The Chase
Disclaimer - I do not own Gossip Girl, or it's characters, etc. For pleasure, not profit.
The thrill is in the chase, the capture, the kill. He doesn't understand why other men settle down, how they can be satisfied with just the one woman for so long. Chuck Bass doesn't want to know why, either.
Sometimes, he thinks he might understand, when he sees Blair walking down the road, shopping in hand. When she's playing hostess, he sometimes wonders what it would be like to be standing next to her, his arm around her waist.
But he doesn't want that, not really. The moment passes, and he is himself once more, ready for the next chase.