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The unexpected feeling of a person's genitals on another person's back, sometimes when said persons are on a waterslide together.
I gave him the waterslide surprise
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When a "woman" unexpectedly reveals that she is, in fact, a man and has a penis. It is called a Thai surprise due to the extra convincing look of Thai men posing as women.
I got back to my place with that Asian girl from the bar and she gave me the Thai surprise, I'm pretty sure her penis was just as big as mine.
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When you ejaculate on another persons stomach after sex and before you even notice the women forcibly hugs you.
"Dude she is so dog, she sunscreen surprised me! I never saw it coming!"
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An unexpected, dramatic last-minute event which potentially alters the outcome of an election. The term dates to the 1980 presidential campaign, in which Jimmy Carter planned, for October of that year, an operation to rescue American hostages held in Iran. Carter was lagging behind in polls and a successful rescue, an "October surprise," would likely have shifted the momentum to his side. The attempt failed, however, and Carter lost the election. Some have suggested that the Reagan campaign deliberately sabotaged the effort in order to bolster his candidacy.
Before Osama bin Laden released his newest tape, some people thought the Bush campaign would produce him as an October surprise.
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When you are fucking a girl who wants you to pull out and right before you cum you turn your hat sideways and scream "Squirtle! I choose you! Use water gun!" then cum in her anyway
Did you hear that Emma got pregnant?
Yeah Wesley gave her a pokemon surprise.
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A phrase taken from "Dinner for Smucks". It should be spoken somewhat sarcasticly after an odd, absurd question has been asked of someone you don't know well.
Hipster: Have you lived among Alaskans as one of them and dined upon bear meat?
Hippet: No!
Hipster: That surprises me...
An unexpected punch in the neck during a fight.
I thought Mike was going to lose that fight, but then he hit him with a Pittsburgh Surprise.