Stanley Cup

When you fist a girl anally and vaginally hold her above your head like a trophy and shake her up and down as if you won the Stanley cup

She got a concussion from the Stanley cup I gave her last night

by LJA9107 December 2, 2017

cup check

The act of taking another girls hand and have her feel your wanker while the other girl you came with is not looking.

I wanted to let this other girl know what she was missing so I assisted her with a cup check.

by Spicy Ketchup August 7, 2011

World Cup

An international sporting event watched by terrorists and international political leaders alike and by everyone else in between... Truly a uniting sporting event for most of the world.

Police Officer 1: Damn thank God there are no terrorist attacks during the World Cup.
Police Officer 2: Why the hell would they bomb the event? Even Osama watches it come on...
Undercover Terror Suspect: You're damn right he does and be thankful for that!

by footballnotsoccer September 13, 2008

cum-cup

A cum-cup is an 8-ounce plastic/paper cup that a group of guys use when they play "cum-in-a-cup" -- a masturbation game similar to "cum-on-a-cookie." All the guys jack off and shoot their loads into the cup. The last dude to have a cumgasm has to drink all the other guys' cumshots.

Some of our friends came to our pod and we played cum-in-a-cup -- I lost, so I had to drink to drink all the other cadets cum. They gave me the cum-cup to save for next time!

by USAF Cadet June 12, 2021

Cup of fail

Normally referred to a single individual, however, it can be directed to a group as well. It is often used when someone or a group of people are epically struggling at something and/or losing.

"Wow, the green team is getting owned by the yellow team."

"I guess it's time to brew a cup of fail for the Green Team".

by Darkmouther October 20, 2009

sexy cup

A sexy cup is a cup that has a picture of something/someone that is sexy. You would then take the cup and put it up your ass. As your about to cum, you take out the cup and cum in it, then gift it to someone you like or the person that's on the cup

Guy one: I got you something!
Girl one: what is it?
Guy one: it's a sexy cup!
Girl one: oh my God thank you!

by Brookcat April 14, 2022

Queer Cup

An all inclusive drinking game. Celebrated by the LGBTQ+ community for being “pretty cool.”

Queer cup is a perfectly good time.
-The gays

by spaghettitime August 10, 2019