Awkward Blind Dates 1:38
Oof! Tommy Wooldridge is... well, he is awkward. And he's good at it. He makes the people he's pranking feel awkward, he makes us feel awkward just by watching. In fact we're betting the only person who doesn't feel awkward in these scenarios is Tommy, which is amazing when you consider that he's the one actually BEING awkward. Watch the whole uncomfortable fiasco here.