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As Don Draper, Jon Hamm always knows just what to say to the ladies. Sadly, it turns out in real life, the actor wasn’t always so smooth. 

Jon Hamm on

A 25-year-old Jon was a contestant on the shortlived dating show The Big Date in 1996 and the best that can be said about his appearance is that we can all be thankful he’s honed his pick-up line skills in the years since.

Asked by the show’s host what he would do to impress a girl on a first date, Jon replied, "Well, start off with some fabulous food, some fabulous conversation, and end it with a fabulous foot massage for an evening of total fabulosity."

Yikes, Hey, the 90s were a different time. Unfortunately, Jon’s "fabulosity" speech was corny even back then.

While it’s a little unsettling to hear such lameness spoken in the voice of a legendary ad man, the clip is worth watching if only for Jon’s grunge band hair and high-waisted pants.


Not surprisingly, the woman Jon was courting chose another contestant, but we’re guessing she regrets that decision these days.

Mad Men Season 7 premieres on AMC on April 13. If you need to catch up in time for the show’s final run, you can watch Mad Men online at TV Fanatic.