I should win the well-worn SR:TT crest shirt because Saints Row is one of my favorite game franchises out. Other than that, I played so much out of Saints Row: The Third, having everything done, all the achievements, all upgrades, everything owned, and more. This shirt would be perfect for me to celebrate the game being amazing and for me to wait for the next DLC.
If I win the shirt, I would celebrate, "Saints style." By this, I would seriously run up to a few of my friends and say I won the shirt and perform the well known testicular manslaughter on them. They will do it back to me, but it would be worth it with the new shirt.