Jack of Hearts (And Other Parts)

My first time getting it in the butt was kind of weird. I think it's going to be weird for everyone's first time, though.
Jack Rothman is seventeen. A solid student with a talent for art, he likes partying, makeup and boys. Sometimes all at the same time. His active, unashamed sex life makes him a red hot topic for the high school gossip machine, but Jack doesn't really care too much about what the crowd is saying about him. His mantra is: 'It could be worse.'
And then it is.
When Jack starts wr