#gilmore girls tristan

[a-aexotic]

✫𝒄𝒉𝒂𝒑𝒕𝒆𝒓 𝒐𝒏𝒆, i can see you.

✫ 𝐰𝐚𝐫𝐧𝐢𝐧𝐠𝐬 | fighting, swearing, tristan being an asshole, breaking things (not too graphic promise LOL) ✫ 𝐚𝐮𝐭𝐡𝐨𝐫'𝐬 𝐧𝐨𝐭𝐞𝐬 | hey yall, i'm back! i hope everyone enjoys! also i tagged everyone who seemed interested, i'm sorry for the VERY late update. i'm back, mwahhh. also planning a nate archibald series, who'd be interested? lmk! ✫ 𝐭𝐚𝐠𝐥𝐢𝐬𝐭 | @colbybrocks @weepingwitchofthewest @shady-writtingtalk @zulpix-blog @wheelerslover @dogmom600 @damnhati @remussbitch @yourmumstoyboy2-blog @1-800-starkindustrie

The front door opened suddenly and she whipped her head to make eye contact with... Tristan Dugray? Oh, so that's where she's heard that name!

Y/N couldn't control as her mouth flew open. She also couldn't control the words that came out of her mouth as she saw him. "Oh, you've gotta be shitting me."

After Y/N had locked eyes with Tristan she whipped her head to face her father. "You're engaged to Tristan's mother?!"

Her father and Kristan looked surprised — they both exchanged glances before they looked back at her. "Yeah, I guess I am?"

His answer sounded more like a question rather than a straight up reply. He didn't know why she was now seemingly opposed to the idea of him being engaged to Kristan simply because of Tristan.

Y/N looked shocked, her jaw practically on the floor. "You're engaged to Tristan's mother." Instead of a question, it sounds more like a statement.

Before any of them could reply, Tristan spoke. "Oh, hello step-sister." You could practically hear the smirk in his voice. He was enjoying see your shocked expression. Tristan's smug remark only fueled your growing frustration and utter disbelief. You shot him a glare that could freeze lava before turning back to her father and Kristan, your mind racing with a whirlwind of emotions.

"So, this is what you meant by wanting me to spend time with my old 'friends'?" Your tone was laced with sarcasm as she addressed her father. "You conveniently forgot to mention that my 'old friend' is now my soon-to-be stepbrother?"

Her father shifted uncomfortably under her accusing gaze, realizing he had failed to properly prepare Y/N for this bombshell. "I... I thought it would be best to tell you in person."

Your frustration mounted with each passing second. "Well you thought wrong, Dad."

Kristan interjected, her voice gentle yet firm. "I understand this is a lot to take in, Y/N. But we're all going to be a family now, and I hope we can find a way to make this work."

Y/N fought the urge to roll her eyes at Kristan's attempt to diffuse the tension as she gave her a sarcastic smile. "Right, a family. How convenient."

Tristan leaned against the doorway, his arms crossed with a smirk still playing on his lips. "Well, this should be fun. Welcome to the family, stepsis."

Y/N resisted the urge to launch herself at him as she shot daggers with her eyes. "Don't call me that."

Kristan shot a glare at her son as she turned to you once again. "We didn't realize it would be such a shock to you,. We should have handled this better."

You took a deep breath, trying to calm the storm of emotions swirling inside me. You knew you couldn't blame her father entirely, but the whole thing still felt like a betrayal. "I just need some time to process all of this," Y/N muttered, her voice tinged with resignation. "Excuse me."

"I thought that went great." Tristan mumbled as his mother shook his head, your father pulling her in closer.

You turned on her heel and stormed out of the room, leaving your father, Kristan, and Tristan as your retreated to her old bedroom, you couldn't shake the feeling that your carefully constructed world was crumbling around you, and you had no idea how to pick up the pieces.

You stepped out of the car, dramatically slamming the door as you took in the school: Chilton Prep School, where she would be going to school from now. She heard footsteps from behind her, she already knew who it was.

"Welcome home, Cromwell." Tristan's voice rang. You gritted her teeth at the sound of Tristan's voice behind you. You turned slowly, fixing him with a glare that could cut through steel.

