RORY: But I also pictured you with Pee Wee Herman.

TimK — Thu, 31 Jan 2008 14:32:47 -0800

In the episode “It Should've Been Lorelai,” in reference to Pee Wee Herman.

LORELAI: When you’ve thought about me and your dad – what have you been thinking all these years? … I mean, did you ever picture us potentially together, like ‘we are family’ together? …

RORY: Well, I’ll admit that I have pictured the three of us living together at various times, but in the way that all kids picture their estranged parents living together or the way they should be together, but it’s stupid.

LORELAI: It’s not stupid.

RORY: Yeah, I’ve pictured it.

LORELAI: Hm.

RORY: But I also pictured you with Pee Wee Herman.

LORELAI: Wow.

RORY: Yeah. We lived in his playhouse and we’d be talking to Chairy and Captain Carl would be walking by.

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RORY: But I also pictured you with Pee Wee Herman.

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