Tell me your missed opportunities

[PantsDownFun]

Here's one of mine...

I can’t remember who said it first, but I know we both said to each other, “I’ll pull your trousers down!” and then made a move as though we were actually about to do it. It felt incredibly exciting that he and I had put into words that we intended to pull each other’s trouser’s down right there on the busy playground, and I remember feeling both relieved and disappointed that neither of us did. The threat alone was thrilling in itself. I'd never said anything like that to anybody before!

I wonder if neither of you had announced it if you wouldn't have gone through with it.

Reminds me of one I saw almost happen that really irritated me. A family was walking towards me, mom, dad, older brother, and you gee brother. The younger brother announced loud enough for me to hear, so his brother definitely heard, "I'm going to pants him." To which the older brother grabbed his pants and told him "don't you dare."
Seriously kid, you don't say that out loud and warn your target. I should have seen the older brother with his loose fitting sweatpants around his ankles (maybe his underwear too depending on how tightly his brother grabbed), but instead I was blue balled by the false promise of a pantsing.

[Robert Brooks]

Excellent
I sympathise with your annoyance! That would have been great to see. Dammit!

[viper45]

at age of 12 or 13 idk exactly i was with my father going somewhere to deliver few things but at railway station due to playing rain my all clothes were wet and i was sneezing really bad my father told me change clothes but i didn't listened then he got up angry and looked around there was no one in sight so my father stripped me naked and told me to sit there while he find towel and new clothes from bag while he was finding clothes i was standing and staring at the window and at that time a girl and his father passed by me and girl and his father saw me minding my own business and naked i didn't knew until i saw them looking back as child i was ashamed but i still think it was exciting idk why

Were you covering with your hands or not?

nah not really the damage was done before i could do anything

[d4rk266]

at age of 12 or 13 idk exactly i was with my father going somewhere to deliver few things but at railway station due to playing rain my all clothes were wet and i was sneezing really bad my father told me change clothes but i didn't listened then he got up angry and looked around there was no one in sight so my father stripped me naked and told me to sit there while he find towel and new clothes from bag while he was finding clothes i was standing and staring at the window and at that time a girl and his father passed by me and girl and his father saw me minding my own business and naked i didn't knew until i saw them looking back as child i was ashamed but i still think it was exciting idk why

Were you covering with your hands or not?

nah not really the damage was done before i could do anything

so a random girl saw you naked in train?

[rivinvin]

at age of 12 or 13 idk exactly i was with my father going somewhere to deliver few things but at railway station due to playing rain my all clothes were wet and i was sneezing really bad my father told me change clothes but i didn't listened then he got up angry and looked around there was no one in sight so my father stripped me naked and told me to sit there while he find towel and new clothes from bag while he was finding clothes i was standing and staring at the window and at that time a girl and his father passed by me and girl and his father saw me minding my own business and naked i didn't knew until i saw them looking back as child i was ashamed but i still think it was exciting idk why

Its really embrassing. I too faced such situation when around same age. We with family went on train long distance 2days travel. Our birth cabin was second next to the restroom. So inbetween there is one cabin and door. There is little space between restroom and doors. We start journey at night as it srarring station no crowd and full empty few peoples only there. As it long journey when get in train mum change our dresses. As it night and empty train i dont care and change dress freely from shirt pant to shorts tshirt. We slept. Next morning train get little crowd still empty mostly. In morning i had to no2. so i went toilet with mum. As the toilet not clean and mum taught i might wet the touser on dirt floor. So she made me remove my touser outside bathroom door itself and sent me in. It little embrassing because few people there in first cabin saw. After did i came out. But mum went to seat as i took little long to do. She waiting there with my touser. So if i call her 1st cabin people will see me so i just pull tshirt down and walked faster to our 2nd cabin. But to the shock there another one family departed in between station and there was a girl around my age and boy little younger than my sister age. They all saw me. Very embrassing situation they stared me teasingly. Luckily mum gave touser to wear simply saying you came here without waiting and laugh. I dont know what to say. Still remember that shameful incident.

[saxo2000]

My first share on this site, there is an intro before the missed opportunity, they are true stories:

One of the most dangerous places for a young boy to be was the public indoor swimming pools, when we started having swim classes in school (I guess we were around 10 at the time) it did not take long for the prettiest girl in our class who was also the most mischievous, to figure out how vulnerable us boys were with usually only one small piece of clothing keeping us from being completely naked, while the girls in their one piece swimsuits were basically immune to being pantsed.

I remember her sitting behind a boy named Michael at one point, suddenly she slipped her index finger into the back his speedos and pulled out giving her a brief look at his bare butt cheeks and said "Oops!", she sure loved to tease lol. Probably about a year later I was at an indoor waterpark with her and some other friends where they had these blow up animals we could sit/play on and as I was sitting on one with her sitting right behind me. Suddenly I felt that very same index finger slipping into the back of MY blue speedos and then pulling out giving her a brief look at the top of my buttcrack with her again saying "oops" and laughing away at another successful attempt at em"bare-ass"ing one of us boys lol.

She was an early developer and had started growing breasts so I tried getting her back by pulling the front of her swimsuit out to get a peek and said "oops" myself lol, and though I did manage to embarrass her a little I was not really able to see anything.

