Casanova Wannabe/Playing With

Basic Trope: A character who couldn't be more hopeless with the ladies.
 * Straight: He tries his hardest to get girls, but always fails miserably.
 * Exaggerated: Women run away screaming as soon as he opens his mouth.
 * Justified: He is really lame and repulsive - would you want to date him?
 * Inverted: Kavorka Man
 * Subverted: He finally scores...
 * Double Subverted:
 * ...then it turns out he was making it up.
 * The girl was a Crossdresser
 * His girlfriend is in Canada.
 * Parodied: He gets maced so often that he doesn't even feel it anymore.
 * Deconstructed: His inability to get a girlfriend, coupled with his intense desire to do so, takes a heavy psychological toll on him and causes him to be unhappy for the rest of his life.
 * Reconstructed: He finds a girl who actually finds his relative lameness charming, and they hit it off.
 * Zig Zagged: He's about to score, then screws it up at the last minute. Then he rights himself and is in bed with the girl...then he screws up again. And so forth.
 * Averted: He is either willfully celibate or sexually active.
 * Enforced: "So we can't show sex on this show, but we need a guy who really, really wants it so we can still push the envelope!"
 * Lampshaded: "Well, it's another lonely night in."
 * Invoked: His friend Bob, teaching him how to dress up for a date, gives him a polyester suit and a gold chain, telling him it's the latest style.
 * Defied: He's a charming handsome fellow who gets girls easily.
 * Discussed: "Wow, look at his polyester suit and gold medallion...oh, damn, I made eye contact. Now he's coming this way."
 * Conversed: "When will he realize that no one wants to be with him?"

Hey hotcakes, how about you and I go back to Casanova Wannabe and have some fun? ...What do you mean "no"? Why are you laughing?