"Save it, Dugray," you snapped, your tone dripping with disdain. "This is hardly my idea of home."

Tristan raised an eyebrow, his smirk never faltering. "Well, get used to it. Looks like we're going to be seeing a lot more of each other from now on."

Tristan raised an eyebrow, his smirk never faltering. "Feisty as ever, Cromwell. I'm just offering a friendly welcome to our new classmate, no need to get all... bitchy."

You narrowed your eyes at his remark, resisting the urge to roll them. "I'll take that as a compliment, Dugray. And I don't need your welcome. I know my way around just fine."

Tristan's smirk widened, clearly enjoying getting a rise out of you. "Oh, come on, Cromwell. Where's that famous New York charm? You're going to need it to survive in this stuffy place."

"I'll manage just fine without your help," you shot back, your voice dripping with determination. "Now, if you'll excuse me, I have better things to do than stand here and listen to your bullshit."

You turned away from Tristan, walking into Chilton. You already hated it, everyone looked so pretentious and elitist, just like Tristan. But you weren't going to let that intimidate you. You had faced down Manhattan's elite, and you could handle a bunch of snooty prep school kids. You had grown up with these kids, they couldn't be that hard.

As you made your way through the halls, you couldn't shake the feeling of being out of place. The students eyed you with curiosity, whispers following in your wake. But you held your head high, refusing to let them see any hint of insecurity.

Chilton was a far cry from the bustling streets of Manhattan, and you couldn't shake the feeling that you were in for a rough ride. But you were Y/N Cromwell, and you didn't back down from a challenge.

With a flick of your hair and a confident stride, you made your way to your first class, ready to show Chilton Prep that Y/N Cromwell was a force to be reckoned with.

"Where are you two going?" You popped a grape in your mouth as you watched Kristan grab her purse from the chair as your father tightened his tie.

"I told you earlier, we have a date."

You raised an eyebrow at your father's response, a hint of skepticism in your voice. "A date? You two are acting like lovesick teenagers."

Kristan chuckled, smoothing down her blouse as she shot you a warm smile. "Well, your father does know how to sweep a lady off her feet."

You rolled your eyes as Kristan and your father shared glances. You all knew what that meant, you had to be left alone with Tristan. You had barely managed to tolerate his presence since arriving at your father's house, and the thought of spending an evening alone with him was enough to make you want to crawl out of your skin.

"Well, have fun on your date," you forced out, the words tasting bitter on your tongue.

With a quick goodbye, your father and Kristan headed out the door, leaving you alone, turning around and seeing Tristan in the spacious living room. He caught your gaze and his lips curved up into a smile.

You felt a shiver run down your spine as Tristan's gaze met yours, his smirk sending a wave of irritation coursing through you. You knew exactly what he was thinking – that he had you right where he wanted you, trapped in his company for the evening.

Suppressing a sigh, you turned away from Tristan, refusing to let him see how much he was getting under your skin. Instead, you busied yourself with anything that would distract you from his presence – flipping through a magazine, checking your phone, anything to avoid acknowledging him.

But no matter how hard you tried to ignore him, Tristan was a persistent presence in the room. You could feel his eyes on you, his smug smirk burning into the back of your skull.

Finally unable to take it anymore, you turned to face him with a glare. "What do you want, Tristan?" you snapped, your patience wearing thin.

Tristan's smirk widened, his gaze flickering with amusement. "Just enjoying the view, Cromwell," he replied casually, as if your irritation was nothing more than entertainment to him.

You let out a bitter laugh as you shook your head. "Real classy, Tristan."

Tristan's smirk only widened at your remark, his amusement evident in every line of his face. "Oh, come on, Cromwell," he said, his tone teasing. "You can't tell me you're not used to being the center of attention. You were in New York for five years and you're telling me you didn't have the boys throwing themselves at you?"

You narrowed your eyes at Tristan, refusing to let his words rattle you. "I don't need validation from boys like you," you retorted, your voice dripping with annoyance. "Unlike some people, I have more important things to focus on than relationships."

Tristan's smirk faltered slightly at your cutting remark, but he quickly regained his composure. "Touché, Cromwell," he replied, his tone laced with amusement. "But don't act like you're immune to a little attention. I've seen the way you strut around like you own the place."

