#jess was too good for rory

[youhavethesun]

jess and rory s6 in her bedroom at her grandparents house,, I don’t know why I do this to myself but I just watched a clip of that scene and I have tears in my eyes. i’m not even saying this for exaggeration i’m genuinely tearing up.. I feel so nauseous like what we could have had !! they were both so happy to see each other. jess’ “you graduate already doogie?!” like he is so completely ready to be overjoyed for her and rory’s little speech about finding the subsect in bookstores and writing her own recommendation notes is just… I am beside myself at how happy they are around each other here :((((

[stellaluna33]

See, another thing about Jess is that he's the only one of Rory's boyfriends who people keep loudly and passionately insisting should have been best friends with Rory's best friends.

[not-with-you-but-of-you]

In The Bracebridge Dinner episode, instead of playing Björk’s Human Behaviour, they should’ve gone with Venus as a Boy — the obvious counterpart to Rory’s Girl from Mars.

[weepynymph]

They're just so Austen.

Part One (the happy one)

Part Two Part Three

[anxiouspotatorants]

So I finally watched 6.08 in its entirety and of course I have my two cents on the (in)famous “WhY did you DROP out of YALE” speech:

From what I’ve gathered, some people seem to think Jess saved Rory with that speech and that there was no way she was going back to Yale without it. I’ve also seen mutterings about how Jess’ speech was rude and presumptous and that Rory would have gone back regardless of Jess’ presence. I think the truth is somewhere in the middle.

There’s no denying that things in the dropout life were piling up for Rory. Moving in to the main house had her dealing with Emily’s surveillance in full force, she was spending most of her time organizing events she had no interest in and driving her drunk boyfriend and his drunk friends home in the night, and she was shown to miss academic life several times. Richard and Emily had started fighting over whether they had taken the right path for getting Rory back into Yale, and Lorelai insisted that Rory would find her way eventually. Something was going to happen at some point.

But returning to Yale wasn’t guaranteed. Not because I think Jess was the only one who could get her back to Yale specifically, but because re-enrolling was a time-sensitive issue. Without someone to give her some kind of rant, Rory could very well have sunk deeper into a hedonistic route with Logan, or waited too long for re-enrollment and had to apply elsewhere. She’d still get somewhere, but it would take significantly more time.

So she needed someone to shake her furiously for two minutes begging her to figure out what she wanted to do. In theory, that person could be any significant character on the show, but when you add in context, the list narrows down a lot: 

We were shown multiple times that Lorelai wasn’t going to be the person because they were at a test of their relationship and Rory was doubting her mother’s judgement.

Luke wasn’t going to do anything like that without Lorelai’s OK.

Richard and Emily would only be able to convince Rory with financial extortion, and that would ruin the relationship they fought so hard to keep with Rory.

While Logan was her boyfriend at the time, he was also the person who had known her for the least amount of time. He would also have been accused of hypocricy by Rory due to how he probably would’ve dropped out if he could too (or at least acted like it during season 5 and early season 6).

Paris’ opinions on Rory’s life decisions tend to be written as jokes, so even if what she said made sense, Rory probably wouldn’t have taken it seriously. At best, Paris’ words could become support to an argument made by someone else.

While Lane could’ve been an interesting choice (especially since she’s Rory’s oldest friend and arguably knows her in ways not even Lorelai or any of the boyfriends do), she’s never established as truly questioning of Rory’s life decisions. The only real fight they have is over Rory spending too much time with Dean in season 1, but other than that Lane tends to support Rory with any decision she makes.

Dean had kind of lost any sway he had with Rory by the final breakup. Him warning Rory over half a season before she actually dropped out would’ve been possessive (considering he could only warn her about Logan and the LDB), and the breakup showed that he essentially gave up on fitting into the elder Gilmore world or helping Rory make her own.

Which leaves us with Jess. There are multiple reasons why Jess ends up working. The first is the fact that they haven’t seen each other in ages. While everyone else has seen the slow descent, Jess comes in having last seen Rory doing just fine at Yale and getting close with Dean again. He’s missed a lot, and realizing that helps Rory understand just how much she’s changed. Second: he comes back improved. A lot of people have already pointed this out, but Jess actually becoming a writer and making something out of himself essentially proves to Rory that she was right about something everyone else that she was wrong about. It also shows her that it’s possible to come out of the lowest lows up to doing something you love. And finally: Jess has a history of telling things like they are. He demanded clarification at the start of season 3 when Rory still dated Dean after their kiss. He had multiple complex fights with Luke. And he also knew how to be supportive without being a blind cheerleader (see: the car scene in season 2). Rory has known Jess long enough to understand that he isn’t trying to be malicious, and also long enough to know that he does actually know her. It’s not so much that he knows her better than everyone else as much as the combination of how close they once were, how time shows the shifts in her life, and how Jess’ glow up can inspire her.

