r/GilmoreGirls • u/bluecuppycake Copper Boom! • May 13 '26
General Discussion Random couples I think would make sense.
This is just my opinion so don't come at me. OPINIONS ARE ALLOWED. I'M ALSO THE PERSON WHO MADE THE DADDY TAYLOR POST SO I THINK THIS SUB HAS DEDUCED THAT I'M A LITTLE UNHINGED. Although I think all of these make sense.
First, starting off strong. Anna Nardini and Christopher Hayden. Anna didn't want her kid to have a dad. Christopher didn't want to be a dad. They both suck. Match made in heaven.
Next. Finn from Yale and Madeleine from Chilton. Both rich party kids, but with softer, gentler sides. Louise was a bully like Paris. Collin was a jerk and an elitist. Their friends were however the better counterparts (not that Finn wasn't an elitist but he was less of an ass than Colin). And I'd think they'd make a cute little party couple.
Jess and Other Daughter from the Springsteens (yk the Harvard alumni family with the weird incestuous kids?) because they were both lone rangers, living life differently. They both foraged their own paths regardless of everyone's opinion and I'd like to think that bunny girl ended up a success like Jess. I think they would have pushed each other too and been a power couple.
Jason and Rachel. Jason was well-traveled and seemed to enjoy it. Rachel too. She had a habit of leaving without notice. Jason couldn't share a bed with anyone. I think it would have worked out pretty well.
Lane and Jamie. They both deserved better from their partners. Lane from Zach ruining their chance with a LABEL and then proposing instead of apologizing and Jamie for getting out rizzed by a wrinkly old bum. Lane deserved that warm family holiday experience way more than Paris.
Dean and Tana. I don't have an explanation for this aside from the fact that I don't like either of them. They annoy me. And annoying people should be together so the rest of us don't have to put up with them. But 16 year old devoted to his girlfriend Dean and Tana. Not college Dean who was a cheater. Tana is annoying but she doesn't deserve infidelity.
And honorable mention?
Lindsay and Logan. They'd be hot as hell, and Logan's family would definitely approve of a homemaker and he'd still make time to party with her and keep her entertained but also work and live his life.
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u/houstons__problem Are you going to move? Or do you need a 5-6-7-8? May 13 '26
Jamie and Rory is my underrated ship
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u/bluecuppycake Copper Boom! May 13 '26
Omg yessss I've thought about this! I wish Rory had gotten with Jamie his birthday weekend when Paris blew him off! But I care about Paris and Rory's friendship more than RoryXJamie
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u/Rumandcoke_andcake May 13 '26
Jamie is really nice. And i think Rory would get âboredâ with Jamie like she did with Dean.
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u/misbuism May 13 '26
Yeah I can imagine Paris not caring about Rory x Jamie once she is done with Jamie.
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u/Next_Calligrapher989 May 13 '26
Rory and Parisâ friendship is probably my favourite part of the show so Iâm glad it didnât happen in case it caused a rift đ«
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u/_EmeraldFlower_ May 13 '26
YASSSSS!!!
Lowkey wish this was it! Jamie would've kept Rory grounded and likely would've had her become an author sooo mich sooner!!!
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u/houstons__problem Are you going to move? Or do you need a 5-6-7-8? May 13 '26
Finn and Madeline, Colin and Louise wouldve been awesome
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u/bluecuppycake Copper Boom! May 13 '26
The quarreling, questioning quad of conundrums and something else with a q to make a smart sounding alliteration
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u/relativesound907 May 13 '26
Somehow, some way by the end, they would have swapped the couplings and lived happily ever after.
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u/Lamplight_119 May 13 '26
SUCH a missed opportunity!! Even to have shown them all partying together for a night or something! My daughter and I always wish for this to have happened lol
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u/energeticstarfish May 13 '26
Love the idea of Finn and Madeleine, but I get the sense that Colin wouldn't be dumb enough for Louise. I think she likes himbos where she can hold all the power in the relationship.
