Grace: Karen, I'm not gonna marry someone just because I want a nice apartment.
Karen: Um...yes. That-that would be wrong.
Grace: It would be settling. I want to marry "the One."
Karen: And well you should, honey. How else are you gonna get to the two and the three?

"Grace: I mean, can you imagine me in a three-way?
[Will and Karen laugh]
Karen: Honey, I can barely imagine you in a two-way.
Grace: Come on, it's not outside the realm of possibility.
Will: Grace, I can see me in a three-way. I can see Karen in a two-way."

Jack: I have had the biggest glitter related tragedy since Mariah Carey's film debut.

"Rob: [Playing $25,000 Pyramid] Go!
Will Truman: Ok, ok. Uh...
[Reading the Card]
Will Truman: Oh, driftwood. Uh... John Wayne. Your parents' marriage.
Grace Adler: Things that are dead.
Will Truman: Yes. Uh... my one night stand on Fire Island.
Grace Adler: Latin things!
Will Truman: Good. Uh... The postcard I sent you from Italy. Uh, "Everybody Hurts" by R.E.M
Grace Adler: Oh! Things that make you cry!
Will Truman: Yes. Um... Professor Gopnick's teeth...
Grace Adler: Things that are yellow!
Will Truman: Yes. And, uh... a cane. Uh, uh, a railing.
Grace Adler: Huh? No, come on, give me another clue!
Will Truman: Uh... each other.
Grace Adler: Things that you lean on!"

Grace; I just donated five-hundred dollars to the Paul Smith Fabulous Boot Foundation!

Patron #1 - -Henry: Hey, hey, hey, come on, you two, how's about a kiss?
Crowd: Oh, yeah! Yeah!
[Chanting]
Crowd: Kiss! Kiss! Kiss! Kiss! Kiss! Kiss!
[Will kisses Grace]
Crowd: .
Grace Adler: Nothing? Anything?
Will Truman: Sorry. Nothing. Hmm

Jack: So I've decided to take my career in a whole new direction.
Will: Forward?
Will: What are you talking about? You're not a performer.
Jack: I am now. Me, a piano and a spotlight. I'm calling it "Just Jack." Here's my flyer. "Just Jack." One night only. "Just Jack."
Will: Why one night? Oh, it's open mic night.
Jack: Bring Grace...or a date. Ha ha, I'm just kidding.
Will: [reads flyer] "A roller-coaster ride of emotions." Who said that?
Jack: A critic...Okay, my shrink.

It fits right over the toilet seat! In reference to the inflatable neck pillow that she found in Leo's travel bag.

Mr. Stein: I want to thank you, Will, from the heart of my bottom...no, wait...strike that, reverse it.

The unsinkable Bobbi Adler (Debbie Reynolds), saying...

https://media1.giphy.com/media/q80RNDT8yajHJO8s0R/giphy.webp

Karen: "Well, if it makes you feel any better, I'm devastated, too."

Jack: "Mmm, it does, thanks."