"And you don't? Please, I see the way every girl at Chilton looks at you. And I know you well enough to see how much that strokes your already, inflated ego." You paused, your voice laced with sarcasm as you leveled a pointed gaze at Tristan. "But hey, who am I to judge? If you want to bask in the adoration of your fan club, be my guest."

"Oh, I will, Y/N." Tristan let out a laugh as he watched you get all heated. He continued you watch you as you scoffed, turning your head back to the magazine.

You could feel his eyes on you, his amusement practically palpable. But you refused to give him the satisfaction of seeing you squirm. You weren't about to let him see how much he was getting to you. With a determined flick of your wrist, you closed the magazine and stood up from the sofa, shooting Tristan a glare.

"I have better things to do than sit here and listen to you," you declared, your voice laced with determination. With that, you turned on your heel and marched out of the room, leaving Tristan behind with his smug smirk and his insufferable ego.

You refused to let him drag you down to his level – you had bigger things to focus on than his petty games, like actually getting back to Manhattan where you belonged.

As you walked away, Tristan's amusement turned to frustration. He wasn't used to someone challenging him like this, especially not someone like you. With a determined stride, he followed after you, catching up just as you reached the hallway.

As you stormed out of the room, Tristan's smirk faded into a scowl. He watched you go, frustration bubbling up inside him. How dare she walk away from him like that? Without a second thought, Tristan followed after you, his footsteps echoing in the hallway as he caught up to you just as you reached the foyer.

"Hey, where do you think you're going?" Tristan called out, his voice sharp with annoyance.

You stopped in your tracks, turning to face him with a glare. "Away from you," you replied sharply, crossing your arms over your chest. "I can't stand being around you for another second."

Tristan's jaw clenched, his own temper flaring. "Oh, please," he scoffed, his tone dripping with sarcasm. "Like you're any better. You're nothing but a spoiled brat who thinks she's better than everyone else."

The words hit you like a slap in the face, igniting a firestorm of rage within you. "At least I'm not a narcissistic asshole who gets off on belittling others," you spat, your voice rising with each word. "You think you're so much better but you're not."

Tristan squared his shoulders, meeting your gaze head-on. "I want to know what your problem is," he replied, his tone angry. "You've been acting like you a complete bitch when I'm all trying to do is be your friend."

You scoffed, shaking your head in disbelief. "Oh, spare me the act, Tristan," you shot back, your voice dripping with sarcasm. "We both know that's not what you're after. You just want to play your little games and stroke your own ego."

Tristan's jaw clenched, his frustration bubbling to the surface. "And what about you, huh?" he retorted, his voice rising in anger. "You act like you're too good for everyone, like you're above it all. Well, let me tell you something, Y/N – you're not as special as you think you are."

"You know what, Tristan. I don't care about you or your stupid games because all I'm trying to do is get back to New York. All this shit is just a rock in the road," you spat as you turned around, walking away.

"Oh really? What about your obvious drinking problem, that's why your mom sent you away, right?"

You stopped in your track as you took in Tristan's words. Fury was etched across your features as you spun around to face him, your fists clenched at your sides. "How dare you," you seethed, your voice trembling with rage. "You stupid asshole!"

You pushed him as hard as you could, causing him to trip and fall into a table. You heard a loud shattering and both of you just stared at each other before looking down to see glass everywhere.

"Shit, that's my mom's vase." Tristan's eyes widened in shock as he glanced at the shattered remains of the vase on the floor.

Your chest heaved with anger as you glared at Tristan, your fists still clenched at your sides. "You deserved it," you spat, your voice thick with venom. "You had no right to say that."

"Y/N, this vase is like two grand. It was my mom's favorite vase," Tristan scoffed as he stared down at the ground. "She's gonna be fucking pissed, idiot."

You stared back at him with anger but you knew that you needed to figure something out. Taking a deep breath to steady yourself, you clenched your jaw and met Tristan's gaze head-on. "I know I messed up," you admitted begrudgingly, your voice tight with frustration. "You shouldn't have been a bitch."

