i go the DIRECT route... very direct. it succeeds sometimes, maybe 10-15%, but those are not bad odds i suppose.
started about 1 year ago - my first one, 19 yo GORGEOUS black gal outside of port authority early in the a.m. saw her ass in jeans and had to chase her down. in the rain no less. when i breathlessly reached her i said how gorgeous her bottom was and that i'd love to see more of it. she laughed and gave me her #. once on the phone after about a day, i said i'd love to have sex and give her $100 in return. she said, "wow... okay", and ever since, i've seen her about 1x per month on average. turns out she is a very sweet girl - not a tramp at all, just an avg sexual history, but needs some $. she has the most unbelievable bottom, along w/ the rest of the body/face to match. she said she always had fantasies to be the babysitter fucking the father... i'm a 38yo MWM, so i guess i fit the bill.
2nd one i just started working on last week. saw her outside p-authority early in a.m. on her way to some school that's close by. told her how pretty she was, would love to take her out some time and be her "sugardaddy". gave her my # and got a text later that day. i spelled it out as clear as can be - bored in bed w/ wife, love young black women, want to have sex w/ you and am willing to help with school bills. she said she's heard of these arrangements, but never imagined having one. she's got no boyfriend, needs some $$ and wants to experiment in bed, so she says i'm perfect for her. and, a very limited sexual history she wants to expand upon. its just a matter of schedule and i should consummate this deal soon.
as someone that has limited time to play outside of work/home, this route is the only way i can imagine getting things done. forget the wine and dine - i'd LOVE to do it that way, but time does not allow... plus always the risk of getting "seen".
maybe 10-15% of the time i get the "I'M NOT A WHORE" speech, and the rest of the time its just the brush off...