For the Guys: Topic - "I wish I had <unfulfilled desire or missed chance goes here>"

[Smoothshavendad]

After I graduated and was waiting until I left for boot camp, I took a job at a grocery store regional bakery. The guy who was training me was a couple years older, and we had quickly become friends due to mutual interests.
I had been there about a month or so when he invited me over to his place after work. We were always talking about cars or music, so I followed him there when our shift was over.
His place was a small house that was on his family property and I remember thinking how cool that would be to have! We went inside and I sat on the couch. I've never been much of a drinker, but he offered me a wine cooler (this was back in 1992) and I accepted it. He sat down next to me and turned on MTV. We talked about the usual guy stuff as we drank. I had made it about halfway through my second one and was feeling good.
We started talking about girls and if we had girlfriends, which I didn't at the time. I remember he started saying how they were always ruining things and that I really didn't need one anyway. I was pretty naive at the time, I came from a small town with parents who sheltered me from a lot of things, so I wasn't following what he was trying to say...duh!
I finished my second wine cooler, and he went and got us a couple more. He asked if I liked watching "dirty movies", and I said that I guessed so, but by that time, I'm not sure if I had ever even seen one! He said he had a good one, and put in a tape in the VCR. VHS baby!
It started out like all pornos do, and was pretty cheesy, but I was pretty excited about seeing it. The girl in the movie was blonde, with long curly hair. Typical 80's style, which I STILL find super hot! I remember her denim mini skirt, and her lace topped white socks and black heels...and I still love those too!
The usual things that happens in porn began to happen, and it was causing the usual things to happen to my 18yr old body too.
I was super hard and was shifting around trying to get comfortable, lol. And that's about the time things got weird for me. The guy in the movie had pushed the girls skirt up to reveal her white thong from behind. He was kissing her cheeks and started pulling her panties off. She stepped out of them, and when she turned around, she had a dick! I had NEVER seen anything like this, and at the time, I don't think I knew there were people like this! The guy had started sucking her cock and I was freaked out, mesmerized, hard as a rock, and buzzing pretty good. My friend started saying things like, "See, you don't need a girlfriend" , "I'd love to do that.", and other stuff but I still hadn't caught on to what he was trying to REALLY say. I was almost hypnotized by what was going on in the movie. This was so new and different to me. I was turned on and somewhat ashamed that I was liking it. She was so hot, beautiful body, perfect breasts, lips, legs...and a cock. I couldn't take my eyes off of the TV! At some point, my friend got up and left the room, so I took the opportunity to rub myself through my pants. I wanted to touch myself so badly. I wanted some relief, I wanted to keep watching this movie!
When he came back into the room, he had changed into a T-shirt and shorts. Since we had come to his place right after work, I was still wearing my black work pants and collared shirt. He had brought me a pair of shorts to put on, but I was afraid he would see my hard-on if I got up to change! He said, "Go ahead and get comfortable ", so I slowly went to get up, and that's when things happened. As I went to get off the couch, he moved down and kissed me and grabbed my cock at the same time. I didn't know what to do. I wasn't gay, but it felt good and wrong at the same time. He started rubbing me through my pants, and asked if I "liked that"? I was a bit scared, and confused, and nervous and ready to cum in my pants!
I told him I didn't know and that I wasn't gay. He said that it was okay, we were just two friends helping each other out. I was rapidly sobering up, and began to panic a bit. I wasn't sure what was supposed to happen, why I was feeling certain things, and how was I supposed to get out of this situation.
I finally got up and said I had to go, and I would see him at work. He tried to apologize, and I said it was okay.
I left his place and went to my apartment. My roommate was at work, since I worked overnights. My mind was racing about what had happened. I had gone to bed, since I went in to work that night, but images of the movie were playing in my mind, and remembering him rubbing on me, I started to get hard. I began stroking myself to get some relief. What was really messing with me, was that while I was thinking about the movie and the hot blonde, I was fantasizing

Did you cum thinking of him?

