When you're dating a smoking hot 22-yr old Mexican girl, then marry her, and she wakes up the morning of her 24th birthday having suddenly gained 100 lbs and looks exactly like her mother.
Surprise!!!
Surprise!!!
by levarselosmonos April 25, 2011

When your fucking a girl from behind real hard and your dick accidently slips out of her pussy and tears into her ass.
by FilthyMan69 April 20, 2006

by Rim Reaper 69 December 16, 2018

Sexual position in which the female chews a piece of Wintermint gum until it softens and then inserts it into her anus; subsequently flatulating- creating a bubble. The bubble then pops on the face of the male who's face is below her. The male becomes overwhelmed with the grotesque aroma of her gas and then passes out due to extreme arousal.
"Hey Kyle, how was the strip club last night?"
"It was great man, that bitch gave me a Wintermint Surprise. It was so awesome."
"You're fucked up dude."
"It was great man, that bitch gave me a Wintermint Surprise. It was so awesome."
"You're fucked up dude."
by Dalane August 26, 2013

When you don't know the chick you're fucking is a virgin, and you break her hymen, causing her to bleed everywhere and then use her blood as lube.
by IGrapeBabies November 27, 2011

the act of slapping ones girlfirend or lover to wake them up and then blowing your load in their face.
derrick thought it would be funny if he woke his girlfriend up with a shotgun surprise, but the joke was on him because now he's single
by shocktrooper December 9, 2010

A Surprise Gary is a move performed during sex when a guy pulls out to try and cum on a girl, but awkwardly fires in a wayward direction while making a creepy face. This typically happens too early, and leaves the girl unsatisfied and disinterested in a second encounter.
"Man, I feel like such a Creeper because I gave Jill a Surprise Gary last week. I keep texting her, but she won't text me back."
by Creeper McGee October 4, 2013
