Will: Hey, you know what, you ain't got to do nothing, Uncle Phil. You know, it ain't like I'm still 5 years old, you know. It ain't like I'm going to be sitting up every night asking my mom: "When's Daddy coming home?" You know, who needs him? He wasn't there to teach me how to shoot my first basket, but I learned, didn't I? And I got pretty good at it too, didn't I, Uncle Phil?
Philip: Yeah, you did.
Will: Got through my first date without him, right? I learned how to drive. I learned how to shave. I learned how to fight without him. I had 14 great birthdays without him. He never even sent me a damn card. To hell with him! I didn't need him then and I don't need him now.
Philip: Will-
Will: No, you know what, Uncle Phil? I'm gonna get through college without him. I'm gonna get a great job without him. I'm going to marry me a beautiful honey, and I'm gonna have me a whole bunch of kids and I'm gonna be a better father than he ever was. And I sure as hell don't need him for that, because there ain't a damn thing he could ever teach me about how to love my kids. How come he don't want me, man?

Carlton: Where am I? Last thing I remember, I was doing the running man to I Will Always Love You.
Will: Carlton, you're at a hospital.
Carlton: Wow, I feel terrible. I never thought losing my virginity would be this painful.
Will: Carlton, I got some bad news.
Carlton: Oh, God, I malfunctioned.
Will: No. See, you never made it past the dance floor. Those pills that you took weren't vitamins.
Carlton: What were they?
Will: Look, you gotta promise you're not gonna overreact.
Carlton: What could be worse than finding out I'm still a virgin?
Will: It was speed.
Carlton: Oh, my God. I'm a drug addict and a virgin!

Vivian: Look, there he goes.
Trevor: [on TV] Hilary Banks...
Hilary: Yes, Trevor?
Trevor: [on TV] Will you marry me? [thud]
[As the TV picture turns to static, the family are stunned into silence]
Will: I ain't no bungee expert or nothing... But I don't think he's supposed to be slamming into the ground like that.
[A title card appears on the TV]
Hilary: "Please stand by"? Great. The president's about to interrupt my marriage proposal.

Will: Well, my Aunt Viv told me that, you know it's not right to accept gifts from people that, you know, you're not really attracted to.
Judge Robertson: Look, son I remember when I was your age, there was this girl... I didn't like her that much she was always buying me gifts, dinner, taking me out. Heck, she even offered to send me through law school.
Will: So what did you do?
Judge Robertson: What else? I married her. Pie?
Will: No. No, thanks, Judge. So, wait, you're just going to tell me that you got together with this girl, and you had this long, incredible, wonderful life.
Judge Robertson: I wish I could tell you that. But the truth is, I dumped her after law school.
Will: I'm sorry, Judge, that's too bad.
Judge Robertson: Oh, no, it's okay. We split everything down the middle. I got the money, the house, the car, the boat, and she got to keep the kids. Pie?
Will: No. No, thanks.
Judge Robertson: So you're saying that you just kept all this stuff that she gave you, even after y'all broke up? Damn straight. Possession is nine-tenths of the law, my boy.