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.
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.