Lyndsey McElroy, played by Courtney Thorne-Smith, is Jake's best friend's mom gone Alan's girlfriend.  She also happens to be Judith and Herb's neighbor.  Oh her seedy back history includes a softcore porn.

Lyndsey McElroy Quotes

Charlie: Give me in the lay of the land.
Lyndsey: You mean who in this land can you lay?

Lyndsey: I'm way past guys like you.
Charlie: What do you mean guys like me?
Lyndsey: I mean guys I have to dip ammonium before I let them anywhere near me.

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Two and a Half Men Quotes

Jake: If drinking makes you feel bad, why do you drink?
Charlie: Nobody likes a smart ass, kid.
Jake: You have to put a dollar in the swear jar. You said "ass."
Charlie: Tell you what. Here's a twenty. That ought to cover me until lunch

Woman [to Charlie about Jake]: You guys are really great together.
Charlie: Thanks.
Woman: Your wife must be proud.
Charlie: Oh, no, I'm not married.
Woman: Too bad.
Charlie: Wow, you're even better than a dog