Skip to main content

lost his shirt 

Lost all of his money in risky financial undertakings (gambling, stock market)
He bought four thousand shares of Foocorp, and lost his shirt when they filed bankruptcy!
lost his shirt by Dennis October 10, 2003

came on his shirt

1. When a (usually) young man masturbates or receives a hand job, and ejaculates all over his own shirt. He then has to self consciously walk around with a cum stain on his shirt, unless he was at home or had the foresight to bring an extra shirt with him.

2. Sloppily and shamelessly enjoying oneself without consideration for appearance or the feelings of others. Can be male or female

cum on the shirt (n) is another version of this saying
bob went to sally's house after school. she didn't want to blow him, so she tugged him off and he came on his shirt. Then he rode the bus home and felt hella awkward, since he didn't have a coat.

Suzy was being such a drunk ass at that party last night, she definitely came on her shirt.

tucking in his shirt 

Attempting to masturbate, in what is incorrectly thought to the fapper, a non-obvious manner.
Sandra assumed Rudy always jerked off in the shower however here he was, tucking in his shirt whilst lying down.
tucking in his shirt by Zytheran October 22, 2020

tucking in his shirt 

Attempting to masturbate, in what is incorrectly thought to the fapper, a non-obvious manner.
Sandra assumed Rudy always jerked off in the shower however here he was, tucking in his shirt whilst lying down.
tucking in his shirt by Zytheran October 22, 2020

sleeping on his shirt tail

When someone is late and they were most likely just late because they were cuddled up in bed with their s/o.
“Where is Fido?”
“His wife was sleeping on his shirt tail, he’ll be here in a few minutes.”
It is said of the situation where a person has the bad luck to make contact with his testicles against an undefined surface or object, intentioned or not.
Given the nature of the word, it is more appropriate to design cases where the interaction is made with a moving object, for example, a ball.
Although it is extremely painful for the victim, it tends to be considerably funny to people who witness it.
Today in the baseball game the pitcher took a nutshot; the baseball hit him in the nuts.

Man, I just watched the funniest nutshot video ever.
Nutshot by Uberflaven March 1, 2009
Word of the Day on June 26, 2026