Season 6, Episode 21: "The Fusilli Jerry"

So you're going out with David Puddy.

Yeah. What, is that a problem?

I think he could've asked me. He's supposed to be a friend mine.

I guess he figured you wouldn't care. It has been a few years.

Elaine, you always care who an ex-girlfriend dates.

You don't want someone you know...

...and you don't want someone better than you.

Now, even though the latter is obviously impossible...