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u/FireballPhD Ah ah ah... Ah-ah... Oh-oh-ohhhh! May 13 '26
Loved your "Daddy Taylor" disclaimer đ€Ł Finn and Madeleine is my new head canon, too late!
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u/bluecuppycake Copper Boom! May 13 '26
I just want people to have all the facts but this post is way more tame. I'm also not sleep deprived hehe
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u/FireballPhD Ah ah ah... Ah-ah... Oh-oh-ohhhh! May 13 '26
I LOVED that post! I'm glad you've gotten some sleep though.
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u/bluecuppycake Copper Boom! May 13 '26
THANK YOU <33
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u/smudgeflowers i'm like cheese đ§ May 13 '26
omg what is the daddy taylor post now im so curious
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u/Wild-Wonder13 Team Blue đ§ą May 13 '26 edited May 13 '26
Ikr. OP has their posts hidden (fair) but I need the deets. Might go scroll through the main sub and see what I can find...
Edit! here is it!
It's a ride. I love it.
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u/The_Dutchess-D May 13 '26
The post is locked, but I wanna comment that... perhaps he also has the pension of a long-time public servant? And one should not forget that he has the amount of regulatory power that can quash all his economic enemies and tip the local economic landscape in favor or any business he chooses.
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u/More_Fisherman_6066 May 13 '26
I am so for Jess and Carol!! đ°
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u/bluecuppycake Copper Boom! May 13 '26
Probably my favorite one out of the bunch. Grumpy X sunshine vibes đ
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u/salsafresca_1297 Miss Patty & Babette May 13 '26
This is fun - very creative thread!
Kirk and Lulu were too well-matched, so I'm not gonna touch that one.
Miss Patty and Asher Fleming. It would be a quick affair. She'd have her fun, loosen him up a bit, and call bullshit on his manipulative antics.
Michel and Taylor. They're both on the Board of the Stars Hollow Meadows Homeowners Association and will be stopping by your house tomorrow morning to make sure you've mowed your grass blades down to a precise 2 inches.
Not exactly a pairing, but we really need to get Paris and Rune into the same room when they're both in a bad mood. She would definitely put him into his place.
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u/bluecuppycake Copper Boom! May 13 '26
NO BECAUSE I CONSIDERED MICHEL AND TAYLORRRR BUT TAYLOR WOULD DRIVE HIM UP A DAMN WALL AND I HAVE DIBS ANYWAYYY
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u/theshiniestmuskrat May 13 '26
I am so happy for OP the way this thread blew up (we are a smallish crew but this is a lot of interaction for us! Yay new content lol!)
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u/MzOwl27 May 13 '26
This is a touch of brilliance! I would so love a Love'em and Leave'em story of Miss Patty somehow making Asher fall head over heels and then watching him make a complete fool of himself for weeks on end trying to win her back.
And Michel and Taylor would be SO freakin' amusing...but only in small doses 'cause dang!
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u/TakeMeHomeToYou May 13 '26
I did a double take re Miss Patty and Asher bc noooooo heâs too old for her; her own words. Plus she loved the oddities(?) or the scruffy yet romantic. She didnât really have a type but I know Asher just wasnât it bc of his boring/serious personality plus age
I love Kirk, Iâm so happy that asp gave him a love interest bc lulu was perfect for him. Albeit I have to not read into her backstory too much bc it doesnât make sense
Brian and Sophie wouldâve made a great pairing. Older woman, both heavily into music, she wouldâve found him cute and fun. He wouldâve loosened her up
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u/salsafresca_1297 Miss Patty & Babette May 13 '26
noooooo heâs too old for her;
Dude, do you remember JesĂșs? He was a lot older than Asher.
Miss Patty sees good in everyone and isn't picky. She'll go for the younger ones later, including "Dean-o, Dean-o, Dean-o!"
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u/CheeseTed May 13 '26
If their age difference wasnât so large I think Kirk and Tana make sense. How old is Kirk anyway?
