caption challenge

The entries were more peculiar funny than ha-ha funny

White House press secretary wears a Team Canada sweater

The finalists are announced

Enter today, vote tomorrow

UPDATE : WDM wins it, with ease. Not sure if I have your address, WDM, so can you please flip it to me at...

Make with the funny. Get a prize.

Winner = prize

Cue the theme from An Officer and a Gentlemen

Winner = prize

Play along and win a prize