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Brad Pitt is the latest guest on "Between Two Ferns with Zach Galifianakis," and things get even more uncomfortable than usual. The host asks the actor if he can "borrow one or two of your sperms," wonders aloud about when Pitt lost his virginity, and brings in a cranky Louis C.K.to "liven things up."

After Pitt and Galifianakis share a piece of gum, you might assume things couldn't get possibly get more awkward… until Galifianakis starts asking about the women in Pitt's life.

"Is it hard for you to maintain a sun tan?" he asks Pitt. "Because you live in your wife's shadow."

Galifianakis continues, "Tell me what it was like the first time you laid eyes on Angelina. Was it like one of those classical love stories, like when Ross first saw Rachel? You know that show 'Friends?' Have you seen that?"

The comedian then plays part of the "Friends" theme song as Jennifer Aniston's ex-husband squirms, along with everyone watching.

Check out the video below!

Photo: FunnyorDie.com