Gilmore Girls

Before Lorelai Gilmore start a whirlwind romance with Luke Danes onGilmore Girls , she was in a brief romance with her childhood friend , Jason Stiles . The two met at summer camp when they were younger and rekindle their romance after running into each other again through her parent decades subsequently .

The unaired family relationship Jason had with Richard and Emily Gilmore made things tricky — but not impossible — between Lorelai and Jason . The two finally broke up when the relationship between the Gilmores and Jason became too toxic . However , some fans believe that Jason was " the one who have away " and Lorelai ’s truest pardner . But would the two make it through tough time ?

Updated on July 22nd , 2022 , by Lynn Gibbs : Although Lorelai and Luke were the couplet fans were settle down for by the oddment of Gilmore Girls , she had a smattering of suitors that could have taken Luke ’s place . Christopher was never meant to be the person Lorelai ended up with forever , but Jason Stiles was a great possibility . Like Christopher , they came from similar background and had relatable personality . However , was Jason anything more than a fling while Lorelai centre on creating the Dragonfly Inn ? While they did n’t work out in the end , some fans felt like Jason and Lorelai were meant to be .

Gilmore Girls Poster

They Should Have Stayed Together

They’re Both Outlaws

Jason and Lorelai are the outlaws of their own families . Lorelai   never lived up to her kinfolk ’s high anticipation of her . She did n’t go to an Ivy League school , she had a babe out of wedlock , and she moved out when she was a teen . Even as an grownup , Lorelai still feels like the black sheep of the family .

Jason , on the other hand ,   started on the right path with his family before going his own elbow room . He became a Harvard grad and started work for his father ’s company . He finally left his father ’s company to lick for the " foe " — Richard . Together , it was Lorelai and Jason against the human race . They made an impact on each other ’s lives .

They Would Have Pushed Each Other To Get Out Of Their Comfort Zones

As exchangeable as Lorelai and Jason were , they were different enough to bear on each other out of their consolation zones . Jason was a particular gentleman who had slender control issues , but Lorelai was the same . Their first appointment proved this when Jason favour a quiet , reserved dining way while Lorelai wanted to exhaust where the magic was pass .

If they stay together , they would have encouraged each other to get out of their comfort zones . Jason would have take to let loose , and Lorelai would have teach to compromise and savour being in scene she usually would n’t have been in .

Emily Would Have Come Around To Jason

If Richard and Jason did n’t have a regretful radioactive dust , Richard and Emily would have come around to the idea of Lorelai and Jason being together . Emily and Richard disdain Jason after Richard was hale out of his company . However , it was Emily who wanted to give Jason a 2d chance . This was oneof Emily ’s good pieces of advice .

She ’s the one who squeeze Richard to take a meeting with him to see what he want . It was also Emily who made Lorelai and Jason " pretend " to be each other ’s dates at a ignominious - sleeper event . She loathe Jason at first , but she would have come around to the approximation . There were big mass Lorelai could have been with in Emily ’s eye .

They Would Have Encouraged Each Other’s Careers

In one sequence ofGilmore missy , Lorelai and Jason are spending clock time together but are n’t   pass timber time together . They ’re both on their phones the whole prison term talking to client and construction prole . Jason was trying to get his business with Richard off the reason , and Lorelai was doing construction on the Dragonfly Inn .

Lorelai even predict them an " all job incorporated couple . " Seeing how strong both of their work ethics were , these two could have inspired each other to do well .   Aside from Luke , he wasone of Lorelai ’s dependable boyfriendsbecause he inspire her to grow .

He Was A Challenge

Jason and Lorelai were more alike than people realized . Like Lorelai , Jason was also quirky , speak fast , and understood her odd references . It was like they were speaking a speech only they knew . It was his quirks that Lorelai found intriguing because she also had them .

Because of his business organization , Jason be in the fast lane and always kept Lorelai challenged . She never knew what she was getting with Jason , which was something Lorelai wish . She detest monotony or when thing are slow and stale . She never would have had that problem with Jason , which wasa interchangeable latitude to Rory ’s love lifewith Logan .

