My friend won a work contest that we were competing for.  He gets an all expenses trip to St. Louis for a weekend.  I love that town and I wish I was him
Thats really awesome.  I never win anything cool.  Does he get to bring anyone? Maybe he can take you?
I imagine he will take his wife.  He was kind of rubbing it in a bit at work.  I think he was trying to make me even more envious.  
Thats kind of mean of him.  Tell your boss that he cheated and that you should've won instead.  That'll teach him not to brag