Charlotte invites the girls to a gallery opening for an artist who photographs drag kings women dressed as men. Charlotte meets the photographer, Baird, and he asks if she'd be willing to pose for him sometime. Meanwhile, Carrie and her new twentysomething boy Sean are having a good time bar-hopping and ice skating until Carrie is thrown for a loop when she learns Sean has dated both men and women. Carrie is confused about who he's really attracted to, but they end up in the sack anyway. Samantha's new and cute assistant, Matt, is also confused -- about who's the boss. Samantha tries to put him in his place, but he ignores her, and Samantha is forced to fire and then sleep with him.
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