I confess. it is REALLY REALLY easy to get pussy from a homeless person.
If you can get past the ugly of it, then its easy sex.
BUT. Never, never fuck them with a condom, or let them suck your dick unless you get a good look at her mouth and see if there is any shady shit.
I had sex 20 minutes ago with this old drunk homeless lady that was pushing her cart, I told her I would giver her 50 bucks if she let me suck her in the ass behind the dumpster, and she agreed. but her ass was dirty. I took of the condom before I came, and turned her around and busted a nut on her coat. gave her the 50, she left. its really easy.