Embarrassing situations

[funnyguy]

When I was teaching and on the last day, we had the kids bring up their report cards to my desk for me to enter their grades. All of a sudden, I looked down and my fly was open and so were my boxer shorts. So, all that came up to the desk for me to enter their grades had a full view--until I looked down and saw all of myself open for all to see as they leaned over to have me write in their grades on their cards. I quickly zipped up, but only after half the class had gotten their grades and a "look" at the teacher. Oops!

 

[catman]

not sure if this qualifies but....big cup of coffee, on the way to work splurged for more...stuck in horrible traffic- ran in the door having to pee like a race horse..... got to the urinal (felt like leaking pee!) was fumbling to pull it out, let go- only to realize my foreskin was tangled in my boxers...and that I had basically peed down the leg of my pants....NO way to cover it...(plus the smell) thankfully had a pair of slacks in the car...had to sneak out and sneak back in to change....

I hate mondays

 

[SR_Pepe Le Pube]

it really has nothing to do with swimming for me. i wear dress pants to work and rarely wear undies. one day i was getting hard looking at a cute client and i started to leak precum. i know i have to be careful.

 

[piggeek]

I think this may be my very first post, but I just had to say that you are one of the horrest men I've ever seen, dartmouth.

 

[D_Doe_Ray_Mi]

I had a job in college at the university's main pool as a lifeguard. One saturday morning after partying Friday night, hungover I went to my locker in the locker room, stripped, grabbed my Speedo, walked naked to shower and walked out onto the pool deck, Speedo in hand and around to the lifeguard stand. I was oblivious until I noticed people laughing and someone yelled, "look down". What did I do? walked all the way back to locker room naked to slip my suit on rather than just putting it on right there. Funny to me now!

 

[catman]

or buying a white bathing suit not realizing it turned SEE THRU when wet at a mixed pool party...

 

[unzipped]

Playing in a pigs vx hoses baseball game a few year back and some of the guys pantsed me in front of the whole crowd...... needless to say, they all got a major eye full..haha

 

[Packin]

My kilt blew up at a wedding. I'm a bagpiper. Instead of my usual black jock, I had white bikini briefs on underneath with a very thin mesh pouch so my big ol' dick and nuts were on full display through my underpants. To make it worse, I hang thick and long when I'm soft - about 7" - and a couple of blokes razzed me because they thought I was packin wood in my briefs. VERY embarrassing. Would've been far less humiliating had I been regimental underneath my kilt, no kidding.

 

[BigTodger]

Holy mother of god thats one heckuva nice cock m8!!!

 

[SR_Daniel Dangler]

A few weeks back was at a 21st party function at a pub and me and a mate went to the toilet at the same time. He went to a cubicle and i went to the urinal. Some drunk guy walked in and said "WOAH! lucky guy!". I laughed and walked out quickly a little embarrassed. My mate in the cubicle heard it and all my mates were giving me shit that night. I told them he was just saying it cos he was drunk tho. Would feel akward if they knew i was hung.

Not rly the worst that has happened to me but its recent. A few days ago i was at the super market getting some food after a workout at the gym. I was in gym shorts with built-in underwear as well as briefs but as I was a bit warmed up from the workout i was hanging rly big and as i went through the check out the lady serving me who was middle aged, was staring at my crouch for about 10 seconds before she looked up to see me waiting to be served and she smiled akwardly. I hadnt realised a bulge was showing but when i looked down i was rly embarrased.

 

[Wrat]

I was at the home of some family friends one saturday in the summer when the lady of the house asked me to get something from the crawl space above the hall. I got the ladder and set it up in the hall and climbed up and removed the panel covering the attic access hole, and all this wearing only short military PT shorts. I learned that is is impossible to climb off a ladder and reach into the attic without your dong and your balls falling out of your shorts. My buddy's wife stood there and held the ladder and didn't say a word. She just stared at my crotch until I got off the ladder, thanked me for fetching the stuff from the attic, and that was it. I'm glad nobody made a big deal out of it, but it was a lilttle embarassing anyway.

 

[rembrandt1603]

A couple of years back my buddy arranged two chicks from Birmingham to come up and meet us (a fuck buddy arrangement, it seems). After the details were worked out, they came on the train to see us, and they eventually all came to my house (I was still young, parents were out though).

Long story short, I wasn't even fully dressed-- I had a dressing gown on, socks and boxer shorts. I was sat in a precarious position on the sofa, whilst my buddy flanked me, kneeling on the arm of the chair. The two ladies were sat on the opposite couch, some feet away. Anyway, after half an hour of talking or so, we finally arrange to fuck-- my buddy goes to his house with his girl (it was already arranged who'd have who), and me and this chick stayed at mine. We went upstairs, had sex, and she tells me this;

"You do know the entire time you were sat down, your ballsack was hanging out in plain view, right?"