She & Rory Would Have Been Taken Care Of

Lorelai is a chic businesswoman and follows her gut . However , like many other people , Lorelai often observe herself strapped for cash . As a single mother with pridefulness , she hat asking for money when she was in pauperization , but she would do it as a last resort . In many representative , Lorelai and Rory were saved by money and perquisite .

If she ended up with Jason , he was loaded and successful enough to be bank on . If Lorelai ever needed a loan for the Dragonfly or Rory , she could have easily gone to Jason instead of going to her parents or Luke .

They Never Would Have Worked

Jason Sued Richard

Jason and Lorelai could have been something great but Lorelai make love they would never work . After Richard hold up behind Jason ’s back and originate working with Jason ’s beginner ( leaving Jason out to dry ) , Jason had no option but to sue Richard . As wise as Richard Gilmore was , this was one of his lowest relocation .

Lorelai was already on her parents ' naughty list for life . If she was dating the man who sued her parent , things would have gotten worse for her . She had no pick but to end the human relationship or her Friday night dinner party would have been worse than they already were

How Would Jason And Rory Get Along?

While Jason and Rory were well-disposed with each other , there ’s no telling what would have bump in the long term . As fan see with her conversation with Christopher and Luke , Lorelai was quenched with Rory being her only youngster .

If Jason and Lorelai got more serious , would he require more nestling ? And how would he react if Lorelai did n’t ? It ’s also gruelling to tell if Rory would have been okay with Jason as a stepdad or father name in her life-time .

They Weren’t Able To Have The Intimacy Lorelai Wanted

When Lorelai and Jason first log Z’s together at his family , he admonish her that he can be a slight quirky in his own outer space . He ’s a light sleeper who ca n’t sleep with other people . It does n’t work for him . The only way Lorelai could spend the night at his firm is if she slumber in the Edgar Albert Guest bedroom .

Jason did make   the guest bedroom extraordinary for case like these , but Lorelai is the kind of charwoman who enjoys intimacy and cuddling . There ’s no way of life she would be all right with getting kick out of bed every dark to catch some Z’s alone .

Was She Only With Him For This Reason?

Was Lorelai subconsciously with Jason to annoy her parents ? To protect her human relationship with him , she did n’t tell her parent they were date but it ’s the secrecy of it all that Lorelai may have like .

She savor dating a human race no one knew about it . It was just them in their fiddling world and they had to pretend not to be favorable when they were in crowd . It was the biz of the family relationship that Lorelai liked most . As before long as people found out about Jason , things contract mussy and Lorelai ran by . This is one of Lorelai ’s bad trait because she never confront kinship head - on .

He’s Everything She Didn’t Want

Jason was wealthy , giving , and worked with her parents . He grew up in the same life-style as Lorelai and knew a lot of the same heavy hitters . He was a Harvard alumnus and a flush man .

But do all of those trait sound like someone Lorelai would love ? As awe-inspiring as Jason was , he ’s also everything Lorelai was attempt to escape from when she left her parents . He may as well be another Christopher , which historically never finish well .

Would Jason Move To Stars Hollow?

Jason is a fast - pace man of affairs who , presumably , enjoyed living nigh to the city because of business . Lorelai , on the other manus , loved Stars Hollow and never wanted to will .

Stars Hollow was more than a Ithiel Town to her ; it was home . It was a place where everyone have intercourse and know each other . She would have never bequeath Stars Hollow for Jason . as well , it ’s hard to   suppose Jason hold up in Stars Hollow and care it . The Indiana and out and detail of Stars Hollow would n’t have worked for a private man like Jason .

NEXT:10 Details In Stars Hollow You Never notice On Gilmore missy

Four split images of Lorelai and Jason from Gilmore Girls

Jason on the phone in front of Lorelai on Gilmore Girls

Jason and Lorelai standing in Jason’s house on Gilmore Girls

loreali and jason at dinner - gilmore girls

jason and lorelai drinking coffee - gilmore girls

lorelai gilmore and jason

rory at dinner with jason and loreali

Jason arguing with Lorelai at home on Gilmore Girls

Gilmore Girls Lorelai Jason

lorelai and Jason in bed gilmore girls

Gilmore Girls - Lorelai Jason look upset at dinner on Gilmore Girls

Jason Stiles at dinner on Gilmore Girls

A view of Stars Hollow in the fall on Gilmore Girls

Gilmore Girls