Tony ends up getting arrested by the FBI in The Sopranos season two finale, "Funhouse."

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The Sopranos
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The Sopranos Season 2 Episode 13: "Funhouse"
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The Sopranos Season 2 Episode 13 Quotes

Dr. Melfi: So who's your friend? Pussy?
Tony: I'm confused.
Dr. Melfi: Is Pussy your friend?
Tony: Yeah.
Dr. Melfi: But that's the friend who was almost carried off by the ducks, right?
Tony: When you say pussy do you mean my friend Pussy or do you mean pussy?
Dr. Melfi: Whatever seems to be dominating your thoughts.
Tony: I got pussy on the brain. I always do.

Tony: I had a dream I fucked your brains out. Right on that desk, and you loved it.
Dr. Melfi: Well, you threw that at me like a rock.