Also known as "Lonely Boy," Dan has that particular brand of nerdy charm that takes people by surprise. Namely Serena, the seemingly aloof and impenetrable socialite and scenester who falls head over heels for Dan's unassuming attractiveness.
Starting off the series as the guy "nobody knows," Dan's crush on Serena ultimately pays off, as she sees him as an escape from the callousness of the popular boys she knows from school. Dan's rise in popularity, as well as his on-again, off-again romance with Serena provides the backbone for much of the show's six seasons, which ran from 2007-2012, and proves that Dan can certainly be a loving and romantic boyfriend at times. Clearly there's something girls like about him, since he goes on to date many other characters on the show, from the obvious pairing with his artsy childhood best friend Vanessa (Jessica Szohr) to his strange and unlikely coupling with queen bee Blair Waldorf (Leighton Meester) herself. But while Dan's character can be charming at times, his worse qualities often get in the way of his relationships, and his overall like-ability.
