How do I overcome my fear of making people uncomfortable, or

File: IMG_5154.jpg (46KB, 500x375px) Image search: [Google]

46KB, 500x375px

How do I overcome my fear of making people uncomfortable, or embarrassing them? Sometimes I have a hard time, or get into compromising positions, because I can't do things that will make other people uncomfortable (I feel extreme secondhand embarrassment). Most recently, this has got me into a position where this girl thinks I like her. She goes to the same club as me, and hangs right next to me the entire time, always pulls me away from my friends to hang out with her friends. And whenever I (we) leave, she makes me walk her to her care, and then physically won't let me leave until I kiss her. I just can't say so because I know she'll be embarrassed in front of people and her friends. Why don't I feel like i'm allowed to be a (intentional) jerk any time?