Das Boob is the third episode of the second season and the 25th overall.
The Dynamic Duo
After being featured in the local paper, Grace gets a call from her high school crush John Gregorio, wanting to meet up. Will and Karen imply that John only called because Grace's magazine feature includes a picture of her with deceivingly big breasts. Karen takes her to the store and makes her try on the hydra-bra ("water-filled for extra perkiness") that makes her chest appear larger.
At John Gregorio's gallery opening, Grace's bra is caught in Karen's brooch and gets punctured, squirting water all over. She tries to cover it as John talks to her but eventually admits that she wore it to impress him. John expresses disappointment in Grace's shallowness and walks away, only to bump into Karen and stare at her gigantic breasts.
Slam the door, Jack
Jack finds an earring that belonged to Walter, whom he used to date on Will's couch. He expresses consternation as he considers Walter the love of his life and was devastated when Walter dumped him.
Will tries to apologize but Jack seems determined to end their friendship. He finally gets Jack to come to John Gregorio's gallery opening under the pretenses that Cher will be there. Will also invites Walter to come so he and Jack can reconcile. When Walter arrives, Jack whispers to Will that he is actually mistaken and that he is totally thinking of another guy, not Walter.
- Eric McCormack (Will Truman)
- Debra Messing (Grace Adler)
- Sean Hayes (Jack McFarland)
- Megan Mullally (Karen Walker)
- When this epsiode was repeated on December 13, 2001, John Gregorio's name was mysteriously dubbed to "Donald Dorio" and the name and phone number on the wall were also changed, as well as the closed-caption text. However, Scott Patterson was still credited as "John" in the end credits. The Judy Lombardosi joke (Slutty Big Boobs) was also cut.
- The Zelman Gallery is named after Debra Messing's husband, Daniel Zelman.
- Debra Messing has stated in an interview that this is her favorite episode because it is "classic Lucille Ball". She submitted this episode to the 2000 Primetime Emmy Awards where received her first nomination for Outstanding Lead Actress in a Comedy Series.
- The title is a reference to 1981 German film Das Boot.
- Karen refers to Grace's breasts as the "dynamic duo", the name given to the Batman-Robin team up.
- When Cher does not appear at the gallery, Jack exclaims that unless Will "can turn back time, I'm very very angry," referring to Cher's 1989 hit If I Could Turn Back Time. Cher eventually appears in Gypsies, Tramps and Weed and she and Jack sing the first line of the song.
|Will:||Where have you been? I've been trying to call you all day.|
|Jack:||Oh, what a coincidence. I've been trying to ignore you all day.|
Okay, John, I'm going to be honest with you. We live in a deeply patriarchal society in which women are unfairly judged by--ugh! My boobies are fake. — Grace, Coming clean about her HydroBra