The greatest Roger Sterling quotes are the ones that would make even Don Draper blush. One of the greatest things about AMC's Mad Men is John Slattery's depiction of the racist, sexist and utterly '60s businessman character Roger Sterling. As one of the head partners where they work, Sterling not only has the power, but the charisma (and wherewithal) to say basically whatever he wants. And since the show takes place in a different time and people weren't being PC yet, half the things that come out of his mouth are either racist, sexist or insensitive.What are the best Mad Men quotes from Roger Sterling? There are plenty of sexy one liners to choose from, although men today should probably stay away from repeating them in mixed company. That said, these are the greatest, most wonderfully reprehensible moments in Roger Sterling sexism history.
"I am so glad I got to roam those hillsides"
Roger Sterling comments on Joan's "hillsides.""Look, I want to tell you something because you're very dear to me, and I hope you understand it comes from the bottom of my damaged, damaged heart: You are the finest piece of ass I ever had, and I don't care who knows it. I am so glad I got to roam those hillsides."
“Well, I know where you'd be sitting”
Joan calls Roger for a favor.Roger: "Mr. Hooker has rearranged the secretaries in the pool alphabetically."
Joan: "By cup size?"
Roger: "Well, I know where you'd be sitting."
“She’ll be waiting naked right in front of this window.”
Roger tells Don that he thinks Jane Siegel (Don's secretary) is waiting for him to notice her. Roger says this to Don about Jane after Don comes back from the Cadillac dealership - because if a secretary is doing her job well, it's because she wants sexual attention."Wait until she finds out about your Cadillac. She’ll be waiting naked right in front of this window."