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Top 10 Saddest Gilmore Girls Moments

Top 10 Saddest Gilmore Girls Moments

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Rating: 4.0; Vote: 1
We're still crying over the saddest Gilmore Girls moments. For this list, well be looking at times that the series and its revival A Year in the Life delved into truly heartbreaking territory. Our countdown includes Rory's wallowing, Lorelai sings karaoke, Richard's death, and more! What do YOU think is the saddest Gilmore Girls moment?
Date: 2023-11-20

Comments and reviews: 30


Saddest 3 moments for me were 1. when Lorelei cried to Luke about Christopher, that she really wants it, everything and thinks shell just never have it the white picked fence and that Christopher got his life together just to have all that with someone else.
Also 2. when Lorelei cries to Luke on a bench about how her grandmother called her a charity case and how she felt she was failing and needed a loan because she was running out of money for the inn.
3. In the revival that musical scene unbreakablebecause once you grow older and realize that there are no dreams left and life didnt go as you thought it would - the result of all your choices wrong or right and maybe certain things just werent in the cards for youthis actually is the saddest thingthe what ifs and the feeling of time running outthe never or nowvery sad actually. These 3 moments actually had me in tears.

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I just started watching Gilmore girls again and it affected me deeply. The first time I watched the show, I was in high school and naturally my main character was Rory. I cared about her decisions and I was watching her story. I went to a private school where everyone was extremely competitive, and the parts of the show I cared about were Rory's life. Now I'm an adult who goes to work in the morning and comes home in the evening. I don't have a child, but Lorelai's fight with life and family, always trying to hold on to life, standing somehow made me feel different. While I enjoyed parts of Rory, my main focus and parts of empathy were Lorelai and her life. It's like watching the show for the first time. The series puts me in a sad nostalgic mood for some reason. Maybe I should face the fact that I can't be younger anymore and say goodbye to Rory.
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Rorys love life ranked: worst to best 8-1
8. dean-this guy had some good moments but he was too jealous and he cheated on his wife. Terrible
7. marty-he liked her but he treated lucy bad.
6. yale student-too awkward
5. robert- reminds me of logan
4. yale teacher- im sorry but those 2 scenes just hit me. He reminds me of richard showing hers and emilies tastes coinciding similar to logan
3. tristan-i feel sorry for him. He likes rory all along and fights and loses for her heart
2. logan-he represents everything the gilmores including lorelai, richard emily and rory (see season 6 vineyard episode
1. jess- he understands her like no other. The reading, food, and her love of school. (See season 6 episode 8)

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Grew up watching Gilmore Girls and I LOVE it.
At number 7, Jess didn't really make a scene, he was just there at the dance. Rory was the one constantly complaining about him and argued with him.
Dean breaking up with Rory was uncomfortable to watch but not really unexpected and I don't think Dean was completely wrong either. There was more than one reason he got fed up.
Are there going to be more Times Gilmore Girls-characters was the Worst videos?

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I think Rorys whole relationship to Jess was kinda sad because although they loved each other dearly, they had issues from the very beginning which they didnt want to discuss or werent aware of or didnt want to be aware of it. That was made clear in the revival.
That being said, an honorable mention shouldve been the scene in which Jess appears out of the blue at Sukis wedding, they share a moment and she leaves for that camp. Poor Jess

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You missed the scene where Lorelai is sitting in Lukes with Luke after the diner is closed. This is right after she finds out about Sheri and Chris having a baby and shes devastated. She then says to him Im never gonna have it. The whole package. Now he gets to have it with her. I never fully understood that line until I got older.
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I love how there is often a tiny bit of humour mixed in with the sadness. Emily being so overbearingly Emily in the hospital, Luke having to be dragged off by Lorelai so he doesn't fight Dean, the prostitute quote while Emily and Richard were fighting. I don&t know if it makes it sadder, or helps up deal with the tragedy.
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when Lorelai tells Christopher that seeing him come after her after wanting to go back to his girlfriend, when Rory puts Christopher in his place and says she chose not to text him back, when we have the flashback and Lorelei is sitting alone at the hospital with no family around, when Luke's family member dies.
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the part in the last episode where Rory asks Lorelai why shes not upset and she goes
its too soon. If I stop to think about it, Im going to fall apart, so its too soon.
it makes me bawl every time I watch it. Also, when Richard dies, and when Lorelai gives Luke an ultimatum.

