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When a particularly ugly girl tries to give you a hand-job while you're soft /without boner. This usually doesn't result in ejaculation, and when it does it hurts like a burning hell. Usually done against the man's will.
That ugly bitch gave me a sloppy caterpillar!
The act in which a group of five or more men stand in a straight line, insert their scrotums into the man in front of them, then proceed to do a synchronized cartwheel while still having anal.
Dude! I heard Johnny did a Caterpillar Cartwheel last night! They did five cartwheels before his dick snapped. Poor guy.
The sexual act of placing ones penis between a pair of hairy butt cheeks - idealy of a female who then farts.
Making the hair tickle the shaft and feeling like the legs of a caterpillar walking.
A couple meet in a bar wanting to try something new and go home to experiment. They are watching animal planet during a series on caterpillars they play around with this bizzare idea of farting on the weaner between the hairy buns... Hence the "Norwegian Caterpillar"
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When a person you start a relationship with morphs over time from a beautiful butterfly to a caterpillar.
Hey have you heard John started dating this hottie name Mary. Oh give it a little time, she let herself go and she won't be anything like she is now. She's the kind that will have the Caterpillar Effect, just look at her mom.
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The act of draping one's limp penis over the shoulder of an unsuspecting victim from behind. The recipient of the "Caterpillar" is usually sitting down and the actor standing up. There have been known incidences of the "Caterpillar" to have been given to someone standing erect by somebody much, much larger than them. This method is also achieved more easily at an arena or stadium with tiered seating.
Oooh shit! You've got a Mississippi Caterpillar on your shoulder!
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When the male genital area is so overgrown with disheveled and unkempt pubes that it makes the penis look like a hairy caterpillar.
My friend got so drunk that he pulled down his pants and started masturbating his hairy caterpillar in front of everyone.
FFS, why is that girl shedding caterpillars on the train?