"Well you shouldn't have pushed me, like an psycho." Tristan's voice was sharp, but there was a hint of surrender beneath his irritation. He knew that pointing fingers wouldn't solve anything, but he couldn't help but feel defensive in the face of your accusation.

"Well I'm not apologizing-"

"Y/N, we need to figure out what to do before they come home."

And right on cue, the front door opened, revealing your father and Kristan, who froze in shock at the sight of the shattered vase and the two of you standing next to it.

Your father's expression hardened as he took in the scene, his disappointment evident in his eyes. "What in the world happened here?" he demanded, his voice a mix of frustration and disbelief.

masterlist !

series masterlist !

[angeldiarybook]

𝐓𝐫𝐢𝐬𝐭𝐚𝐧 𝐝𝐮𝐠𝐫𝐚𝐲 𝐡𝐞𝐚𝐝 𝐜𝐚𝐧𝐧𝐨𝐧𝐬

𝐓𝐫𝐢𝐬𝐭𝐚𝐧 𝐝𝐮𝐠𝐫𝐚𝐲 𝐱 𝐜𝐡𝐢𝐥𝐭𝐨𝐧 𝐫𝐞𝐚𝐝𝐞𝐫 ˙ ꨄ°˖🎧📖 ⋆｡˚꩜ 𝐒𝐮𝐦𝐦𝐚𝐫𝐲:𝐓𝐫𝐢𝐬𝐭𝐚𝐧 𝐟𝐚𝐥𝐥𝐢𝐧𝐠 𝐟𝐨𝐫 𝐲𝐨𝐮 𝐡𝐞𝐚𝐝 𝐜𝐚𝐧𝐧𝐨𝐧𝐬 𝐖𝐚𝐫𝐧𝐢𝐧𝐠𝐬:𝐧𝐨𝐧𝐞

-right when he saw you he knew he needed you

-at first he���d teasingly flirt with you but over time he actually started to catch feelings

-asshole at the start

-you’d get annoyed pretty easily from him

-he’d start to notice your annoyance from him slightly after he started liking you

-upsets him a bit (just a little bit) from the genuine annoyed look on your face any time he comes near you

-tries to make you jealous but it just gives you an ick “Have you tried to get their attention?” Rory asked me and Paris as Tristan was making out with some girl in front of our lockers “sure have” Paris said as I rolled my eyes at the little love session Tristan had going on “no luck?” Rory asked “nope” both me and Paris replied as we rolled our eyes “it’s like he’s eating her face” Rory said disgusted.that caused me to let a snarky low chuckle out as Paris stared at them. I rolled my eyes lifting up my books and what felt like 20 pounds inside my back bag up.Rory tapped Tristan shoulder asking them to move a bit to the left. “what?” Tristan acted dumb with a stupid grin on his face “you’re standing in front of the lockers” Rory told Tristan “our lockers” I responded annoyed “Oh sorry we just got a little carried away” Tristan replied snarky “right” both me and Rory said as she rolled her eyes as Tristan and the random girl backed away from the lockers Tristan noticed how genuinely unbothered you look and how’d you be annoyed if anyone was in your way of your locker on purpose

-once he realizes making you jealous doesn’t work he starts being a ‘gentle man’

-giving you some dumb nickname

-over time you get use to his annoying flirty remarks

-always loans you his notes

-birthday kiss

-admiring you in class while you’re paying attention to the lesson

-apologize to you once you guys start getting closer for being an asshole and genuinely means it “I’m sorry I gave you such a hard time for a while” Tristan apologized to me “oh…it’s ok..well it’s not but I understand” I gave him a small warm smile

-catching him staring at you in class

-helps you a ton whenever you’re struggling in a certain subject

-you guys always have to be in the same group project together

-while you guys sit next to each other he makes little braids in your hair when you have your head down in class

-teasingly agreeing to whatever you have to say about something

-people noticing him changing slightly to win you over

-playfully begging to carry your books “Tristan I can carry them my self” you chuckled softly and playfully rolled your eyes at him as he tried to snatch your thick books away

-even carrying your back bag for you when school is over

-insists on driving you home

-teases you whenever you’re reading a book and not paying attention to him

-“seducing” you with that god damn smirk/smile of his

-getting mad and scolding him as he has a snarky laugh smirking at you in the hallways