[dragonflyswiftie]

and I never think of him... except on midnights like this...

[nelllover]

Doing a separate post to talk about Literati in 3x01 because although they don't have any real interaction this episode is still heavy on the Lit stuff:

I love the symbolism of Rory pushing all of Dean's letter (so many letters by the way was he trying to drown her in mail??) to get to the letter for Jess.

My personal headcanon is that she spent the whole summer trying to write the perfect letter, but she never managed to write anything good enough.

Okay I'm not one to pity Dean (ew) but why did Rory still talk to him throughout the summer when she obviously wanted to be with Jess like when she arrived, she clearly wanted to talk to him probably to get together so I don't get why she felt the need to keep up the charade with Dean she should have ghosted him or something. But this is Rory I'm talking about, and I love that girl, but she does not make the best decision when it comes to her love life!!

"I can instantly deduce that when someone hears the name 'Paris' in the same sentence with the word 'date' jaws will drop. Confused looks will cover faces. words like 'How' and 'Why' and 'Quick, Bob, get the children in the minivan because the world is coming to an end' will immediately fly out of people's mouths." Did I mention that I love Paris.

Another favorite scene of mine is Rory describing Jess when she describes her perfect guy

"You'll know, okay? You just have to let it happen. and then probably when you're not looking, you'll find someone who compliments you. someone who likes what you like. someone who reads the same books or listens to the same music or likes to trash the same movies. someone compatible. but so compatible that they're boring. I mean you respect each other's opinions, and you can laugh at the same jokes, but I don't know there's just something about not quite knowing what the other person's gonna do at all time. that's just really... exciting." I would be lying if I said that I don't know this scene by heart!!!

Rory going into the closet with her letter!!! but also, what was she going to do with it she was going home the day after did she ever intend to send that letter?

Rory does not look happy about skipping dinner to spend time with Dean, and I can't blame her!

Geez I wonder why Rory wants to go to this festival? that is such a mystery don't you think. and why on earth could she want to change for?

I'm being sarcastic (obviously). Okay but how did Lorelai not catch what was going at that point!! like she thought Rory wanted to change for Dean? the last that Rory cared about what Dean thought of her outfit was on their weird first date!! (Which if you asked me was more between Lorelai and Dean)

Rory looks beautiful in that dress by the way!

Okay again I ask what on earth was Rory's plan?? Like was she going to go up to Jess and say what? "Hey, I know that I'm still dating Dean but still wanna make out"???? Like Rory honey what is the plan because you havent dumped the Jolly Green Giant yet you kinda need to do that before getting a new boyfriend. I love the girl but what was going on in her head I gotta know!!!

Rory looking around for Jess!!! And getting upset when she finds him with Shane...

Lorelai finally realizes that something is going on with Rory.

(Okay but why did Rory being visibly jealous made me kinda happy like I hate that she's upset but I love the angst.)

ok but the "yes it's Jess" line always makes me laugh. I think my sense of humor is broken.

Again, this is one of those scenes where I agree with Lorelai until her pro Dean agenda becomes obvious. Like I do think that she was right about the make up your mind thing but her bringing up how sweet Dean has been felt of base like Rory does feel bad (contrary has to what some people in the fandom seem to think) and I know that Lorelai means no harm but when she talks about how "great and sweet" Dean his Rory feels some kind of responsibility to stay with him because he is "perfect" and "she has no real complaint" which is ridiculous and as I have already said you don't need a reason to breakup with someone !!!

And then Dean walks in and like always he can't sense Rory being obviously uncomfortable. (Does he just not care???)

and then they kiss (ew as always) and Rory looks at Jess not even a second later!!! okay I know that Rory didn't breakup with Dean right then and there (Like she should have!!) because ASP is addicted to unnecessary drama but still, I hate the fact that Rory and Jess are fighting throughout the first half of the season (I love the angst but come on!!)

