A Casanova Wannabe with the added bonus of being conventionally attractive. Unfortunately, this may not apply to the rest of that person’s personality.
The Handsome Lech is a shameless skirt chaser (even if his flirting is of the playful and charming kind). But when the more negative parts of this character’s personality become obvious (irresponsibility, fear of commitment, possible misogyny, possessiveness, immaturity, etc.), this will drive away potential suitors.
These are almost guaranteed to have luck with the one character (who is attracted to him, if only in a Slap-Slap-Kiss way) willing to put up with these problems. If not, then Failure Is the Only Option.