I am a huge Mad Men fan. It's not only a great show, but the advertising aspect of it fascinates me (I do work in an advertising medium after all). If you're familiar with the show, you know that Don Draper rarely misses with the ladies. So you'd think the man that plays him, Jon Hamm, was also as equally successful but apparently there was a time that he wasn't so smooth...

Here's the highlights of his "The Big Date" Episode:

Watch the whole episode HERE.

Oh, and BTW Mad Men is back this Sunday!!!!!