Rules of Engagement

I don't think it should be this hard.
"I don't think it should be this hard."
Title “Rules of Engagement”
Episode # 4.06 (73)
Season # 4
Original Airdate 01-Nov-2001
Writers Jeff Greenstein
Producers David Kohan & Max Mutchnick and James Burrows
Director James Burrows

Plot Synopsis

During an intimate moment, Nathan pops the question of marriage to Grace but she recoils simply because the situation didn't fit her childhood fantasy of a proposal — and when she realizes her mistake, she intends to return the favor and send out invitations. Meanwhile, Will tries to soothe Grace's ruffled feathers while engaging ethically challenged Jack and Karen over the proper rules of tipping and tippling at bars.


  • 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)


  • The "Kiss The Cook" joke was edited out in the repeat airing.




Viewer Rating


Airdates & Ratings

11/01/20019:00 PM12.3/18%#12
01/24/20028:30 PM11.7/17%#06Replacing "Inside Schwartz"
08/15/20029:00 PM04.9/08%#44