What is Chalupin?
1.
Chalupin is when you ride around in a car looking for guys/girls to pick up, preferably sugar daddies or bust-downs.
Before we hit the clubs we gotta go "chalupin."
2.
kickin it with someone, lookin for some dips
Jaleesa gonna ditch 4th period to go chalupin with Antwon.
or
We gotta look good if we goin chalupin tonight.
See
3.
the act of head i.e. oral sex
Money: Dude what r u doing tonigh
Tony: Jeanna's gonna be chalupinnn
See