Alan: The first thousand miles is the break-in period. You're not supposed to go over 65.
Charlie: Well, then go 65.
Alan: The speed limit is 60! You want me to get a ticket?
Charlie: Alan, you're driving an expensive red sports car. If you're not getting tickets and tail you might as well take the bus... which, by the way, just passed us

Alan: It is not a chick car! The-- the salesman showed me brochures with pictures of men driving it.
Charlie: Alan, if a monkey walked into the dealership, he'd have been shown pictures of monkeys driving it.
Alan: Monkeys can't drive a stick

Alan [about his mother and Trudy's father]: Apparently your father mixed his heart medication with his Viagra, and they didn't want to waste the opportunity.
Trudy: So he's not coming?
Alan: Well...

Jake: How come it's a secret that dad is on a date?
Charlie: Eh, it's not a secret, it's just never a good idea to tell a woman more than they need to know
Jake: How come?
Charlie: Because we love them and want to protect them. A clueless woman is a happy woman

Evelyn: And I want an unadorned headstone that reads simply, "Evelyn Harper: Loving wife, devoted mother."
Charlie: That's good. Open with a joke

And Grandma doesn't just feed on the souls of the dead, Jake. She also profits from the pain of divorce and the humiliation of bankruptcy

Alan

Evelyn [about the funeral]: I'm gonna need something black.
Charlie: Doesn't your soul qualify?

Alan [about the funeral]: Jake, you're coming with us.
Jake: I don't wanna!
Charlie: Are you sure? You get to see a real dead guy.
Jake: There's gonna be a dead guy? Where?
Alan: ... At the funeral.
Jake: Oh, cool! Can I come

Evelyn [about her second husband]: I just can't believe he's gone.
Charlie: Isn't that why we're going to the funeral, to make sure?

Alan: How do you sleep at night?
Charlie: Usually drunk and on top of somebody

Evelyn [to Charlie]: Laugh now, but when I die I'll come back to haunt you. [she leaves]
Charlie [to Alan]: How will that be any different from this

Charlie: You're like an Alzheimer's patient in a whorehouse.
Alan: What do you mean?
Charlie: You're constantly surprised that you're getting screwed, and you don't want to pay for it

Two and a Half Men Season 2 Quotes

Charlie: I'm just having some friends over to... smoke cigars, sample some fine single-malt Scotch, and, you know, talk.
Alan: I enjoy all those things. But Scotch makes me a little gassy, but I'll take a Beano and I'm good to go.

Back off, Mary Poppins

Sean Penn [to Alan]