After six seasons of Mad Men, we’ve become quite familiar with the skeletons in Don Draper’s closet. Somehow though, none of them—not the casual adultery, day drinking, or even the whole stealing-a-persons-identity thing—seem as embarrassing as appearing on a 90s dating show. And yet, here we are. Watching a clip of a 25-year-old Jon Hamm as he attempts to woo a woman named Mary, who has a weakness for denim-colored eyeshadow and foot massages, on The Big Date.

In all fairness to the future Emmy nominee, Hamm does not seem that charmed by the giggly woman before him or the cheesy reality format in which he’s found himself. So instead of blowing Mary’s mind with a Draper-ian date pitch or an easy smile, Don’s 90s incarnation sabotages himself with this gasoline rag of a suggestion. “Well, let's start off with some fabulous food. A little fabulous conversation.” And igniting the whole pitch with one end of a Lucky Strike, he adds, “ And end it with a foot massage for an evening of total fabulosity.”

While Hamm ultimately ends up losing his chance for a date to a guy named Marcus with bleached tips and a goatee—we’d venture to say he won the greater prize overall: maintaining as much dignity as a struggling actor thrust into such an unfortunate 90s scenario could.