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It Should've Been Lorelai is the 14th episode of Season 2 of Gilmore Girls.

Synopsis[]

Christopher (David Sutcliffe) is back in Stars Hollow, but he is not alone --- he is accompanied by his new girlfriend, Sherry (Mädchen Amick), who is intent on starting a friendship with Rory (Alexis Bledel). Meanwhile, Emily (Kelly Bishop) is upset that Lorelai (Lauren Graham) and Christopher couldn't make their relationship work.

Plot[]

Christopher comes to town on a business trip with his girlfriend Sherry Tinsdale in tow. Since Sherry and Christopher's relationship is getting serious, Sherry wants to begin bonding with Rory -- on Friday night. Without consulting Emily, Lorelai excuses Rory from Friday Night Dinner, and invites Christopher along instead. When Emily finds out about Sherry over cocktails, she has a meltdown and rushes off to the kitchen. Lorelai follows her there and finds out that Emily always envisioned that Lorelai and Christopher would end up together.

Now that she sees that this isn't going to happen, Emily blames Lorelai for always keeping him, and everyone else, at arms length. After mulling over her mother's words, the next morning Lorelai tells Christopher that she believes she's always thought that they would get back together, too, and that's one reason why she's never had a relationship that lasted, including the one with Max. Christopher gets very angry, refusing to accept the responsibility for the way Lorelai's romantic life has turned out. Lorelai immediately apologizes, saying she didn't mean it blamefully, but more as self-realization, but Christopher is too angry to listen.

Starring[]

Lauren Graham as Lorelai Gilmore
Alexis Bledel as Rory Gilmore
Melissa McCarthy as Sookie St. James
Keiko Agena as Lane Kim
Yanic Truesdale as Michel Gerard
Scott Patterson as Luke Danes
Liza Weil as Paris Geller
and Kelly Bishop as Emily Gilmore
special appearance by
Edward Herrmann as Richard Gilmore
Special Guest Star
Mädchen Amick as Sherry Tinsdale
Recurring cast
Emily Kuroda as Mrs. Kim
Sean Gunn as Kirk Gleason
and David Sutcliffe as Christopher Hayden
Guest starring
Adam Wylie as Brad Langford
Beth Kennedy as Mrs. O'Malley
Co-Starring
Elisa Bocanegra as Nancy

Quotes[]

Michel – Get away from me, evil girl! Never will I do anything for you again, ever!
Rory – Well, if it makes you feel any better you had really good form
Michel – [disparagingly] You are your mother's child [leaves]
Rory – [cheerfully] Thank you!

Trivia[]

  • Rory has Kirk and Michel help in a covert operation to get Lane the newest Belle & Sebastian single.
  • Lane is grounded for having secretly been 'dating' Henry.
  • Rory and Paris win a debate for Chilton on assisted suicide, competing against Brad Langford who has transferred to the competing Hillside Academy.
  • Sookie is at the debate and meets Chris for the first time. She also meets Sherry.

Music[]

legal man | BELLE AND SEBASTIAN
surreptitious CD drop-off

Photos[]

It Should've Been Lorelai/Gallery

Gilmorisms[]

MUSIC

LITERATURE

  • The Mourning Bride by William Congreve
  • Marcel Proust, general reference

FILM

POP CULTURE

Lorelai – How was it that suddenly everyone in the world was saying "music has charm to sooth the savage beast" when it was written "breast"?
Lorelai – This whole morning has been a little Twilight Zone-y.
Luke – Or Outer Limits-y.
Lane – My mom's done everything but slap a Dr. Dre ankle bracelet on me.
Lorelai – Schmitty's over the hill. He's washed up. Put him in Cooperstown.
Rory – Not the Two Fat Ladies again.
Rory – No two people know more about assisted suicide than the two of us. Kevorkian called today for a couple of tips.
Paris – Let's not harbor any Pinteresque fantasies.
Christopher – I hear you're the greatest chef after Alain Ducasse.
Rory – Well, having company is about making sacrifices.
LorelaiMartha Stewart?
Rory – I paraphrased Proust.
Lorelai – You, me, Martin Sheen all chained to the same tree.
Lorelai – You should get a show on the Home and Garden channel, Mom.
Rory – Well, what did she think, that you were gonna come home and find a rabbit boiling on the stove?
Rory – I feel like I'm on The Ricki Lake Show.
Rory – But I also pictured you with Pee-Wee Herman. We lived in his playhouse and we'd be talking to Chairy and Captain Carl would be walking by.
Rory – Oh, and later I pictured you marrying Matthew Broderick, and we lived in New York in this great apartment in the village and we would talk about his Ferris Bueller days.
Lorelai – Ah yes, the Gilmore family players rival the Barrymores for their sophisticated, dramatic productions.
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