I hate how Lorelai is acting like Dean and Rory still being together is a good thing, like good for you I guess you still have someone to change your water bottle, but your daughter is still in an unhappy relationship!!!

"Rory, I don't want you to stay with Dean because of me"

"Okay, because if you decided you really did want to date Jess, I would help you... get vaccinated." Is this what Lorelai think not influencing Rory looks like??? Like Lorelai honey it's comments like this that makes Rory feel like she needs to lie to you about her love life!

(I love this episode, but I also hate this episode but to be honest that's how I feel about most of season 3)

[cottageivy]

5 for the song sim ask game!!

we just met but i swear it's been years i'd pay any price to stay right here though the sirens sound the sky is falling love, you are the path i'll keep on following

[apathyfairy]

not me pulling up to the starbucks drive thru looking as ugly as humanly possible only to realize that the cute barista boy is working and he got a haircut and he's even cuter than before i fear

[autumnrory]

this fic i'm reading is a really interesting concept but i keep thinking about the things i would do differently

[chrissdollie]

movie night (jess mariano x gilmore reader) ♡.｡.:*

a/n: just letting you know before you read, i wrote this at like 10:30, i was super tired and i did not proofread 😭 i’m just trying to get this out tbh. also this is kinda just bc i may not be able to get out chapters 5 and 6 for iwmflyb this week. ik it’s not billy but maybe i’ll do something for him tmr wc: 1.4k

“rory! where’s my white sweater?” you yelled to your sister. you walked out of your room and ran downstairs to her room. “can i give it to you tomorrow?” she asked with puppy dog eyes, pouting. you folded your arms in her doorway. “why tomorrow?” you raised an eyebrow. “dean’s coming over tonight.” rory told you , getting up from her bed. “hm, okay. as soon as prince charming leaves, i’m stealing it back!” you sassed. rory stuck out her tongue at you in which you did right back.

then a knock was heard at the door. mom forgot to get luke to fix the doorbell, so everyone had to knock for now. “coming!” you yelled. you ran out of rory’s room to the door. you opened the door to reveal a slightly messy jess. “oh, hey.” you greeted. this was very random. “oh, hey back.” he teased. he welcomed himself into your home and walked to the kitchen. “wait why are you here?” you followed.

he took off his jacket and put it on the back of a chair. “i thought we were hanging out today?” he stated, confused. “no, you’re coming over tomorrow, silly.” you walked over to the fridge and took out a chocolate pudding. “dessert before dinner? naughty, naughty.” jess joked. “shh.” 

“your mom won’t mind right?” he questioned slightly nervously. 

“mind what?” you replied with a mouthful of pudding. rory came out of her room in a rush but stopped in her tracks seeing jess. “um. what’s he doing here?” rory folded her arms and tapped her foot. “hello to you too. i’m great, thanks. how are you?” jess spoke sarcastically. “you guys are bad hosts.”

you ignored jess and turned to rory. “jess forgot that he was coming over tomorrow instead of today, ror.” you explained. “you mind of we change it to today?” he wiggled his eyebrows. “no! dean is coming over today and i don’t want you to ruin it.” rory whined. “how would i ruin it?” he responded highly offended. “yeah, please tell us.” you quipped.

“by being… jess!” 

“now that’s a great answer if i’ve ever heard one.” you giggled. “i mean it though, dean doesn’t like him, he doesn’t like dean. you see the pattern?” she tried to convince you. “oh hush, you.” you silenced her, turning to face jess. “sure, you can stay. as long as you bring us the goods from Luke’s.” you ordered, standing taller. “i’ll go get them right now.” he winked.

rory rolled her eyes as soon as he left. you put your spoon in the sink. “why are you being so mean today? you’re friends with him!”

“okay, i’m sorry, but dean really doesn’t like him. i just don’t want him to ruin anything between us.” she confessed. “MOMMY! RORY’S HAVING BOY PROBLEMS!” you yelled very loudly. “shut up!” rory grinned, laughing. “NO IM NOT!” she yelled back upstairs.

the thudding of lorelai’s loud boots was heard as she ran into the living room. “spill it, sister.” she sat down excitedly. rory turned back to you. “he’s bringing Luke’s! i think it’s a pretty fair deal. and it’ll be like a double date!” you reasoned. “oooohhh. a double date!” lorelai’s eyes shone brightly like a cartoon character. “well fine, but what am i supposed to tell him? ‘oh, hi dean! do you mind if your least favorite person on earth joins us for our very romantic date tonight? thanks!’” she overdramatically acted out. 

