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Why Won't You Date Me: Nicole Byer Interviews Penn

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Will You Marry Me?

"It was romantic in the sense that I like filled an Airstream trailer on her mom's backyard property," he says. "I imagined more when you say the number that you think is a lot and then you see it ... It's not as many as you'd think, well, you've got to just guess some more." The couple has been married for a while but are still figuring out their relationship.

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