[fbfh]

tristin dugray relationship and intimacy hcs pt 2

wc: 1.1k

pairing: tristin x (implied fem) reader

genre: straight up smut with some mild feelings

warnings: brief mention of exhibitionism, debriefing with madison and louise, aftercare, cuddles, car sex, sex in a variety of places, cockwarming, nudes, brief mention of oral (m recieving)

song rec: mary - alex g (bc this is literally tristin's song. it's so fucking tristin coded.)

a/n: so good news I think my adhd medication is finally working lol

tags @yesv01 @magcon7280

As with all nsfw works all characters are aged up to 18+

WITHOUT FURTHER ADIEU MORE TRISTIN SMUT BC I’M FOAMING AT THE FUCKING MOUTH

What’s fun about Tristin

Among many other things

Is his fixation with your hips

Seriously it was one of the first things this horny motherfucker noticed about you

Whenever you wear anything mildly form fitting he can’t take his goddamn eyes off your hips

Once you’re together it’s basically impossible for him to resist touching them

Sometimes it’s a playful squeeze

Or an affectionate rub

Other times it’s full on groping while he shoves his tongue into your mouth and makes you grind against his thigh

He could live like that for days and not get tired

Speaking of

Tristin has fucking stamina for DAYS

“Men can’t have multiple orgasms” tell that to him!!!!!!!!

He just… has a fixation with all of you honestly

Like there’s no part of you that he’s not going to eye the fuck up 

You know the looks he’s always giving Rory???? 

That’s just the tip of the iceberg babe

Or should I say tip of the penis lol

Anyway 

Tristin is vocal as FUCK

Like mans can’t shut up

Even when we’ve reached the previously mentioned dumbfucking point, he’s still going to be whining and grunting and panting nonstop

His moans have you gushing like niagara falls tbh 

There is a zero percent chance he’s not going to give you the most affectionate aftercare every time too

So much praise and kisses and cuddles

Like he’ll genuinely get upset if you try to just bounce afterwards

Or worse

If he wakes up the next morning and you’re not there

Maybe he could handle casual hookups with other girls

But not with you

He will absolutely pull you back into bed and demand kisses and cuddles

I’m not gonna lie

He does have a little bit of an exhibitionist streak

Just a tiny itty bitty one

Mostly just from the urge to prove that you’re his when other guys keep flirting with you

If the circumstances were right and you were down, he would be happy to put on a show for them, show them how good he treats you

If you’re still friends with madison and louise/go to the same college as them they will BEG you for details and live vicariously through you

The line where they saw Tristin and Summer making out in front of Rory’s locker and one of them (I forget which one) was like “if you’re dating Tristin you have the right to make out anywhere and everywhere”

…

Yeah

They will literally grill details out of you

Whatever they can get

And the way they look at him after

The little sighs and head tilts and staring off into space thinking about what you told them, letting their imaginations go wild

It would make you jealous

If you didn’t know how much he likes you

But yeah there’s no one that can take you away from Tristin 

He loves you

And he loves keeping things fresh and spicy and exciting

He absolutley fucks you in his car a lot

Like a lot lot 

There’s at least a few pairs of your panties that you’ve lost somewhere in the fancy leather seats

He’ll also happily fuck you in your car

And every room and surface of your apartment

And your apartment hallway

And in an elevator once 

And public bathrooms

And your bathroom

And pretty much anywhere he thinks yall can get away with

Seriously this boy is such a slut but he’s only a slut for you

You light him on fucking fire and he can’t cope

He needs you biblically,, like in a way that’s concerning to feminism.

You can tell how he feels just from the way he looks at you 

And it’s obvious as shit to everyone else too

Like literally everyone

He eye fucks you a lot lot lot

GOD this boy can seduce you so fast

He moans so loud for you too

Tristin will really give you a good show

He wants to impress you

Wants you to need him

(cough cough praise kink)

He wants to breathe the same air as you

He wants to wrap you up so tight in his arms that it feels like you’re merging into one person

Tristin is the “cuddling isn’t enough I need to climb inside your skin” kinda clingy

Solution is cockwarming

Which you both love a lot

Once he realizes cockwarming is an option????? 

