The process of seducing a member of the opposite sex significantly younger than you, then realising that just because they're young, they aren't necessarily blind.
"That guy is totally pulling a winch"
"How can you tell?"
"He's gota beard. She's got a lunch box"
Shorter name for WinchesterRifle, usually where quick and frantic action is necessary where syllables get chopped.
LoRes: Scoots, t3h zombies R = coming!1!1one
Scoots: DONU"T Fear!1!6! I upgraded my infratranet to a TI-83+ Connexion!
LoRes: ...That's a type of calculator...
Scoots: FSIK!!1! uR YOUR ur're Clam Chowdah has done it again!!199
LoRes: Dammit Scoots! Winmen keep PM/IMing me! I'm pinned down in a Winmen Convoy* (*conversation) GET THE WINCH!!!1onehundredeleven!1
A winch monkey is the person that does the running around in off-road winch challenges, spooling out, securing the winch line, giving winch control instructions in the form of hand signals or over radio to the vehicle driver.