Tell me your missed opportunities
Posted: Sat May 03, 2025 3:50 am
By missed opportunities, I mean the times that you really wanted to pull someone's pants down (or even strip them) and you COULD have pulled their pants down (or maybe even stripped them), but you stopped yourself and now you kind of regret it.
I have a few.
The one that sticks out the most for me was at a scouting event. We were at a volunteer event, directing traffic. We had an RV that was being used as a defacto office for us. I was hanging out in in with a few other guys. Earlier in the day one of the guys got pantsed. It was an amazing pantsing. He was wearing sweatpants, they went all the way to his ankles, he was so caught off guard that he stood there for a good five or six seconds, tighty whities on display. I wasn't the one who pantsed him, but I was lucky enough to see it. After that happened, another guy came in, wearing loose fitting basketball shorts and he was sagging just enough to know he was wearing loose fitting boxers as well. I could have totally gotten both his shorts and his boxers down to his ankles... and I was sitting in front of him, so I'd have gotten a clear view of his dick (god how I wish I had seen his dick, I kind of had a crush on him). Sadly, I was too afraid to do it.
Another missed opportunity, I did actually pants the guy. He was wearing really loose fitting boxers as well, I would have had enough time that I could have reached up and pulled them down as well as his pants, but I didn't even try.
The one I wish that I had done the most though, because I had a serious crush on the guy for the longest time, and I had an opportunity that I could have completely removed all his clothes from the waist down. He, and a few of my friends, were in my car. He had volunteered to get duct taped into his seat. He wanted to see how long it would take to get out. His hands were taped in such a way that there was no way that he could reach to stop me from undoing his belt and taking off his pants. God how I wanted to take off his pants. But, I was still in the closet, and I was afraid that my friends would think that by stripping him, it wasn't just "boys will be boys" hijinks, but that I was gay and actually wanted to see him naked (which, in fairness, I was gay and I did want to see him naked).
So, what are your missed opportunities?
I have a few.
The one that sticks out the most for me was at a scouting event. We were at a volunteer event, directing traffic. We had an RV that was being used as a defacto office for us. I was hanging out in in with a few other guys. Earlier in the day one of the guys got pantsed. It was an amazing pantsing. He was wearing sweatpants, they went all the way to his ankles, he was so caught off guard that he stood there for a good five or six seconds, tighty whities on display. I wasn't the one who pantsed him, but I was lucky enough to see it. After that happened, another guy came in, wearing loose fitting basketball shorts and he was sagging just enough to know he was wearing loose fitting boxers as well. I could have totally gotten both his shorts and his boxers down to his ankles... and I was sitting in front of him, so I'd have gotten a clear view of his dick (god how I wish I had seen his dick, I kind of had a crush on him). Sadly, I was too afraid to do it.
Another missed opportunity, I did actually pants the guy. He was wearing really loose fitting boxers as well, I would have had enough time that I could have reached up and pulled them down as well as his pants, but I didn't even try.
The one I wish that I had done the most though, because I had a serious crush on the guy for the longest time, and I had an opportunity that I could have completely removed all his clothes from the waist down. He, and a few of my friends, were in my car. He had volunteered to get duct taped into his seat. He wanted to see how long it would take to get out. His hands were taped in such a way that there was no way that he could reach to stop me from undoing his belt and taking off his pants. God how I wanted to take off his pants. But, I was still in the closet, and I was afraid that my friends would think that by stripping him, it wasn't just "boys will be boys" hijinks, but that I was gay and actually wanted to see him naked (which, in fairness, I was gay and I did want to see him naked).
So, what are your missed opportunities?