“ooh, ooh, i’ll be dean!” lorelai turned her chair. she furrowed her brows and her voice changed to a deep tone. “oh no way, rory, i repeat, NO. WAY.” you giggled at your mother’s impression. 

“he doesn’t sound like that!” she tried to hide it, but rory couldn’t help grinning. “just don’t tell him.” you simply put. you nodded while rory scoffed. “whatever you say.” she walked back into her room. lorelai looked at you.

“she seems excited.”

the first knock of the night was heard at 7pm. “knock knock!” rory went running to the door hoping it was dean first. but she was disappointed as it was jess instead with a box. “food!” rory cheered, grabbing the box from him. “thanks.”

jess closed the door and stepped inside. you were spread on the couch with a soft blanket on top of you. he walked over to where you were and bent over to kiss your head. “someone looks cozy.” 

“i am.” you grinned. “what are we watching tonight?” he asked sitting on your feet. “Donna Reed!” rory yelled from the kitchen. jess rolled his eyes smiling. “that’s not a movie. this is supposed to be a movie night.”

“whatever. she still deserves to be seen.” you sat up and leaned onto jess’ shoulder. “dean says he’s gonna be here in five minutes.” rory announced walking into the living room with a bowl of popcorn. “ooh, ooh!! you should hide and scare him.” you giggled mischievously. 

“no, that’s a terrible idea. that’ll make it even worse for him.” rory sympathized. she wasn’t wrong, dean would probably get super mad. “fine.” you shrugged. it’s alright, there will always be next time!

the second knock of the night was heard a few minutes later to which rory got up to answer the door. “hi, dean.” she leaned up to kiss him. he walked in and gave her the tub of ice cream. “what flavor did you get?” you asked him, shouting. 

he chuckled and walked into the living room. “hey-“ he stopped dead in his tracks when he saw jess’ face staring back at him. he turned to rory. “wh- is this some kind of joke?” you could see the anger starting to rise.

“y/n wanted him over tonight. he said he’s going to behave.” rory soothed, handing you the ice cream and sitting down on the couch. his mouth formed a straight line when jess gave his little wave. 

dean walked over and sat next to rory with his arms crossed. you gasped. “neapolitan!” you cheered. jess grabbed a spoon from the table and dug in with you. “what are we gonna watch?” dean questioned, taking some popcorn. “donna reed.” you and rory answered simultaneously.

“what’s that?” he manspread on the couch. “i’m sorry, what? you’ve never seen it?” you exaggerated, putting a hand to your heart making jess grin. “that’s a sin.” rory gasped. “that’s a cruel statement.” you quipped.

“so it’s like a show?” he asked, smiling softly. he was slightly nervous with jess being here. part of him didn’t know how to act. “it’s more than a show. it’s a lifestyle!” rory boasted and turned to you. “it’s a religion.” you pointed with your spoon and a mouthful of ice cream. rory nodded with you.

“oh jeez, can you put it on already? i’m dying over here.” jess groaned dramatically. you stuck your tongue out at him and pressed play.

“bye dean!” you waved goodbye after watching a few episodes of the great donna reed. rory was quite upset, though. jess fell asleep on the couch while you guys were watching so you decided to leave him there for a few minutes to talk to rory privately. “how could he like that kind of stuff?” she whispered. “i think he just meant that the idea of a wife cooking for her husband is nice.” you reasoned.

“but i don’t think he understands the time period. what it was like for women at this time, you know?” she continued whispering. you nodded your head in understanding. you think she was being a little extra, but you kept that to yourself. “i’m tired i’m going to sleep.” rory kissed your cheek and walked to her room. “nighty night!” you whisper yelled.

you crawled onto jess and he shifted over slightly. “jess,” you shook him slightly. “wake up for a sec, babe.” you needed to quickly make sure he was allowed to sleepover without luke going into a frenzy before you could sleep comfortably.

you could hear him awakening from his slumber. “yeah, what’s up? you okay?” he sat up quickly. “i’m alright, are you able to sleepover?” you asked, rubbing his arm. he nodded and laid back down, bringing you with him. he stroked your hair as you covered yourself with the blanket. “goodnight!” you kissed his neck before snuggling into him. “goodnight y/n.” 

you sat up all of a sudden. “my sweater!” you whisper-yelled out. “huh??” jess hummed. “i need to get my sweater back from rory!” you got up and ran down the hall to her room, slamming her door open. jess chuckled to himself. “I WANT MY SWEATER BACK!”

