Although I could n’t bear Jess for years , I eventually ended up completely countermand my opinion of theGilmore Girlssupporting champion thanks to one sequence . need any buff ofGilmore Girlswho Rory should have ended up with , and you will be liable to get a diverse array of answer . To Dean ’s shielder , he is a origin of solid reinforcement who grounds Rory ’s gamey - minded pedantic side . To his detractors , Dean is too small - disposed and insular for her . For Logan ’s fan , he is charismatic and playful . To his critics , he is a privileged embodiment of the world Lorelai Gilmore rejected .
In one underrated season 2 moment , Gilmore Girls offered a subtle insight into the secret unhappiness that underlies Lorelai ’s pre - series backstory .
Looking atGilmore Girls ’ cast of characters , I was once able to extend a classical answer . Anyone but Jess , I would have said upon my first viewing of the series . longsighted before2016 ’s revival meeting , A class in the Life , Jess was Luke ’s cocky nephew who constantly needled at Rory , made jabs at her school and her friend , and did all he could to upset the idyllic town of Stars Hollow . Now , however , I ’m not so sure . Now , I think Rory might be lucky to end up with a bozo like Jess and , ironically , he may have outgrown her .
I Was Never Team Jess On Gilmore Girls, Despite Rory Loving Him
Jess Came Across As Standoffish, Angsty, And Aloof
Jess ’s first offence was frightful timing , as he arrive during Rory ’s incumbency at Chilton . Whether it was making an ally of her former hooligan , Paris , maintaining her close connection to Lane despite the distance between them , or making her relationship with Dean work , Rory could do no wrongfulness during this era . The character ’s precociousness had n’t become exhausting at this point , and it was still endear to see her struggle with reconciliation school assignment , romance , and small - town life safe in the knowledge that everything would always exercise out O.K. . Jess , with his regretful kid mental attitude and complicated , mutually exclusive emotion , was a harbinger of darker times .
Like Rory , I could n’t go back to brush off the cracks in Gilmore Girls ' cheery facade after Jess ’s arrival .
I resented Jess making the simple morality ofGilmore Girlsmore complex . From the bit he make it , Jess turn over the peace , pitting the antecedently supportive Lorelai against her daughter and making the on the face of it sweet Dean look close - tending and swinish . Gilmore Girls ’ April Nardinimight have had a more explosive impact on the show ’s overarching story , but Jess was a more conscious chaos agent than Luke ’s misfortunate daughter . He hated the saccharine image of Stars Hollow and its golden child , Rory Gilmore , and , like Rory , I could n’t go back to ignoring the crack cocaine inGilmore Girls ' gay facade after his arrival .
Gilmore Girls Season 6, Episode 8 Fully Changed My Mind About Jess
Jess Matured More Than Rory In Later Seasons
In season 6 , instalment 8 , “ permit Me take heed Your Balalaikas Ringing Out , ” Logan and Jess met for the first time in a view that in conclusion made me understand the former reference ’s appeal . Jess is a confident generator working in publishing by this point , and he is deject to hear about Rory ’s recent disregard for college , academia , and her ambitions more broadly . I realise why Rory wanted Jess whenGilmore Girlsrevealed he was a attached artist who cared about her , and all of his teenage pensiveness retroactively seemed perceivable . His esthetic prowess and issue industriousness success contextualized Jess ’s struggles .
It seemed reasonably light that Jess hated Stars Hollow because he belonged in the metropolis , and that he act out because he was crazy of the constraints of adolesence . Rory’sA Year in the Lifestorylineproves that her journalistic dream were n’t guaranteed to succeed , whereas Jess write a novel at his young eld displayed considerable body of work ethic and talent . His investiture in Rory ’s future was also poignant , study it had been two seasons since she ended their romanticistic kinship for goodness . Jess give care about Rory even as a ally , ironically proving he might have been her best love interest all along .
Why Rory & Jess Never Could’ve Worked In Gilmore Girls
Rory and Jess’s Maturity Never Quite Aligned Throughout Gilmore Girls
In a savage turn of events , Jess and Rory never quite made sensation inGilmore Girls . When Jess first encounter Rory he might have been smitten with her , but he was too furious , thwarted , and inarticulate to set up a life with her . He did n’t have a clean architectural plan for his future , while she had almost too much aspiration and private road , so the pair did n’t make sense together . Then , years afterMitchum warnedGilmore Girls ' Roryabout her limitations as a writer , the tables had turned . InA Year in the Life , Rory was a shipwreck in both professional and personal damage .
Gilmore GirlsandA Year in the Lifeare uncommitted to stream on Netflix .
Her career was in shuffling and , worse , she did n’t seem all that interested about it . She complain of setbacks advertizing nauseam but did piddling to switch her circumstances . She continued an affair with Logan despite get a fiancée while , in contrast , Jess had gone from strength to persuasiveness in the intervening years . I was sorry to see how black Rory ’s journey into adulthood was , but I was n’t surprised to see that Jess had succeeded during their time apart . In the revivification , Jess is a successful novelist who once again helps Rory get her biography back on runway by advising her to write .
Rory & Jess Could End Up Together If Gilmore Girls Season 9 Happens
AlthoughChristopher and Lorelei ’s sick - advisedGilmore Girlsmarriageproves that not all the show ’s old dyad involve another guess , Jess and Rory could still get back together in a ninth time of year . Rory ’s gestation will likely direct to her shoot things more seriously , while her manuscript could be the shot in the weapon that her wane literary career needs . If this is the suit , Jess could be clear to a romantic reunification between the pair . He seemed to still obtain a cd for his high schooling girlfriend inA Year in the Lifewhen he was advising Rory on her next step .
Jess could potentially help Rory with editing her manuscript .
It is hard to imagine howGilmore Girlsseason 9 could make for Jess and Rory back together after so much time has passed . However , since Rory’sA Year in the Lifeplot ended with her penning a tell - all memoir , Jess could potentially facilitate Rory with editing her holograph . This would be enough to allow sparks to fly between the pair , and their relationship might prove more fruitful than her earlier romance with Dean and Logan . As long as any future episode ofGilmore Girlsdon’t force Jess to go under down in Stars Hollow , as I doubt he would live the townsfolk even now .