Embarrassing stories?

[Billy Williams]

When I was in school I had a steady girl friend. After years of dating I kept getting her to do more and more. She wanted to save herself for marriage but agreed to let me hot did her as long as I didn’t put it in her. She would get hot and wet making out then I would put my dick between the lips of her pussy and basically fuck her without peniteating. When I got ready to cum I would push the head of my dick between her butt crack and deposit my load in her butt crack. She always kept her pantys on and I would pull the leg hole over to get to her pussy to hot dog. Of course her pantys got doled and had a big load of cum in the seat after our dates.
On day her mom talked to me. She said she noticed while doing laundry that her daughters pantys had what looked to be seman in them. She asked if I knew she could get pregnant from sperm being ejaculated on or near the vagina. I was so embarrassed. She told me she was not telling my girlfriends dad because he would. Wipe the floor with me if he knew what I did. Now that I’m grown and have two daughter of my own I understand why she didn’t tell him and thankful she didn’t. After that I always wore a rubber to hot dog her and never did take her cherry. I wonder if my old girl friends husband knows we did this or if she just pretended to be an innocent virgin.

 

[hot showers]

In college, my older brother and I were both home for the holidays. He was going to be staying in my room for part of the time so some other relatives could use his. On the day that they were to arrive, several hours before arrival, so I still thought of my room as my room, I was enjoying a jerk off session when I heard my brother and a friend in the hallway. Apparently, he thought he had already moved into my room, as the door swung open without warning. There I was, erect penis in hand. I said something like..."next time, knock" and he said something like "next time lock the door." Since we shared a bathroom, he saw my flaccid penis frequently, but he had never seen it erect before. His friend had not seen it at all previously. Now, they were both seeing it in its full glory. He dropped off some bags and they left. I shot a huge load

 

[Derringer]

Got caught by a female housemate but I had only just started to play with my tiny flaccid penis. May have been arousing if I was at a higher point of stimulation but all I took from it was she saw my very tiny penis.

 

[Derringer]

I got caught out by a male housemate while playing with my tiny but very much erect penis. This incident I am certain emboldened him to make a move on one of the females of the household whom I had dated a couple of times but as yet had not bedded.
He ended up with her.

 

[paulista_user]

I caught a guy jerking off in the car when I was walking in the park.
I usually go at 10pm because I don't like dogs and people.
I was walking when I turn to left to across the street and come back to home I see a guy jerking off in his car.
I pretended see nothing. But I would like help him..

 

[deleted1231985]

I got caught in my hotel room bathroom by maid service.

Me too

 

[deleted1231985]

I was 18 in a toilet stall in a train station, reading porn and jerking off. I looked up and noticed someone was watching with a mirror held over the door of the stall. When I came out, there were several men standing there who obviously knew what I'd been doing, some with disgusted looks on their faces.

 

[18wheeler]

I have jerked off inside job sites, trucks stops, my truck, etc and honestly I’ve never been caught that I’m aware of. So no embarrassing stories.

 

[LICNYCgay]

My dad worked for the BN railroad and so I got to ride the train free when I was an undergrad. On one trip back to college after a break I got horny so went down and got into one of the bathrooms, locked the door, and stripped naked and started jerking off.

What I didn’t know was that the lock on the bathroom was faulty. I had pushed it over until it caught and said “occupied” but in order to really lock it, you had to push it a little further.

So anyway, I’m going at it, and just as I’m about to cum the door flies open and there’s this woman with a shocked look on her face, then the door slams. Too far gone to stop my cock starts spitting out a huge load, as I hear from the other side of the door, “lock the door next time.” In the calmest voice I can muster, as I’m still just barely post orgasm, I answer, “Looks like the lock is broken.”

I pushed at the lock and that’s when I realized the what the problem with the lock was. I cleaned up, got dressed and slowly opened the door, and she had either left or gone into one of the other bathrooms. I was grateful for that, and headed back to my seat.

Then I started thinking about what had happened, and I got hard as a rock sitting there. I eventually had to go back down and do it again. I went to the same bathroom, though this time I pushed the lock all the way over.

 

[Assman1]

My niece who was staying with us while attending college.