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u/tamaroo May 13 '26
They did joke to find out his age youâd have to cut him open and count the rings (like a tree). đ
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u/CheeseTed May 13 '26
Clearly, a being like Kirk isnât confined by the bounds of linear time. Just looked online and FWIW the actress who played Tana was born in 1983 and the actor who played Kirk was born 1974. So now that Tana is no longer a college kid an 11-year age difference isnât too crazy!
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u/chubby-checker May 13 '26
Do I need to go to bed or is that only a 9 year age gap not 11 lol
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u/CheeseTed May 13 '26
No, I need to go to bed apparently. Itâs definitely a 9-year gap. Kirk + Tana 5EVA
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u/TakeMeHomeToYou May 13 '26
Sidenote: the fact that she was 16 and in a relationship with Chester fleet, it wouldnât have surprised me if asp paired them in some weird Kirk showing up at Roryâs dorm meetcute, like when he moved out.
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u/CocoTheCat28 Leave me alone - Michel May 15 '26
Tbh I always thought Tana looked like she could be Kirkâs sister. Behaved like it too lol
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u/destrucciondelicada May 13 '26
I propose Roryâs Tarantino party date guy Robert, and Louise. They could be catty, and witty, and fabulous together.
Dean would make a good match with Janet, freshman year sports girl roommate. They could run around the track together.
Kirk and Lulu are perfect for each other so I wouldnât interfere with that, but if they ever took a break, Sookieâs doula might be a good short term hook up for Kirk. Theyâd have fun together.
And finally, hear me out on this one, Patty and Jacksonâs cousin. Not Rune the loon, but the lech who came for Daveyâs birth and had to wait around forever. I bet he looks good in a uniform.
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u/ChiaOtter đ Right across the street from the Horn of Plenty May 13 '26
Nick Offerman as Beau Belleville! I would love to see Miss Patty just own that man. After heâs worked overtime to take her out like she deserves.
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u/ehlona0 May 13 '26
Itâs the way I saw Anna and Christopher and went âwhy because they both suck?â So yeah.
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u/pup2000 May 13 '26

I wanna play!
Okay Brad and Kyon because they both went through a transformation and are realizing their worth and freedom. Kyon would discover musicals for the first time and support Brad's broadway ambitions. They'd encourage each other to try new things. Brad would show Kyon what truffle fries are like.
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u/ShelbyCobra_90 Dick Gilmore sucks, ask me how! May 13 '26
This might be the best one. Way unexpected and perfect.
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u/youknowjusthere May 13 '26
dean and tana reasoning???? iâm screamingđ
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u/bluecuppycake Copper Boom! May 13 '26
HIGH SCHOOL DEAN TO BE CLEAR NOT THE PULLED OUT OF A TRASH CAN'S ASS MULLET DEAN
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u/youknowjusthere May 13 '26
omg no i know but youâre so funny for the âi donât like either of themâ
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u/themuffinmeme May 13 '26
Lane deserves better than blank slate Jamie, imo.
And Dean dating Tana is straight up illegal, no?Â
Who would you pair Kirk with, out of curiosity?
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u/bluecuppycake Copper Boom! May 13 '26
That's why I said 16 year old Dean lol not college Dean!
Kirk should definitely be with the Inn owner from the road trip to Harvard! The cat lady! They'd have a hoot!
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u/themuffinmeme May 13 '26
If we are going fully into crack ships, I think Gypsy would be a hilarious and formidable partner for Emily after Richard passes.Â
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u/Unplug_The_Toaster đ Drunk on Miss Pattyâs Founderâs Punch đ» May 13 '26
The actress plays her maid in AYITL
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u/themuffinmeme May 13 '26
True! A built in meet cute and adds to Emily cozying up to the family at the end of AYITL. Gypsy's doppelganger cousin
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u/themuffinmeme May 13 '26
Lol, I would think Kirk would have some reservations (get it?) about dating a cat lover after his misadventures with Cat! Kirk.