[iamgonnagetyouback]

𝟷𝚔 || 𝐍𝐎𝐓 𝐍𝐀𝐈𝐕𝐄

♡ ︎ꜱᴜᴍᴍᴀʀʏ: Jess was not what everyone made him out to be, and you were not too naïve to believe that...right?

♡ ︎ᴡᴀʀɴɪɴɢꜱ: None

♡ ︎ꜱʜɪᴘ: Jess Mariano x Reader

Stars Hollow has always had a way of wrapping itself around you. Every corner of the quirky little town, every face that smiled back at yours, it felt like safety. You’d grown up here, where everyone knew your name and the soft way you saw the world. It wasn’t naivety, at least that’s not how you saw it. You just always chose to believe the best in people, even when the town buzzed around you, warning you to be careful, to protect yourself.

But it was always protective of you. The town. They treated you like something fragile, like a porcelain doll that might shatter if handled too roughly. You never saw it that way. You were just… you. Seeing the good in people wasn’t a weakness; it was just how you were wired. But that didn’t stop everyone from fretting.

When Jess Mariano moved to town, all those concerned whispers turned into full-on conversations. “Be careful,” they’d say, watching you like you were made of glass. “He’s trouble.” And sure, you’d seen his rough edges—the sarcastic comments, the lingering smirk, the way he pushed everyone away before they had the chance to get close. But somehow, with you, he wasn’t any of that.

You’d catch him slipping books into your bag when you weren’t looking, ones he knew you’d love. He’d hold the diner door open for you without even thinking, and sometimes, in those quiet moments when you’d both sit by the bridge reading, his arm would brush yours, and instead of pulling away, he’d linger just a little longer.

But Rory didn’t see that. Rory, your best friend, and when you told her—voice soft, words barely above a whisper—that you thought you might like Jess, it felt like the ground beneath you shifted.

"Jess?" Rory’s tone was sharp, her brow furrowed in disbelief. "You can't be serious. He’s just playing with you, you know that, right?"

You blinked, taken aback by the sudden coldness in her voice. “What do you mean?”

Rory sighed, crossing her arms. “Look, you’re… you’re sweet, okay? Too sweet. You always see the good in people, and Jess—he’s just… Jess. He doesn’t care about anyone, especially not you.”

Your heart sank, her words landing like stones. "How can you say that? You don’t see the way he is when it's just us."

Rory laughed, but there was no humor in it. "He's not different with you. You're just… you're the easiest person to fool in this town. Everyone knows that. You’re the nice one. The innocent one. He’s just going to break your heart."

The sting of her words was sharp, like a slap you hadn’t seen coming. "You don’t get to decide that," you murmured, feeling the familiar burn of tears behind your eyes. "You don’t know him like I do."

But Rory was relentless. "There’s no way Jess actually likes you. He’s just bored. He knows he can mess with you because you’ll let him." Her voice was firm, unyielding, and it left no room for argument.

You didn’t say anything. Couldn’t. Not when the hurt clawed its way up your throat, silencing you. Without another word, you turned and left, the tears finally spilling over as you opened the door to leave.

You made it to the porch, when you saw Lorelai already sitting there, a mug in her hand. Her eyes softened when she saw you, the slight quirk of her lips not quite enough to hide the concern etched in her face.

“So,” she said, trying for a lightness that didn’t quite land. “Guessing you had a little chat with Rory, huh?”

You stood there, heart aching, lip trembling, before finally breaking. “I guess you heard.” Your voice was barely a whisper, and it broke halfway through.

Lorelai’s smile faltered, her eyes filling with that knowing kind of sadness she always got when she wanted to fix something but couldn’t. “Well… she’s not exactly quiet. Or subtle. But hey, that’s our Rory.” She tried to laugh, but it only made your chest ache more.

You sat down beside her, your shoulders slumping as the weight of everything pressed down on you. “What if she’s right?” you whispered, staring down at your hands as they twisted together in your lap. “What if… he doesn’t really like me? What if I’m just… the easy one?”

Lorelai sighed, long and deep, before wrapping an arm around your shoulders, pulling you close. “Kid, you’ve always seen the good in people. Sometimes more than they deserve. But that’s part of what makes you… you.” Her voice was softer now, less playful, and it only made the tears come faster.