Then about a year later a bunch of us from school went to the public pool to swim at night, we were now too old to be seen wearing speedos and had started wearing swim trunks instead. While we were changing my best friend Dennis reminded me that we risked getting pantsed by the girls so I took his advice and wore speedos under my black swim trunks. Shortly after entering the pool area I was standing in the warmest and shallowest pool of the two pools surrounded by a bunch of people including girls. Suddenly I felt two hands yanking my trunks down to my ankles and as I turned around I saw Christina had used swim goggles to swim up behind me underwater and pants me in front of everyone! Luckily for me my speedos did not come down so it was not so embarrassing but when Christina realized this she was not only disappointed she was actually upset at me for not being naked under my trunks and she was saying "it's not fair", can you believe that? I guess she felt entitled to see me naked after going through all that effort to sneak up behind me and pants me.

[LostBoy90]

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?

Your description is interesting. I don’t know when you grew up but it may be the same generation as me. I don’t know why pantsing another boy scored someone points but it did. My generation seemed to be the last for many things but I do know shortly after graduating kids were told they could be arrested for pantsing. Not sure what the current environment it though. Also for some reason pantsing loaner kids seemed to score extra cool points. :/

[Freesub]

My first share on this site, there is an intro before the missed opportunity, they are true stories:

One of the most dangerous places for a young boy to be was the public indoor swimming pools, when we started having swim classes in school (I guess we were around 10 at the time) it did not take long for the prettiest girl in our class who was also the most mischievous, to figure out how vulnerable us boys were with usually only one small piece of clothing keeping us from being completely naked, while the girls in their one piece swimsuits were basically immune to being pantsed.

I remember her sitting behind a boy named Michael at one point, suddenly she slipped her index finger into the back his speedos and pulled out giving her a brief look at his bare butt cheeks and said "Oops!", she sure loved to tease lol. Probably about a year later I was at an indoor waterpark with her and some other friends where they had these blow up animals we could sit/play on and as I was sitting on one with her sitting right behind me. Suddenly I felt that very same index finger slipping into the back of MY blue speedos and then pulling out giving her a brief look at the top of my buttcrack with her again saying "oops" and laughing away at another successful attempt at em"bare-ass"ing one of us boys lol.

She was an early developer and had started growing breasts so I tried getting her back by pulling the front of her swimsuit out to get a peek and said "oops" myself lol, and though I did manage to embarrass her a little I was not really able to see anything.

Then about a year later a bunch of us from school went to the public pool to swim at night, we were now too old to be seen wearing speedos and had started wearing swim trunks instead. While we were changing my best friend Dennis reminded me that we risked getting pantsed by the girls so I took his advice and wore speedos under my black swim trunks. Shortly after entering the pool area I was standing in the warmest and shallowest pool of the two pools surrounded by a bunch of people including girls. Suddenly I felt two hands yanking my trunks down to my ankles and as I turned around I saw Christina had used swim goggles to swim up behind me underwater and pants me in front of everyone! Luckily for me my speedos did not come down so it was not so embarrassing but when Christina realized this she was not only disappointed she was actually upset at me for not being naked under my trunks and she was saying "it's not fair", can you believe that? I guess she felt entitled to see me naked after going through all that effort to sneak up behind me and pants me.

Dennis is really the MVP here (or the Least Valuable, in retrospect maybe ).

Was Christina afraid of any consequences from adults or anyone telling on her?
How long did this continue, and did anyone ever manage to pantse Christina (or enough to see anything)?

[saxo2000]

[/quote]

Dennis is really the MVP here (or the Least Valuable, in retrospect maybe ).

Was Christina afraid of any consequences from adults or anyone telling on her?
How long did this continue, and did anyone ever manage to pantse Christina (or enough to see anything)?
[/quote]

No she didn't seem worried about that, there were many incidents where she tried and sometimes succeeded to see guys naked. I never saw her get pantsed but once she pantsed another guy to his underwear in class and when the teacher called caught her she said he had pantsed her first. Once at camp we caught her and another girl wearing towels and wanted to pull them off but she managed to escape by telling us another girl from our class was in the bathroom so we went to look at her from over the top of the stall. One guy stayed there a long time so her younger sister tried pantsing him to his underwear to make him come down. Once I saw her bare back (not butt or anything else) looking through the changing room keyhole after we heard some of the girls had spied on us. When the female teacher found out she said if it happened again the person who did it would have to shower naked in front of all the girls so it never happened.

[gunairre]

One time, a long time ago, when I was around 15, my family and some family friends went to stay in a hotel for a weekend, it had a pool, and a free buffet thing.

On the first day, nothing much happened, we swam, came back, showered, and went to eat food. but on the second day, me and my friend (17F) went to the pool late so our parents let us stay in the pool a bit longer. We lost track of time completely, and by the time our parents called us back, everyone finished washing themselves up and went down to eat dinner and we had very little time so our parents didn't accompany us.

Our rooms were linked by a door, it was 2 seperate rooms, but you could go from one to the other if both sides open their doors, My friend's room was smaller than ours and their bathroom was also smaller, our bathroom had a bathtub in it, and it was massive, my friend never tried a bathtub before so before i could lock the door to the bathroom, she came in and begged me to go out, but i refused and she had to go back to her room.

It was only us two in the rooms, no one else would've come anyways, I know i should've done something, just I don't know what. I fantasize about that day a lot,

- I could've allowed her in and i couldve gone to hers (boring)
- I could've asked her to shower together, there was a shower and a bathtub in there so possible (I regret not even joking about this...)
- I could've said smth like, if you want it so bad, first to strip naked gets this room

also, there was some tension there, we could've also kissed but that's nothing compared to the above