Tell me your missed opportunities

[JH1908]

My biggest missed opportunity that I still regret to this day came a few years ago on a works Christmas party with my old job.

I arrived late because I had some family stuff to take care of first. Once I arrived most people were already drunk and I was trying to play catch up most of the night but it never really worked.

At the end of the night there was a few of us left whilst waiting for taxis etc. The function room we were in was one you could rent out for events and was part of a larger hotel which had a spa and pool. Those that were left were all very drunk and egging each other on. I can’t really remember how it was brought up, but it was suggested some of us went skinny dipping. Myself, both a male and a female colleague, and the female boss of the team were being encouraged.

Me being not as drunk as the others decided to chicken out, worried about us all getting thrown out, and worried about being naked in front of everyone. I still regret this to this day.

In hindsight, It would’ve been amazing to see The boss who was showing her wild side and the female colleague with completely nothing on, and having them see me. Huge missed opportunity

[NudeBaG]

G here!

I was about 10 or 11.
It was a birthday party for one of my friends.
There were about 8 of us.
Mostly girls, but at least 2 or 3 boys as well.
My friend’s older brother was watching us for bit while their mom was getting something.
I don’t remember all the details, but at one point, we were all in separate rooms.
I was in the den with some others, when we heard the older brother yell from his bedroom.
4 of the girls at the party came running into the room giggling like mad.
They told us they’d snuck into the older brother’s bathroom through his room while he was showering and that they saw him naked.
They said they saw EVERYTHING, too.
Even at 10 or 11, I remember thinking the older brother was VERY attractive, so the fact they got to see him naked and I didn’t has always been a sore spot.
And yes, they said he had a ‘big one’.
He was about 15 at the time, so I imagine he was fully developed.

[bingerbonger]

G here!

I was about 10 or 11.
It was a birthday party for one of my friends.
There were about 8 of us.
Mostly girls, but at least 2 or 3 boys as well.
My friend’s older brother was watching us for bit while their mom was getting something.
I don’t remember all the details, but at one point, we were all in separate rooms.
I was in the den with some others, when we heard the older brother yell from his bedroom.
4 of the girls at the party came running into the room giggling like mad.
They told us they’d snuck into the older brother’s bathroom through his room while he was showering and that they saw him naked.
They said they saw EVERYTHING, too.
Even at 10 or 11, I remember thinking the older brother was VERY attractive, so the fact they got to see him naked and I didn’t has always been a sore spot.
And yes, they said he had a ‘big one’.
He was about 15 at the time, so I imagine he was fully developed.

Considering the party was for your friend, I'm assuming the girls were around your age too? It must have been such a thrill for them to see an older boy naked like that. Probably the first time they've seen a fully developed male body. Was probably a little exciting for the older bro too to have a bunch of excited 10 year old girls seeing him fully nude

[NudeBaG]

Considering the party was for your friend, I'm assuming the girls were around your age too? It must have been such a thrill for them to see an older boy naked like that. Probably the first time they've seen a fully developed male body. Was probably a little exciting for the older bro too to have a bunch of excited 10 year old girls seeing him fully nude
[/quote]

Yes.
We were all between 10 and 12 years old.
From what I remember, the encounter they had couldn’t have lasted more than a few seconds to a couple minutes, but the fact is, they did indeed get to see EVERYTHING!
I don’t remember them describing anything in detail, other than that it was ‘a big one’.

He did have to come out eventually to help with the party, and surprisingly, I don’t remember any of us kids saying anything to him or the parents.
I think everyone just didn’t want to get in trouble.
I think it was just a spur of the moment opportunity that the girls took advantage of.
An opportunity that I sorely regret missing out on

[NudeBaG]

Considering the party was for your friend, I'm assuming the girls were around your age too? It must have been such a thrill for them to see an older boy naked like that. Probably the first time they've seen a fully developed male body. Was probably a little exciting for the older bro too to have a bunch of excited 10 year old girls seeing him fully nude

Yes.
We were all between 10 and 12 years old.
From what I remember, the encounter they had couldn’t have lasted more than a few seconds to a couple minutes, but the fact is, they did indeed get to see EVERYTHING!
I don’t remember them describing anything in detail, other than that it was ‘a big one’.

He did have to come out eventually to help with the party, and surprisingly, I don’t remember any of us kids saying anything to him or the parents.
I think everyone just didn’t want to get in trouble.
I think it was just a spur of the moment opportunity that the girls took advantage of.
An opportunity that I sorely regret missing out on
[/quote]

Thinking about this, I would LOVE for someone to write an ENM story about this event.

[PantsDownFun]

I just remembered a missed opportunity. An opportunity to get pantsed.
It was at a summer camp. I was wearing swim trunks and a T-shirt. They were loose enough that they would have come down. I saw the guy coming and could grab them to stop him. Had he come up behind me instead of from the side, my trunks would have been around my ankles and at least 10 people would have seen my dick.
I sometimes wish I had pretended I didn't see him and let him pull them down anyway.

[Robert Brooks]

I like that, PantsDownFun. Funny how at the time you instinctively grabbed your trunks to stop the pantsing, but looking back you wish you hadn't. Nice story

[Robert Brooks]

Here's one of mine...

In year 6 at primary school (age 10 or 11), I was playing with a boy in my class at lunchtime, pretty much just running around chasing after each other, trying to ‘get’ the other person without getting ‘got’ yourself — whatever that meant, haha.

There was a moment in the game which was a kind of stand off: both of us too close to risk ‘getting’ the other. We made a few sudden, faltering movements towards each other, as though getting ready to strike and then run like hell.

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!

We’d already had PE that morning, so I actually knew exactly what pants (underwear) he had on at that very moment: white briefs with a little Power Rangers character on the front. I remember in the stand off picturing him standing there in his underwear and getting more than a little excited

[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

[Freesub]

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?