You wiped at your face, sniffling. “He’s not like that with me, Lore. I know he’s not.”

She stayed quiet for a moment, her thumb tracing gentle circles on your arm. “Tell me what he’s done. What’s he done that makes you think he cares?”

You swallowed hard, trying to hold it together. “He… he gives me books. Ones he knows I’d like. And he… he waits for me after school sometimes. Even when I didn’t ask him to. And when I’m upset, he just… listens. He’s not the guy everyone says he is.”

Lorelai pursed her lips, thinking. “Sounds like he’s a little softer than the town likes to think, huh?”

You nodded, your voice barely a whisper now. “I think he cares about me.”

She sighed again, this time a little less heavily, and pressed a kiss to the top of your head. “Maybe he does,” she said quietly, reluctantly, like she didn’t want to admit it, but couldn’t deny the possibility. “Maybe he does, kid.”

You sniffled again, leaning into her, the warmth of her arms the only thing keeping you from falling apart completely. “I just… I just want to believe in him.”

Lorelai pulled you closer, her arms wrapping tighter around you. “I know you do. And maybe you’re right. Maybe Jess Mariano does like you. And if he doesn’t… well, Luke and I will take care of that. But you… you're not the naive one for believing in him.”

Your lip trembled again, the weight of everything finally catching up to you. “I just don’t want to be wrong about him.”

Lorelai’s voice was soft, soothing as she rocked you gently. “Whatever happens, we’ll figure it out. I promise.”

And you stayed there, curled up against her, wondering if maybe, just maybe, Jess Mariano wasn’t the villain everyone said he was. Maybe he was just waiting for someone to believe in him the way you did.

[venti-venus]

baby driver - j. m x reader

summary: after a failed study session with dean forester, jess and y/n decide to get a little innocent payback.

𐌕Ꮤ: hating on dean forester, accurate gilmore girls banter and drama, not spellchecked, first jess fic yippie ! ¸¸♬·¯·♪·¯·♫¸¸ ¸¸♫·¯·♪¸♩·¯·♬¸¸

"Mariano," Y/N whined, stumbling into Luke's Diner. She dragged her feet across the floor and dramatically plopped down on one of the bar stools. " I feel like my face is about to fall off and I'm blaming it on you."

Jess rolled his eyes as he wiped down the counter, "Good morning to you too, Y/N. I get the feeling you didn't just come in here to complain."

"And you would be right!" Y/N smirked, "I'm here for the doughnuts. Chocolate, please." She jokingly batted her eyelashes before yawning. "Ugh, get me a coffee too."

"So, why are you up at eight o'clock in the morning," Jess poured her some coffee and handed it to her, along with the doughnuts. "You don't wake up until at least two. Special occasion?"

"Oh yeah, Dean Forester is real special. I'm supposed to meet up with him to go over our English assignment. I doubt he'll actually focus on the work though. I swear he's been so obsessed with Rory it's actually suffocating my last braincell."

Jess laughed at your comment, "You wish that was you or somethin'?"

Y/N threw a crumb of her doughnut at him and gagged, "As if! Dean doesn't even like Bowie, there's no chance him and I are gonna be anything more than friends."

"Very true," Jess smirked, "Any hater of David Bowie should be locked up and studied. I'm glad you're staying away from the freaks of the world, Y/N. Very proud."

"Yeah well, I better get going. Dean said he would pick me up from here and drive us to the lake so we can focus or something." Y/N sighed, "Wish me luck, Mario."

"Hey, do not call me that. Put some respect on a poor kids name, will ya?" He joked, "At least you get to ride around in his car. Pretty nice one if I do say so myself."

"Pretty car, pretty annoying boy." Y/N took her coffee and doughnuts and gave Jess one last smile before she headed out to wait for Dean and his car. Surely he wouldn't be too long..

"H-Hey, Jess," Y/N's shaky voice spoke into her phone, "Can you come pick me up? I'm at the lake and it's raining and Dean left an-"

"I'll be there in 10." Y/N could hear a door slam and a car start on the other side of the line. Jess hung up and Y/n waited as he drove to come get her.

The study session had gone alright, but it was what happened after that which led to Y/N now being stranded. She hid under what little over a close by oak tree had and waited until Jess pulled up.

“Get in.” Jess handed her a towel as Y/N got into his car. His knuckles grew white as he gripped the steering wheel, not saying anything else as he drove off.

