THE BRUTAL TRUTH: you are not a gentleman when you pretend to sincerely care. all you do is guilt the girl into setting you up for shit. that chick invited him out of pity, because he was being nice to her and she felt obligated to "be nice" back, even though she had zero interest in him. admittedly, she shoulda said "you can hang, but we ain't gonna have anything between us," but realistically what chick would EVER say that? she thought "oh, he's nice, but he's an ug, he can come hang and maybe he'll meet one of my friends or something lol wut omg sarah's hair is soooo nasty lololol omg bill just dropped me from his myspace friend list cry".
rule 1: don't play mister sympathy to chicks if they haven't expressed any previous signals. send signals, not symapthy. be overt. unfortunately, most women respond to passive-aggressive guilt and pathos, and not in a way that gets you pussy. nobody wins when your pickup technique is "acting like a gentleman," particularly when you don't know what a "gentleman" really is. gentlemen are chivalrous, and chivalry does not include needy sympathy. other chicks give them sympathy, and other chicks become friends with them, not fuck buddies -- UNLESS IT'S HOT LIKE THAT AM I RITE??!!