This Jensen Ackles photo contains
snap brim hat, campaign hat, fedora, felt hat, homburg, stetson, and trilby.
There might also be
cavalier hat and slouch hat.
Jensen's tee read "I'm with stupid" with a giant arrow pointed at Jared. & Jared's read "I gave $_____ to charity". He wrote '3000' in the blank after the winning bid.