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Some of the comments say: no Mrs. Kim did not kick Lane out of her house. Children do not make the rules. You may move out and live like that somewhere else. Sounds pretty much like getting kicked out to me. There was no ultimatum. There was no, Under my roof, under my rules.
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There was this one scene after Lorelai and Luke have broken up and Lorelai is all sad about it and crying in her bed when she just unconsciously calls him and just tells him that she wants her best friend back. I remember crying so much in a bus and that was heartbreaking for me
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I can not believe that people actually got mad a Dean for dumping that a hole Rory for her and Jess totally disrespecting him for weeks. She deserved it and he was being clingy because he was trying to hold on to someone that didn't deserve him.
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Gilmore Girls is is one of those shows that maintained their high standards until the final season. Yes it peaked in season 3 but it was great from start to end. Same as Friends; yes it peaked in seasons 4-5-6 but it was great till the end.
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The part where Chris finds out his girlfriend is pregnant. Cell phones are a double edge sword. It would have been better to receive the call when he was back at home, to at least not get Lorelai heart broken, on her best friend's wedding.
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The saddest moment for me was when Rory said no to Logan's proposal at her graduation. It changed the entire trajection of her life and his. How could this not be in there if her breaking up with Jess was there which was an inevitability.
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Richards deathe breaks my heart everytime, he such a great man and father tbh i think lorelai treats him very bad and her morher also she knows they want to see her every day and be a part of her life but she deprived them from this, sad
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In the revival when Rory goes to their house to write and shes walking thru the rooms and different memorable scenes show with them in the past and with Richard. This moment had me bawling like a baby and does every time I watch it.
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The part of this show that hits me the hardest is Rory getting to know her grand father as a 16 year old, my daughter is 16 and doesnt really know her grand parents and as there 80 I hope that changes, I hope she wants too
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the one that did affect me was Richard almost died was really scary to watch since it happened in a presentation classroom with Rory watching her grandfather do this in a classroom it was a lot of shock.
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although i'm still on season five, i can definitely say my favorite saddest moment was when rory and lorelai broke down because of burn out, the incredible sinking lorelais was such a good episode TT
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One of the moments not on this list that made me cry was when Emily shows Lorelai the house that was meant to be a wedding present for her and Luke.
None of the Rory/Dean breakups were sad.

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the whole s3e13 is breaking me the flashbacks how lorelai had rory alone well maybe its cause i had my daughter alone too, this whole episodes has me bawling. and of corse the karaoke scene
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the whole s3e13 is breaking me the flashbacks how lorelai had rory alone well maybe its cause i had my daughter alone too, this whole episodes has me bawling. and of corse the karaoke scene
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Lane's journey with her mom is so sad. She clearly wanted to be her mom's friend and share her life, but Ms. Kim never saw anything that interested Lane as something worth of approval
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Lorelai crying when Paul Anka gets sick always brings tears to my eyes because it's so well juxtaposed with how much she wished she could have spotted the signs of derailment in Rory
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for me when lorelai asked for marriage got me to tears. For the first time i saw her vulnerable, her voice were deep and cracked. I cannot count how many times i watched that scene.
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what about the ultimatum at the end of season 6? what about i slept with christopher in 7. 1? not even an honorable mention for emilys sad moment at the end of scene in a mall?
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i just find it so cruel when sometimes in shows they have an episode where one of the characters die but then the actual actor who plays it died its just so cruel
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There was an episode at Emilys and Richard house, where Lorelai had an argument with Christopher, and Emily stepped in to defend her, that was a sad scene, great acting
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One of the saddest scenes in GG was in season 6 when Rory tells Jess she's in love with Logan, you can see all the mess that was happening in her head through her eyes: (
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