“Thank you, Jess.” Y/N sniffled, “I could’ve walked but my house is too far with the rain and all.” She looked over to see the brunette focused on the road.

She decided to stay quiet as he drove her to her house, using the towel Jess gave her to dry off as best she could.

"The hell do you mean he kissed you?" Jess yelled from the living room, arms crossed on his chest. His eyebrows were so creased, they were practically conjoined. He was sitting down on the couch while Y/N was in the kitchen, trying to dry off and get water.

"I don't know! He told me he was finally dating Rory and everything was fine and then out of the blue," Y/N threw her hands up, "And then I freaked out because, hello, he just said he was with Rory!"

Jess huffed. "And then what happened?"

"He got mad at me for some stupid reason and yelled at me." Y/N got quieter, "I swear Dean makes no sense. One minute he's normal and the other he's... I'm sure there's some reference I could make but I can't think of one, but you get what I'm saying. He totally flipped."

Y/N opened her refrigerator, grabbing a bottle of water. "Oh, and then," She scoffed, "He had the audacity to tell me that he actually liked me the whole time. He was 'too scared' to tell me though because-. (because he thought I was dating you.)" Y/N paused and quietly mumbled, "That's not important." She frantically walked over to the living room and sat down next to Jess.

"Does he even like Rory? Or is he just leading her on now?" Jess was confused about the whole situation.

"Everyone likes Rory, Jess." Y/N rolled her eyes, "But I don't think he wants to get serious with her. I just can't believe he would do something like that to me."

"That tall freak has some serious paying up to do," Jess got up. "Go get changed into something dry. I have an idea."

Jess and Y/N got into Dean's Ford F-150, muffling their laughs as best as they could.

"Wait, you know how to drive, right?" Jess teased as he buckled his seatbelt.

Y/N rolled her eyes, laughing as she pulled out of Dean's driveway. Rory had picked him up earlier after Jess pulled a few strings, so his car was free and available for a little joy ride.

"I got my license last year, Jess. I'm practically Richard Petty." She pulled out of the driveway and turned on the radio.

"Okay, baby driver." Jess laughed as the two of them began to drive, happily using Dean's car for the night.

¸¸♬·¯·♪·¯·♫¸¸ ¸¸♫·¯·♪¸♩·¯·♬¸¸

[anxiouspotatorants]

You know what Rory should’ve been allowed to tell at least one of her big three boyfriends to fuck off

[calyxthenerd]

The fact is, Rory was constantly held up in a pedestal by everyone around her, her whole life, her mom saw her as a second chance, as a way to live the life she lost through someone else, she was a prodigy, so that made her the princess of stars hollow, and perfect in everyone’s eyes, Lane saw her as a gateway to the life she wasn’t allowed to live because of her mom, Dean saw her as what he should have in a girlfriend, but when she had an opinion he didn’t like, or made a mistake, he lashed out, because she wasn’t the perfect girlfriend he wanted, Jess saw her as the person he could’ve been, if only he had someone to believe in him, she was a mirror of his soul, but he was too deep in his sorrow for her to be able to actually get close, Christopher saw in her the proof that he should be with Lorelai.

So when she left all that behind and went to college, she was lost, without all the expectations people had of her to guide her towards the path she was ‘supposed to take’ she didn’t know where to go, and at first she was fine, because she could just burry herself in her studies, and in her free time, she focused on how she missed her home, and since she missed that environment so much, when she had an opportunity to “have her old life back” in her affair with Dean, she took it, then when it all came crashing down, she escaped, only coming back in time to drown in her studies.

Yeah, she did get back with Dean, because she still missed the familiarity of it, but then (in my opinion) she met people who were carefree, fun, and took charge of their own lives, and she needed some reprieve from the cycle she kept repeating, so she started hanging out with them, and one thing led to another and next thing she knew, she was being told, for the first time, that she wasn’t good enough, and after a life time of people telling her she was perfect, you could see why that shattered her, so she took that new recklessness she learned and did something stupid, and when she noticed what she’d done, she knew she couldn’t go back to the town that worshipped her, but she also felt too insecure to keep working towards the dream that felt unattainable now, so she went to the place where she knew they’d mask her mistake and let her live a comfortable, albeit dull, life, but then the person who was a mirror of her soul came back into her life, and since they were so similar, he understood what she was feeling, but he couldn’t let her throw herself away like this, so he pulled her back towards the life she left behind.

