He's Chuck Bass. Need I say more? A self-proclaimed playboy, it's no surprise that C has swapped spit with Georgina, Jenny, Serena and Blair. Since losing his virginity to G in 6th grade (no details please!), C will latch onto anything in his field of vision. He's the Patron Saint of all that is sleazy and arrogant. C took a stab at seducing a guilt-ridden S after her surprise return to New York, but was quickly shoved away. Then his failed attempt to date-rape freshman J at the Kiss on the Lips party earned him a shiny black eye. A couple of rejections can't keep a bad boy down, but can a broken heart? After getting hot and heavy with B in the back of a limo, C began to have genuine feelings for her… butterflies even. C and B's secretive tryst was short-lived when B quickly abandoned him the minute N came beckoning. Can the so-called ladies man's broken heart be mended? Will sparks fly again for C and B?