It slowly increases in frequency

There’s a good chance you won’t be able to sleep without it at some point

Seriously he will hold you tight and rub your back and touch your soft skin and tell you all the lovey dovey things he feels about you

Most of it is lovey dovey

But don’t let that fool you 

He is the CEO of both his family company AND dirty thoughts about you

Seriously he’s set off so easily by you

9 times out of 10 he’s probably fantasizing about you

Remembering your touch

How you feel around him

God he can’t wait to get his hands on you again

Let me tell you

Tristin is a motherfucking MENACE when it comes to sexting

He will have you blushing over the phone in ways you didn’t know you could blush

He’s so shameless about it too

If you send him nudes??????

He will literally die

And he’ll happily, happily return the favor

Once he realizes how you react when he sends you nudes?????

He never wants to stop

He literally loves getting you all feral and worked up over him

Don’t let Madison and Louise find out Tristin sends you nudes or else they will steal your phone and make a copy of your fingerprint with sticky tape and face powder just to access them /hj

Speaking of going feral

Tristin’s happy trail?????????

Are we gonna talk about it??????

Are we gonna talk about how you want to fucking bite him and deep throat him until you memorize every vein whenever you see his lil happy trail????

Because you will

You’ll definitely want to

Okay putting myself down now lol

I need his cock immediately

Constantly covered in hickeys and unable to walk and he loves it so much

He loves when you need him and he loves fucking you so good that you’re out of commission the next day

It’s what you deserve

You think he’s a menace now???

God help you when he gets baby fever

[theonethatwatchesalotofshows]

Rory is better than me because if I saw the guy that's been sexually harrassing me relentlessly for months get dumped in public, I would think: "serves him right". I would definitely not have a heart to heart with him and feel bad for him.

[dailygilmores]

Gilmore Girls | 1.06 - “Rory’s Birthday Parties”

[williamprattz]

Rory and Tristin in The Third Lorelai

[xelmokidx]

horribly missing Tristan dugray 😭😭

[lovekies]

let's just forget summer and skip to fall already ... 🎧🪩🍁☕️🌙💌

[weepynymph]

Gilmore girls boyfriend ranking (these are my opinions you are allowed to disagree but like don’t yell at me please I’m fragile)

1. Dave (my beloved has never done anything wrong in his life ever)

2. Jess (he screws up A LOT but he gains points for s6 and for being my little meow meow)

3. Morey (he serenades his wife daily, need I say more?)

4. Kirk (10/10 devotion will not even LOOK at another woman even if it mean crossing the street with his eyes closed)

5. Luke (I love him he waited EIGHT YEARS for her but he loses points for s6/7)

6. Richard (he screws up sometimes but he’s Emily’s no.1 fan devoted 4 life they’re made for each other)

7. Max (good guy had rizz but just not The Guy unfortunately)

8. Alex (it’s billy burke the only reason he’s not higher is we barely see him but he is good vibes and like the only guy we see get on with lorelai’s friends)

9. Jason (funny but not The Guy, plus kinda a snob. I like Jason though he’s entertaining, even if the idea of him and Lorelai actually having sex does not compute in my brain AT ALL)

10. Jamie (he was sweet and kinda deserved better tbh still a little boring)

11. Doyle (devoted and entertaining but a little boring at times - I wanted more for Paris)

12. Marty (we all know a Marty and I hate to say it but I think he’d be a terrible boyfriend and a bad kisser)

13. Jackson (mad points lost for lying about having a vasectomy that was not cool man)

14. Henry (he bailed on lane - fool)

15. Logan (I’m sorry but he loses SO MANY points for gaslighting those scenes trigger me so hard)

16. Tristan (he loses points for actual harassment but at least he’s mildly complex)

17. Zach (I hate him)

18. Christopher (no)

19. Dean (the hardest no)

20. Asher (die)

I’ve probably forgotten someone I made this in a fever dream like four months ago and decided to post it on a whim lol

[supercap2319]

y/n is new to chilton and tristan won’t stop flirting with him and y/n finally after we the harassment for weeks goes on a date with him

Being the new guy at Chilton was hard enough. With its competitive nature and high standards of your average prep school, Y/N always felt on edge to be the best he could be to catch up to the others in his class. Though, nothing could have prepared him for Tristan Dugray, Chilton's resident golden boy.

