1.  When Chuck flew all around the world to pick up Blair's favorite things, macaroons from France, just so he could show and tell her how much he loves her. 

2. When, even though he and Blair were broken up, he applied to Blair's dream college for her so she wouldn't be miserable anymore.

3. When he refused to allow Blair to marry him in a courthouse while they were running from the cops, and instead gave her a beautiful wedding with all her friends and family and a kick butt Elie Saab dress. 

4. When he allowed Blair's marriage to Prince Henry to continue even though he was still in love with her because he knew that she would be happy with him. 

5. When Prince Henry turned out to be a jerk and not even in love with Blair, Chuck paid for her dowry so she wouldn't be stuck in a loveless marriage.

6. When he voted for her 150 times for prom queen so she would have the perfect prom. 

7. When he waited on top of the Empire State Building with Blair's favorite flowers for hours just so he could confess his love to her, and they could finally be together. 

8. When Russell Thorpe tries to kill Blair by setting a building on fire and Chuck saves her life.

9. When he got shot because he was trying so hard to hang on to Blair's engagement ring he was saving for her. 

10. When he made Blair's future his top priority and allowed her to accomplish her dreams of successfully taking over her mother's fashion label.