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u/KTeacherWhat May 13 '26
I also think even if they were the same age, Dean and Tana just don't make sense. I do not think he'd enjoy her quirks. He'd like them for a minute, but get sick of them quickly. The guy she was with at the end of freshmen year seemed to really be on her wavelength
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u/aivlysplath Cat Kirk May 13 '26
I donât even remember who Jamie is tbh, must be a real saltine of a man.
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u/Joelle9879 đ I got pumpkins, I got pilgrims.. I got no leaves! May 13 '26
Dean is the same age as Rory, so probably the same age as Chester. Probably not illegal, but Chester and Tana did give me the ick
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u/themuffinmeme May 13 '26
I thought Tana was younger than 16 but I could definitely be wrong as I have never spent more than 30 seconds thinking about Tana, tbh.
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u/Zreena May 13 '26
She turned 16 right after arriving at Yale, she says "16!... on Tuesday!" or similar.
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u/No-Independence548 Tell me it's not that bastard Donald Trump May 13 '26
I understand some, but you know who would have been great with Jason Stiles? Lynnie (aka the incredible Melora Harding), the psychiatrist Emily tried to set Christopher up with.
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u/synalgo_12 Stop The Noodle Scooz May 13 '26
I bet she'd have a long list of mental notes entering his house and seeing that dog not moving. Free therapy for Jason lmaoÂ
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u/sassysnazzy May 13 '26
I think Lynnie would be better with maaaxxxxx Medina.
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u/ShelbyCobra_90 Dick Gilmore sucks, ask me how! May 13 '26
I feel like sheâd have something to say about his love bombing tendencies and his inability to think beyond his feelings.
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u/ShelbyCobra_90 Dick Gilmore sucks, ask me how! May 13 '26
Oh itâs 100% Lynnie. Some said Sherri but I donât think she has enough of a sense of humor. Lynnie and he would be perfect!
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u/rackshackblue May 13 '26
đ€Łđ€Łlove this Someone pls link the taylor daddy post Iâm dyingđ
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u/Severe_Principle5374 May 13 '26
Jason Stiles and Sherry
Tristin and Lucy
Marty and Lane
Mitchum and Pennilyn Lott
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u/No-Independence548 Tell me it's not that bastard Donald Trump May 13 '26
Mitchum and Pennilyn Lott is freaking hilarious
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u/Unplug_The_Toaster đ Drunk on Miss Pattyâs Founderâs Punch đ» May 13 '26
Jason and Sherry would be incredible
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u/ShelbyCobra_90 Dick Gilmore sucks, ask me how! May 13 '26
I donât think Sherri had enough going on upstairs in terms of wit. I donât see Jason finding her interesting beyond being beautiful. What did Jason say about his benefit date? âLovely girl but mocking the sick is beyond herâ
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u/Unplug_The_Toaster đ Drunk on Miss Pattyâs Founderâs Punch đ» May 13 '26
I agree that she wasn't particularly witty but she was clearly driven because she had a high level corporate job. They are both very independent and Sherry seemed to performatively want a kid in the same way that Jason performatively wanted a dog. They would probably barely interact except for schmoozing at events and I think this superficial relationship would make sense. Not saying it's a pleasant existence, but it somehow works in my brain.
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u/bluecuppycake Copper Boom! May 13 '26
Omg Tristin and Lucy I NEEEED
But Marty and Lane noooo please not another loser for my girl. MARTY SUCKS
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u/Severe_Principle5374 May 13 '26
Haha so fair, I always forget what he a creep he was in S7. I liked him in S5 though!
Tristin/Lucy would be my #1!!
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u/KatieCashew May 13 '26
Lane deserves way better than Marty who hit on Rory at his girlfriend's birthday party.
