Archer as Hitler

Little Sterling Archer was dressed as Hitler for Halloween. No, he has no idea why either.
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Archer Plays Cards

Gambling may not have been one of Archer's vices prior to this episode, but Sterling makes sure he changes that.
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Archer Season 2 Episode 11 Quotes

Lana: You turned archer loose with four million dollars in a casino?
Archer: Oh, don't worry. He may be vain, selfish liar and quite possibly alcoholic man whore, but gambling is one vice Sterling doesn't have.
Malory: Guess he's too busy doing all those other awesome stuff. Thanks, mother.

Malory: I am not sharing a room with you.
Gillette: No, I'm sharing it with you and it's the last room in the hotel. Mo view but it's got two queens.
Malory: Where's the other one, greasing up in the bathroom?