What was your cringiest sexual experience?

Kind of a plethora of stories. I was in the military, and training at a base in New Jersey. It was an insanely hot summer and we had to live in tents that “housed” about 12 people. So, the first time I messed around with this girl I was getting a handy from her while 5 or so of my squad mates were sleeping. About halfway through a really frustrating hand job the rest of my squad comes in the tent. I tuck my boner into my elastic short band of my pt trunks. Proceed to leave the tent, and walk past the MSgt who was our squad leader. He was a giant perv and smiled knowingly at me.

From that night on we had multiple sexual encounters... in a Porta-John... mind you it was summer in New Jersey.

One of our last encounters when we were about to leave New Jersey. We stayed in large dorm like rooms when we doing laundry and getting ready to fly back to our home bases before our deployment. The beds were bunk beds that were oriented on each side of a hallway. I had a top bunk, but its really hard to fuck on a top bunk. So I started doing the dirty deed on the bottom bunk (my supervisors- he was out drinking, and one of those dudes that would flash his junk at you all the time... so I had no qualms.) Everyone else was racked out. About halfway through, I turn her around and face the opposite bunks... basically missionary me on top (again shitty twin bunks with green itchy wool blankets). I hear this rhythmic shuffling and faint movement across the way. I lock eyes with a fellow squad member. Needless to say I didn’t stop, but that shit was weird.

Tldr Hot New Jersey summer in the military got a handy in a big tent under a blanket. Had sex in disgusting portajohns (mind you powdered eggs and MREs) and a twin bunk bed while a squad mate fapped to it.

/r/AskReddit Thread