed his girlfriend that he told me that he was giving me a hint to suck his cock... and I totally missed it. Ah, but we started round two by 69ing with each other while his girlfriend cheered us on - then we turned our attention to her.
Yeah looking back with such regret…missed opportunities!! My wife was (with my approval) having sex with a guy we knew. He didn’t know I knew. We were drinking one night and he starts telling me he and his wife once had a threesome with another guy and he’d like to do it again but he wasn’t entirely sure sure she would go for it but he wanted me as the third. We talked about it for a while and of course looking back he probably would have been all in with me blowing him. Probably would have ended poorly though. There’s a good chance my wife would’ve found out when the whole damn thing blew up.
I think my worst missed opportunities were the ones I didn't know that I had missed until I was told that I missed it. I was an "equal opportunity misser" in that I'd miss opportunities with both guys and gals and then feeling silly because I didn't pick up on what was going on. Still, I'm sure that the majority of missed opportunities were with guys, and nothing pissed me off more than to have a guy tell me what we could have done if I had been paying attention and even more so if that was the only opportunity with that guy. I would eventually learn how to "read the room" and not miss many opportunities as an adult but prior to that? Lots of missed chances...
I missed so many opportunities being clueless. But even more knowing what the situation was. Back in High School, I was determined to come off a straight. But teh number of older men that came on to me at parks and outdoor dining areas that I turned down on grounds that the place and time were inappropriate rivals the clueless ones. I'm older and and I really do not do hook-ups. But back then I could vry well have done it and gotten away with it an I'm not sure why I passed.
Yes - the high school years! I'd miss opportunities with my school peers but the older men who wanted made sure that I wasn't going to ignore the opportunity they were presenting since they were very straightforward in letting their desires be known. Now it was a question of me saying yes or no and if they weren't creepy, um, yeah, sure - I'll suck your cock, or it was their good fortune that I needed to be sucked off and given a good fucking... or maybe they were the ones that needed a decent fucking. I had school chums who had to tell me that they were hitting on me and when they were and... how come I didn't catch on? Or the time when one of the finest girls in school wanted to give me some and it was almost a seriously bad missed opportunity but I caught on in enough time to be able to have sex with her and, holy shit, the pussy was damned good! I might have stepped out in front of a speeding bus had I let this opportunity go by the wayside...
I actually didn't go after many girls my own age in High School. THere were one or two, but mostly I was into older women back then. When my guidance counselor sent me to continuation school to complete my credits, I got involved with my Continuation Art teacher. She was a real hippy. Tight hip huggers with bell bottoms, crop top with fringes, long, really long straight black hair and for a thirty something had really pert tits. No, I'm not very artistic, Yes I fucked my way to an A in her class. But from Senior year in HS through college and up to my first real job, I was approached by older men a dozen or so times. Three times, I got them to give me head, but I never actually gave them head or go fucked by them. Something I sorely regret now because the ones I had weren't creepy, one was actually a body builder, trying to get an AA in a vocational field in case he didn't win at Mr. Universe. (Which BTW he didn't.)
I don't think I have had a missed opportunity with a guy. Well, maybe one but I wasn't sure and I'm thinking maybe he wanted to hang out with my Mrs and me. One weekend away that we could have done something in a motel but I don't think either of us caught on and I don't think she would like it if I came off as Bi in the event. It's a shame actually because we were younger then and more active and he was a younger guy and it might have been a lot of fun. Missed opportunities with the girls or even some NSA fun with a female friend, yes I think there have been a few and I regret it now because I didn't really see it and maybe I would have done one or 2 of them.
Yeah, sadly I have a few. Probably the most regrettable was with my workout bud many years ago. We worked out together at the same gym, used the sauna, showered, all the while I was just working out and glad to have someone to help. One day after showering he asked if I wanted to hang out at his place and I didn't have anything to do so we went there. Almost as soon as the front door closed he reached around me and started to kiss me. I was totally off guard so I freaked. At that point in my life I didn't realize hot hot kissing men can be and I thought it was just for fags. He was a muscley ripped dude and if that happened today I'd let him do anything he wanted. I accept that I'm a fag when that's what's hot in the moment. Too bad I didn't know better back then. And recently on a business trip I ran into a guy in the elevator who commented on how nice the hotel was. I was too slow. If I had my brain in high gear I would have asked if he wanted to compare rooms. When I got back to my room I was kicking myself for not taking action. He was an overweight black guy and that I easily imagined sitting on my chest fucking my face with his balls slapping my chin. Others too but those I think about the most.
This one not my fault. After years of visiting ABSs, I got into gettimg entirely naked in the booths. Sometimes Id move from one to another naked...why bother dressing? One time Im in a booth, door unlocked. A guy comes in...clearly a first timer. He sat next yo me and checked out my hardon. I offered to let him touch it. He chickened out and left. I understood, but was dejected.
Years ago I fucked this cucks' wife, only I didn't realize it at the time. They invited me over for a beer and he disappeared upstairs. Meanwhile his hotwife started playing with me, but wouldn't let me eat her pussy, or even lick it. We did it standing up and as soon as I came inside her, she went immediately upstairs. To this day I regret not following her up to their bedroom, where I'm pretty sure he was waiting to be fed...my cum, straight from her freshly fucked, dripping pussy! I'd love to been their "interactive" bull.
About 10 years ago a guy I worked with asked me to breakfast, we had breakfast and he asked me to come over to his house. To show it to me and work he had done. It was summer I was wearing shorts shirt flip flops. We went into his house showed me around and he showed me his bedroom. I suspected he was bi I was barefoot walking around his house, so I just had shirtt on and shorts so I think he was turned on and wanted to play. At the time I hadn’t been with a guy yet but always thought about it. But nothing happened and I left. I look back and think wow could have ed done something with him. He since has passed away so I’ll never get to do anything with him. If he were alive today I would