Given Circumstance: Chuck grew up with everything. He had lot of money and power but he never had love. His mother died and his father was an evil man.
What he wants: He wants Blair and is in love with her.
What he is doing to get it: He is ruining her relationships by flirting with her and showing up to all her events to get in her head.
Nice work! Flirting. Ruining. Getting in her head. All very strong examples.