Because its my job. im not going to let my friends miss out on a fun time because they're shy. Im ok with them getting upset with me afterwards, but they WILL have a good time.
I had a girl who was new in my class, super introverted and shy. She stayed with us one night cuz her boarder parents were unavailable and we went to defy. Most awkward experience ever. But now we are best friends, and she knows to let me help her. She never would have stuck up for herself if I didnt push her and she would've had a miserable experience. Life is about pushing yourself, sometimes people need someone to help them do that.