 

[Dreamer110]

I wish I had said yes to the guy I met on a business trip. We were both in the hotel hot tub and he struck up a conversation. Seems we had a lot in common and hit it off. He climbed up on to the edge directly across from me. His shorts were loose around his legs. He spread his legs so I was looking directly at his cock which was starting to harden. I was fascinated with it and couldn't look away. He was looking right at me and was apparently pleased with my reaction. He then told me that he had a great bottle of bourbon in his room and invited me to come share it with him. I didn't and still don't want to cheat on my wife so I politely declined. In some ways, I still regret that.

Hmm, you have a lot more will power than me.

 

[J1biboi]

Hmm, you have a lot more will power than me.

And me!!

 

[TryGuy35]

So I had this flirty interaction with a man at a bar, not a gay bar but a well known spot for gay men. It got to a point where I knew something might happen , he followed me into the rest room, nobody made the first move and we returned to our barstools. We exchanged numbers but wish I had just grabbed his cock in that restroom and see where it went, it haunts me

 

[RipleNStllWtr]

When i was in my 20's I worked for that place with the baby back ribs and we had our bar regulars, there was one in particular who wanted my attention. She was a older biker babe, full on leather on even when she drove her car to the bar. She wanted me to come to her house and hang out, I was to dumb to have any idea what was going on or her intentions. I wish I could go back to that moment and go straight to her house.

Had another coworker from the same place call me up one night and ask me to come over and hang out with her and her boyfriend. She was gorgeous and he was very fem. Again, I had no clue and stayed at home and smoked my brains out.

Had a different cowork show up at my house with one of her friends, both dressed up and ready to go. They looked amazing, her friend had the Marilyn Monroe look going on and all they wanted was me to join them. Nope didnt even think about it.

Went to the local pool hall, my buddy and I played about 5 games with the same couple. Bar closed they invited us over for more drinking and fun. We headed over hung out and well it is safe I rememeber thinking things were getting weird and I went outside to smoke. After that I remember thinking it was a long walk to my house, I had driven there but I wasnt tracking that. I always thought this couple was looking for more from us and I am sure I ruined that for all.

Now married, and well not sexless but my wifes idea of foreplay is putting a pair of thongs on and seeing if I notice. Thats literally it. If this ever ends, going to be a male slut for all. Safely of course but I will not regret not doing something.

 

[Mrnobody6039]

WOW! I'm not sure what I would have done in that situation but most likely I would have reached for his bulge. We were both in our twenties when I sucked my friend's cock, but I asked him if he would let me suck it!

I was at a friend's house drinking with him and his wife. At 1 point I'd gone into the living room and put on a set of headphones and was listening to music on my knees in front of the stereo Then I noticed a movement behind me. And I turned around to see my friend standing.
Behind me, with his wife standing behind him, sh was wagging his big dick imymy face. The more I think about it today, the more I wish I'd done something about it. It was a big dick.

 

[Smoothshavendad]

I was at a friend's house drinking with him and his wife. At 1 point I'd gone into the living room and put on a set of headphones and was listening to music on my knees in front of the stereo Then I noticed a movement behind me. And I turned around to see my friend standing.
Behind me, with his wife standing behind him, sh was wagging his big dick imymy face. The more I think about it today, the more I wish I'd done something about it. It was a big dick.

Very hot!!!

 

[J1biboi]

I was at a friend's house drinking with him and his wife. At 1 point I'd gone into the living room and put on a set of headphones and was listening to music on my knees in front of the stereo Then I noticed a movement behind me. And I turned around to see my friend standing.
Behind me, with his wife standing behind him, sh was wagging his big dick imymy face. The more I think about it today, the more I wish I'd done something about it. It was a big dick.

WOW! I don't know how you could resist, I would have had it in my mouth in a heart beat. But then you maybe hadn't been thinking about sucking cock for years like I had. My friend had a big cock too!!