Kinda wish I could call them all up and have my own Ho Train.
Actually, pimping could have worked online. Befriend a hooker or stripper enough that they give you their number, call them later to arrange a hooker/pimp set up and have them walk the streets for you.
They could generate a couple hundred dollars for you a day, unless a player hires your hooker and you get a bit extra.
From time to time, they call you asking for help or, if a player attacks them, you get notified and can hunt them down. Maybe you can choose to arm your hookers with a knife and/or pistol, for a price?