When you're in the bathroom trying so hard to take a shit that when you come out, you feel like its 20 years later
"Where have you been man?"
"I've been in the bathroom for the last two hours. What time is it? I thought the sun already set."
"It's only been 15 minutes. You had a shit van winkle"
When a girl wakes up with a penis in her mouth, and notices that the pubes have grown substantially whilst being there.
"Josh thought that it would be funny to injure Brien's balls, so in order to get payback, Brien Rip Van Winkle'd him last night. "
Davis: "I shaved my pubes this morning."
Bennett: "Didn't you shave those a few days ago?"
Davis: "I did, but I Rip Van Winkle'd my bitch again last night, and they grew several inches."
Alex: "What's wrong dude?"
Davis: "I just walked in on my roommate and his girlfriend: she was asleep, his dick was in her mouth, and his pubes were growing at an unnatural rate. Have you ever heard of such a thing?"
Alex: "Foshizzle. The ole' Rip Van Winkle...
rap name for Charlamagne Tha God
Dizzy Van Winkle made diss tracks against other celebs.
While camping, when a friend falls asleep and you cum on their eyes so in the morning their eyes are dried shut. Hence the idea of being asleep for 100 years in the woods.
While we were camping last weekend, I gave jon a rip van winkle
this is rhyming slang for tinkle} A.K.A. to give someone a call.
Sometimes shortened to "Rip Van "
"Alright mate, i'll give you a Rip Van Winkle later on tonight."
To awake and find a female's extremely hairy vagina over your face.
"I just got Rip Van Winkled last night, and I still have hair in my teeth!"
When more than 3 people purposely trap their genitals in a vehicle door.
"both of us ended up with our bollocks and todgers trapped, it was a proper Rip Van Winkle Festival!"