So I checked my boxers, and there was a plum sized hole right in the groin area. My cock had stayed covered, and my entire sack had been exposed, like a tumour emerging outwards. :biggrin1:

Initially quite embarrassing, though I soon was laughing my arse off at the entire thing.

 

[bthegreat]

Back in High school. the basketball and football players went around the school pulling guys pants down in the halls during crossing periods. Well I didn't have a belt on and I was wear boxers at the time and a guy pulled my pants down during lunch and I was carrying my things so I had to walk to a table with my pants at my knees to pull up my pants. I was embarrassed and I got my friend back for doing it to me, but I was so embarrassed.

 

[flaimboy]

School Swimming carnival, day 2 I arrived at school and found out i'd left my swim shorts at home so wasn't going to be swimming all day. I was a pretty good swimmer so was a bit pissed about missing out for an entire day.
One of my mates gave me his pair (he wasn't huge on swimming and knew i was) of shorts just before a race i wanted to swim in so i literally ran (well.. the fastest walk i was allowed - *NO RUNNING*) from the benches to the changing rooms, got changed, then to the starting blocks.
As i dived in i felt his shorts jerk back as i entered the water, stopping half way down my butt. As i swam (freestyle) i tried to pull them up after each stroke to cover up (i was on the outside lane so right next to everybody at the side cheering us on) but it didn't work at all well.
I got to the end without the shorts falling off but when i stood up one of the parent helpers was laughing and asked me if i wanted some stickytape to hold my shorts up!

Needless to say i tied those shorts up with a double knott for the next race! (another embarrasing situation there).

Oh... i did win the race.

 

[wild_boy]

In my early wild days I met someone through chat, and he wanted me to fuck him badly. I arrived at his place, we took of the clothes, my cock was big and hard and.... I just didn't manage to shove it inside his ass! No matter how gently I tried and how much lube I put it refused to penetrate his tight ass. He did mention he was tight but I didn't think he means so tight!

I did fuck before (and after ) but never met such tight ass. We sucked each other off and parted as friends.. but since then I asked in advance when someone wanted to be fucked by my cock.

 

[steelnuts7]

I had recently stretched to a 00g PA with a horseshoe ring. The ball end are huge as you can imagine. While I was standing, waiting to speak with my patient, ball and ring slid down my scrub pant legs and clanked on the floor. I tried to discreetly pick them up, but don't think it was so discreet. Ha
Steelnuts7

 

[nicecircjob]

If I was going to be embarrassed about being accidently exposed I would rather it be because of being well hung than having a small uncircumcised penis. I would rather give the people a show being well hung and circumcised. Something for them to pleasantly remember me by. I was around a portly man last week end and he was wearing tight jeans and you couldn't discern a hint of a penis or balls on him. I would be embarrassed about that if it were me. So if you've got the big
junk and people see it or the bulge it makes, that's better than being tiny. Some people would complain if they were being hung wih a new rope.

 

[catman]

3 sons, we were having a picnic, all were wearing shorts....one son (early teens), was sitting cross legged on the bench, nervously bouncing his knees (you know how hyper kids can be), I noticed an older woman at a picnic table across from us giving him the weirdest look (the little old lady who knows EVERYthing) shocked look).... I walked by and glanced to realize a) my son was wearing loose boxers and b) his cock/balls were flopping around like a.....um.....half hard kids dick...

not sure if the lady had ever a) seen a penis b) seen an uncut penis c) or realized its okay to BE a guy outdoors...

didn't know whether to say something to my son, or moon the old biddy.... (my son soon got distracted (I think we were waiting for the grill to heat up or something...

(I did later tell my wife, who did get tickled (loved her weird sense of humor)

 

[trapmusik6]

I was at a party a couple years ago and I was talking with a friend and two girls. I stood up to go get a beer and asked if any of them wanted one. I had a semi from the heat and dancing, but the worst part was that my fly was undone. I also chose to go commando that night.. Then my drunk friend just blurts out 'you have a big black dick don't you?' Totally unprepared for that statement I went straight upstairs to the bathroom to situate myself. I was a shy kid then, and in retrospect I should have used that to my advantage haha

 

[EdWoody]

I was at a party a couple years ago and I was talking with a friend and two girls. I stood up to go get a beer and asked if any of them wanted one. I had a semi from the heat and dancing, but the worst part was that my fly was undone. I also chose to go commando that night.. Then my drunk friend just blurts out 'you have a big black dick don't you?' Totally unprepared for that statement I went straight upstairs to the bathroom to situate myself. I was a shy kid then, and in retrospect I should have used that to my advantage haha

That would have really pissed me off, actually. Why does it have to be a "big black dick" ? Can't it just be a big dick?