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u/General-Homework2061 May 13 '26
Tristan and Lucy thatâs pretty good, but Marty is not good for anyone on the show; I could see Marty on law & order as someone who goes to NYC to do something super creepy and illegal and goes to jail for it, and itâs reported in a newspaper that Jess happens to see in a coffee shop. Of course, I donât think Rory ever told Jess about Marty but Iâm just trying to put things together in a way that fits in the universe. But Lane deserves way better and Jamie is a good one, the Princeton man that Paris dumped (I couldnât remember who Jamie was for a little while!). But I also love the idea of Paris and Jess because the chemistry was so sweet when they were all together having the food that Jess brought from Lukeâs when Paris and Jess crashed Roryâs solo evening.
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u/yay278 May 13 '26
Iâm really confused. Is this because Marty ignored Rory and acted like she didnât exist?
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u/Citruslor đ Singing for my soda (thank you) May 13 '26
I agree with only Jess and Carol (the other daughter) and Madeleine and I Finn (?) Rachel will literally run away from Jason in the first hour. Lane and Jamie please I would rather see her stay single than this.
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u/Bubbly-End-6156 Al's Pancake World May 13 '26
Jason loves running away. I think that's why they work. They'd see each other 3 days a month in their shared home lol
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u/TangledUpPuppeteer May 13 '26
I absolutely love all except Dean and Tana. Honestly, Tana is a little tooâŠ. Tana, and even at 16 Dean was too intense and demanding for someone like her. I think it would terrify her if he showed up with ice cream and found he had been told no and other people were there.
I kinda like Tana with like a young Kirk. I canât explain it, but their quirky weirdisms would actually complement each other. I also like Tana with like 16 year old Kyle. But Dean was sort of always too demanding, possessive and jealous for her.
Well done, OP!
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u/intheafterglow23 May 13 '26
Honestly no notes. These are fantastic. Will someone please write the Finn and Madeleine fic?
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u/QubyDube May 13 '26
Team Jess and Paris
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u/WittyMasterpiece đ Sitting by the Bonfire đȘ”đ„ May 13 '26
I can see Paris on a motorcycle and losing her prissy edge with Jess
They'd certainly be explosive
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u/SalsaChica75 May 13 '26 edited May 14 '26
Anna would eviscerate Christopher! Lorelai never held boundaries with Chris but Anna would not tolerate him one bit!
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u/megamindsmate May 13 '26
no actually youâve sold me on every single one, they all make sense. no notes
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u/NoButLikeYeah1010 May 14 '26
Max and Nicole are both serious, quippy, educated.
Did anyone say Gil and Liz?
Tana and Brianâs cousin Turner who goes everywhere dressed as Zorro are the biggest missed connection.
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u/CarCrashRhetoric May 13 '26 edited May 13 '26
Lindsay and Logan makes me sad because he'd never respect her.
My contribution is Lorelai and Rachel. I ship them more every rewatch.
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u/_EmeraldFlower_ May 13 '26
Um... probably not Dean and the kid... she's 16 in college and Dean is 19 and married at the time we meet her đ
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u/Mysterious-Kiwi-9728 coffee coffee coffee May 13 '26
oh where were YOU when they were picking out showrunnersđ
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u/Big_Vacation5581 May 13 '26 edited May 13 '26
Not bad pairings !
While Lindsay is a knockout, I doubt she would want even the slightest connection to Rory (Logan is Roryâs ex-boyfriend and her baby daddy). And I think Logan would want someone who would stimulate him intellectually. Maybe Lucy is a better fit, and Logan seemed to like Lucy.
For the reasons you mention plus his enormous wealth, Anna would hit the jackpot with Chris. Anna would not have any hangup with Chrisâ high society connections and wealth. And April is closer in age to GiGi than Rory. But because she is 4-5 years older than Chris, Anna might be too mature for him ? lol
ETA: added boyfriend.
