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When you insert your finger into someones asshole after consuming spicy finger foods. Especially when resulting in pain for the receiver.
I gave my girlfriend a Jedi Surprise party last week, and she still makes me wash my hands before bed
When someone blows you in your sleep and kisses you the morning with your cum still in their mouth.
"Bro she woke me up with the Korean Leftover Surprise, tasted gross."
"Dang bro that sucks, what's her number?"
Considered a euphemism for a brief or elongated stabbing or shanking, perpetrated by one person on another.
Ever been to Penn Station? I got a Giles Surprise in the bathroom and then they walked off with my wallet.
A Rose Surprise is when you pluck a fully grown rose up from the ground and shove it up someone's ass while they're asleep.
Amy:Mark gave me the Rose Surprise last night. I'm still plucking pedals out my ass.
When someone kisses a person who appears to be a woman in a skirt but soon realized it was a man in a kilt
“Yeah dude I totally got a Scottish Surprise from that blond over there”
When you nut inside a woman when she is on her period and the red and white mixture drips out resembling a red and white Peppermint candy, usually surprises the participating party
I nutted inside Jessica last night when she was on her period, and she was surprised to notice the color combination dripping out of her looked like a Peppermint candy, thus giving her a Peppermint surprise.
When you steal a person's sandwich and then jizz on their shoulder.
Jeff was being an ass flaunting his fucking sandwich around so I gave that fucker a Surprise Pigeon!