So the conclusion is don’t judge without thinking about the reasons why they do what they do.

[teddypickerry]

Can you do a Jess Mariano blurb where the reader is helping Jess with his homework but he keeps trying to distract her by kissing her lips and neck? 😄 (think of the episode “teach me tonight” but with Jess and the reader dating and he’s kissing her like he kissed Rory in S3 EP10 when they’re walking and kissing)

𝐓𝐄𝐀𝐂𝐇 𝐌𝐄 𝐓𝐎𝐍𝐈𝐆𝐇𝐓 !

pairing! jess mariano x gn reader

warnings! imply of sex (i think that’s it?)

word count! 833

a/n! took me forever ‘m sorry!!! this is also not my best work but back & writing for my boy is good enough for me. <3

the diner was quiet on the particular evening. despite the typical eight o'clock late dinner rush, the door were locked and a red 'closed' sign hung from the blue painted door. the only sound erupting throughout the small former hardware store was the sound of your voice reciting the words from the textbook balanced on your thighs. you were leaned back in your chair, your legs pressed against the table with the book pressed into them. your hair was falling in-front if your face which kept the attention of the boy who sat beside you everytime you pushed it behind your ear.  "and the trail of tears was what year?"

your head bopped up from its current slouched down position as your eyes caught glimpse of the dark haired boy sat beside you. he was leaned on the table, specifically over his book. his head rested on his palm as he held his head up from falling down in boredom.

"is your hair shorter? it looks shorter." your boyfriend was far from an idiot. but in this moment you honestly doubted him. jess was one of the smartest people you'd ever had the privilege of knowing. hell, he was way smarter than you. but here you were sat helping him with history... and geometry, and biology. it wasn't like you were the smartest person in school, but you got your fair share or a's. plus you knew how serious luke was about his nephew passing the twelfth grade. and you'd do anything to get your boyfriend on a good path.

"1828 and 1829." you explained to him simply before continuing onto the next page, him leaning closer to you. it wasn't hard for the smell of cheap cologne, cigarettes, and luke's laundry detergent to catch your attention. especially when you glanced up at your boyfriend's face far too close to your own. "i like it." he mumbled as he lightly pressed his finger to your face, pushing back the strand of hair that fell once more. no matter how long you'd been together, the small touches and glances still made you go mad. "you liked president andrew jackson's racist speech against the cherokee?"

"no," he rolled his eyes at your statement as you tried to diffuse the way he was making you feel on this tuesday evening. "your hair. it's a good length... and you know — i know all about good length."

his comment resulted in a laugh escaping your lips with a smirk growing on his face. jess felt accomplished for making you laugh, especially when you'd just spent half an hour explaining nonsense to him. "okay cmon, back to work." you ordered as he stayed in his exact position. you were about to scold him for not taking this study date seriously. but you lost time when his lips pressed to yours. your eyes immediately shut as your hands cupped his face. he deepened the kiss and leaned over the table to press into you even more. you found yourself getting lost in the kiss that warmed your soul. but before you could be taken by him, you pushed away and pressed your lips together. "jess, we're studying."

"okay we can study," he nodded as he positioned himself back on the chair and balanced a pencil between his fingers. which immediately caught your attention. "i'll start with the inside of your mouth and you can start with mine."

"jess," you hinted with a tone reaching annoyed. he let his smirk grow a bit before glancing around for a moment. "'mkay tell me more about the Indian Removal Act," he shrugged. you gave him a proud smile and muttered a "gladly" before opening the next page and reciting the next paragraph. you were only two and a half sentences in when you felt him move closer to you. and then some more... then some more.

it was when you finished the first paragraph that you felt his dark curls against your jaw as his lips connected with your neck. his arms wrapped around you as he continued to harass your neck with several kisses that would definitely leave a mark. something jess was certainly good at. "jess! we have to study!”

"no, i think you've got this stuff pretty much down." he mumbled as he pulled away for a second before you felt the feeling of his lips reaching your sweet spot. you held in a breath as you found yourself not fighting the feeling for a moment. "you need to learn this stuff if you're going to graduate, jess. please, work with me." you begged as he drew his face away slowly. just enough so that you could face one another. "and after, if you get a b... you might just get something starting with a b.”

the glow on the boy's face suddenly erupted with slightly wider eyes. he simply sat back as he sat his textbook in his lap, leaving only one arm behind your shoulders. "mkay, teach me tonight."