Season Four

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"Rules of Engagement"

Episode #4.06 | Original Airdate 11/01/2001

Written by Jeff Greenstein | Directed by James Burrows | Eric McCormack (Will Truman) | Debra Messing (Grace Adler) | Sean Hayes (Jack McFarland) | Megan Mullally (Karen Walker) | GUEST CAST: Woody Harrelson (Nathan) | Sam Pancake (Bartender) | Jordan Feldman (Fred Homosexual) | Dean Cameron (Guy) | Shane Partlow (Boyfriend) |

Summary: Will walks into the apartment and finds Jack and Karen listening in on Grace and Nathan having sex. He tries in vain to explain why they shouldn't do that, but of course they don't see the problem.

Meanwhile, during sex, Nathan asks Grace to marry him, which upsets her because the purposal is not done in the romantic way she had always envisioned it. She makes Nathan take it back, but that just adds tension to their relationship, and when asked by Will if Grace would've said yes if the purposal had been done 'properly', she admits that she would've. So Will convinces Grace to purpose to Nathan.

Grace gets all dressed up, with help from Karen, and prepares a fabulous meal with help from Jack. Will takes Nathan to a gay bar while Grace prepares and after talking with him, tells Grace that she doesn't have to purpose to Nathan because he's going to. But Grace ends up purposing anyway, telling Nathan how even though it's not being done they way she envisioned it, she doesn't care and wants to get married. But Nathan ends up breaking her heart by breaking up with her.

Will returns to find, once again, Jack and Karen listening at the door. He sends them away, then returns only to see Nathan leave, upset. He walks in and when he sees the look on Grace's face, he immediately knows, and holds her as she cries in his arms.


Did You Notice...
~The hallway in the apartment building that Will, Grace, and Jack live in has changed. Their is a new picture on the wall and the carpet is gone.
~Submitted by Lacey: Karen says listening to Grace and Nathan having sex is a victimless crime like "tax evasion, or public indecency." Tax evasion was the charge put on Stan when they took him to jail in "Crouching Father, Hidden Husband".

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