Fuck the discreetion and go point blank
Estafador
BIG APPLE
I have never done so myself because girls in new york today (compared to a year ago) just go from "Hi my name is" (chicka Slim Shady) to "do you wanna a dance". So it's pretty much straight to point with these ladies, cut the fat (though in hindsight from the numerous amounts of women telling me I look too serious, I could just be intimidating and being tall could enforce that). What about you fine TUSCL gents. Ever just tell her to cut the crap and hit ya lap?
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I've never said I don't give a fuck, but I have interrupted the life story to say, "If money would lessen your problem, I'll give you [amount] for [service]."
I for one have never felt the need to be impolite about listening to sob stories. If it's fake, she's telling me she wants some money, and I'll consider giving her some. If it's real, then there's no profit in me being a jerk. And who knows, maybe I can help *her* too.