Y/N has no idea what his problem was. Tristan and the other guys started calling him "Joseph." Apparently, it was to symbolize that Y/N was a good boy. That he would never do anything to break the rules. He hated it. Every chance he got, Tristan would tease him in front of everyone.

It was hard to ignore, but Y/N tried. He tried for weeks to stand the abuse, but the final straw was when someone stole his towel and clothes after gym and he had to talk stark naked to the coach's office, dripping wet.

Y/N comforted Tristan by his locker. "What the hell is your problem?"

"Hello to you to, Joseph." Tristan grins.

"It's not Joseph! It's Y/N!"

"Or maybe, Mary?"

"What do you want from me, Tristan? You've been picking on me for weeks. Making my life here at Chilton a living hell. You win. I give up. What do you want from me?"

"I want you to go out with me." Tristan said.

Y/N's eyes widened. "What?!"

"You heard me. If you go out on a date with me, I might stop teasing you. What do you say?"

He couldn't do it. He couldn't give into Tristan's little game, but at the same time, he wanted him to stop. Y/N sighed. "Fine. I'll go out with you."

[a-aexotic]

✫𝒑𝒓𝒐𝒍𝒐𝒈𝒖𝒆, i can see you.

✫ 𝐰𝐚𝐫𝐧𝐢𝐧𝐠𝐬 cursing, mention of partying, lecturting, sarcasm ✫ 𝐚𝐮𝐭𝐡𝐨𝐫'𝐬 𝐧𝐨𝐭𝐞𝐬 hey guys! i hope you enjoyed the prologue. please show your love by liking and/or reblonging, they are very much appreciated. i am so beyond excited for this series and hopefully i meet my deadline lol. everything will be complete as of october 1st, 2023! ✫ 𝐭𝐚𝐠𝐥𝐢𝐬𝐭 (send an ask or comment to be added!) main masterlist. gilmore girls masterlist. playlist.

Manhattan was the type of city where you either love it, or hate. There is no in-between and depending on if you love or hate it, describes who you are as a person.

Y/N Cromwell loved Manhattan. She was as classy and sophisticated as they come, she doesn't own anything that wasn't designer or specially made for her. I mean, if you lived like that, you would sure as hell love it as well.

Y/N lived her life to the fullest, taking YOLO a little too seriously. Her mother, Nancy Cromwell, is a world-renowned fashion designer and she is never home. And when she is home, she is usually tucked in her office, away from the world and her daughter. But, she learned to adapt without her mother and she was slightly okay with her not being around as much as she used to.

Filling her closet with expensive purses and even more expensive perfumes, she lived like royalty. Her mother never set financial boundaries for her, so she spent as much as she wanted. She usually got away with everything. Key-word being, usually.

Y/N sat at the edge of her huge bed, tuning out the lecture she was getting from her mother. She tried to listen and nod but it wasn't an easy task to do for more than 5 minutes.

"—an irresponsible girl! I am tired of it, Y/N. Always going out with those girls, not playing attention in class or-"

That was where she stopped and corrected her. "I do play attention mom, how else would I have a 4.0?"

Her mom stopped her lecture and sighed, rubbing her temple frustratedly. "Is that the only thing you got from my whole talk?"

She sat up with a bright grin. "Well I'm not gonna let you sit here and lecture me about something that I hadn't done. I do pay attention."

"This isn't about school-"

"Then don't bring it up." Y/N said simply, smiling at her mother's vexed expression.

"Listen, Y/N, one more mess-up and you're done I'll send you to live with your father in Connecticut."

Y/N had no reaction whatsoever to the meaningless threat. Her mother always throwing that threat left and right, there was no way she'd actually go through with it.

Y/N feigned understanding and her mother sighed with a nod. "Got it, young lady?"

"Got it, ma'am." She mocked slightly before her mom finally gave up, walking out of her room. That was when Y/N finally let out an agitated groan, before taking out her flip-phone and clicked her friend's contact.

It rang before it finally picked up. "Hey, honey!"

"Are we going to Daniel's party or what?"