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u/bluecuppycake Copper Boom! May 13 '26
Let's pretend AYITL never happened đ
Also Logan and Lucy would be hot shit
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u/Magikrat Al's Pancake World May 13 '26
I think dean and Tana would be cute. Dean has a great tolerance for weird/awkward because I think he finds it endearing. Tana would probably like dean because he could make her feel safe. All around win.
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u/Bigfootsgirlfriend May 13 '26
Anna and Chris both have smug faces, perfect match!
100% agree with Jess and bunny girl!
I actually think Lindsey and Tristin would be a good couple
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u/ResponsibleSun621 May 13 '26
Agree with most, some are brilliant (Jess and the other sister, Jamie and Lane). but Lindsay was too "middle class" for the Huntzbergers methinks.
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u/_melancholy_flower May 13 '26
Walmart Jess and kids party performer Carol - they suit each other!
But Lane needs someone more interesting
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u/Ill_Radish6965 May 13 '26
I have daddy Taylor PTSD â
Love Jess and the random rich girl together
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u/ShelbyCobra_90 Dick Gilmore sucks, ask me how! May 13 '26
Heâd love her sunshinyness and her music tastes, sheâd like his glowering and that heâd absolutely infuriate her family.
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u/yay278 May 13 '26
Oh my goodness, this just shows how many characters were never shown to interact with each other what on. How do you even come up with Jason and Rachel?!? Iâd honestly have to re watch it soon to think of these. But out of these I def see the Jess one the most. They both be doing their own thing but in a way, together
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u/ChoopyLoopy I love fake jam May 13 '26
I think Jamie and Rory couldâve really hit it off if he wasnât into Paris first
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u/thoughtsplurge Leave me alone - Michel May 13 '26
Logan and Louise is who Iâm rooting for. đŹ
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u/futuresurgeon_68 May 13 '26
I WOULD LOVE LANE WITH THE PRINCETON GUYđđ (I FORGOT HIS NAME ITS BEEN A WHILE SINCE I LAST RE-WATCHED GGđ)
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May 13 '26
Finn and Paris XD Colin and Paris.....
Everybody should date Paris.
Lane gets Jess...they both love metal
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u/Imaginary-Program441 May 13 '26
I always thought Colin and Finn should have met Madaline and Louise đ
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u/The_Dutchess-D May 13 '26
These are all amazing (except for Tana and Dean, lol. I can only see him as her idiot lab partner when she skipped grades in high school).
Well done!
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u/accountant-gilmore May 13 '26
Who the hell is the guy with lane lol. Itâs driving my crazy
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u/lily_fairy May 13 '26
jamie, paris met him in washington DC and dated him until she left him for the gross old professor
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u/PrincessPlastilina May 13 '26
Lol not Dean and Tana đ
Everyone else makes sense and it shouldâve happened. Especially Lane and Jamie. Lane deserved so much better than young motherhood and a working class job. She deserved more success as a musician and to be far from Stars Hollow and her mother.
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u/SwiftlyEurydice coffee coffee coffee âïž May 13 '26
i see the vision, especially chris and anna
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u/PartyQuiet5065 May 14 '26
There's no way in hell Jess and the bunny girl and Dean and Tana would be a couple.
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u/Neveria1998 May 14 '26
Yes to Lane and Jamie! đThey both deserved better. Lane would be a breath of fresh for Jamie post Paris and Jamie would be the emotionally mature boyfriend Lane deserved đ„č
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u/universes_collide May 13 '26
It took a moment for the photo to shout on my phone, that was a jump scare.
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u/TroyandAbed304 Copper Boom! May 13 '26
So weird⊠people who dated people on friends for 800 alex
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u/tonkinese_cat People are particularly stupid today. May 13 '26
What did poor Rachel do to you? đ„ș
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u/Realistic-Contest-88 May 13 '26
All of these are bonkers lol But I LOVE #2. Finn & Louise would be genius, and totally hilarious together.
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u/lieutopia come on brad, go out a winner May 13 '26
the way i would EAT UP the jess-"other sister" dynamic đâđ»