1) Named for a bourough in Milwaukee, it is the act of stealing money or goods after the victim has fallen asleep after sex.
2) Being taken advantage of in a particularly classless manner.
1) I thought she was on the up and up, but when I woke up the next morning after hooking up with her, my wallet was gone. Looks like she gave me the old Riverwest Reacharound.
2) I got a Riverwest Reacharound after my purse got stolen by the guy I was flirting with at the dive bar last night.
The process of, while penetrating a partner from behind (Either anally or vaginally), reaching around and playing with his/her genitalia.
Contrary to popular belief, not only a homosexual act.
A couple buddies of mine have a late-nite radio show called "Fast Eddie and the Reacharound".