"I thought you were grounded, Y/N/N."

Y/N rolled her eyes. "That's not stopping me, Lindsay. We going or what?"

The black Prada glasses and sour expression sitting on Y/N's expression was very telling. She was either hungover or high right now—but unfortunately for her, she was neither at the moment. She was sitting in Hartford Airport waiting for her father's, now late, arrival.

Her mother's words kept replaying in her head. "One mistake in Connecticut and I'm sending you the Netherlands. And no, not the cities—the countryside." That alone sent shivers down her spine, having to live without electricity and texting. How can anything be worse than that?

Y/N had to get her act up. If she didn't, she would have to live among cows and pigs. She decided she was going to try her best to sell the 'good girl' act to everyone, whether they believed it or not.

She finally sees a familar face walking up to her. She let out one last annoyed groan silently before getting up and putting on her best smile. "Daddy!"

Her father immediately grinned, opening up his arms to give his finest bear hugs. "Sweetheart, how've you been?" He immediately paused. "That's, uh not a good question. Nevermind. How are you dealing with everything?"

He knew how dramatic his daughter could be. She loved New York and getting sent away would surely spark some anger in her and he did not want to be on the receiving end of it.

Y/N slid up her sunglasses to face her father. "I'm doing well. I think this is good." God, this sounded unnatural and wrong. She wasn't happy and she sure has hell doesn't think this will be any good for her. "To be away from the City will some good for me, being around my old... friends will surely make me feel better."

Her father looked surprised at her somewhat mature response. "Wow, well I'm glad that's how you're viewing this experience. Good for you, Y/N. I'm proud of you."

"Thanks, dad. I really am trying, I'm glad you see that." Another lie. She almost felt bad for deceiving her father.

Well, that was until she got home. As they pulled in the house—it was exactly how they left it. Her father usually spends the summers with her in Manhattan so she hasn't seen this house in almost two years. It brought back so many memories. But she couldn't sit on the nostalgia because it quickly flooded away as she was struck with confusion. There was a slightly familiar woman standing outside the home, waiting for their arrival.

"Who's that?" Y/N sat up a little straighter in the passenger seat, her eyebrows furrowing.

"Well, uh honey I've been waiting for a right time to tell you this..." Her father swiftly put the car parked in driveway, turning face to face with Y/N. "I'm—well, we... we're engaged."

"Who’s we?" I asked I look outside the window to the mysterious woman standing on the porch.

Her father paused as his expression changed from excited to slightly agitated. "Your mom hadn't mentioned me dating Kristian?"

"You hadn't mentioned it either." You swallowed nervously. Her father was dating (and now engaged) to someone she'd never heard about from neither of them. She felt a little dread because she suddenly felt out of the loop.

Her father sighed. "Let's talk inside, honey."

Her father got her luggage and the lady greeted her politely and she did the same. At this point the only facts she knew was A. her name was Kristan, B. she looks a little familiar, and C. she's blonde.

As her father put her stuff back up in her old bedroom, they both sat in the living room awkwardly waiting for her father's arrival. He finally walked down the stairs and sat next to Kristan, putting an arm over her shoulder. Wow, he's really serious about her.

"So..." Y/N started the conversation. "You're engaged."

He cleared his throat. "Me and Kristan have been engaged about two months now and we've been dating a year and a half." And he somehow failed to mention anyone when he called or visited.

Y/N kept her slight disappointment to a minimum as she nodded politely. He seemed genuine about her and she knew she'd be an even more terrible daughter if she started a fit. He was happy and that's all that matters... at least that was what she was trying to convince herself.

Y/N got up from the couch and cleared her throat, putting on her pageant queen smile. "I'm, uh Y/N Cromwell."

Kristan laughed softly before doing the same while extending a hand. "I know that, sweetie. I'm Kristan Dugray, pleased to meet you."

Dugray... Dugray... Where had she heard that name before? Y/N furrowed her eyebrows as she thought until her question was finally answered.

The front door opened suddenly and she whipped her head to make eye contact with... Tristan Dugray? Oh, so that's where she's heard that name!

Y/N couldn't control as her mouth flew open. She also couldn't control the words that came out of her mouth as she saw him. "Oh, you've gotta be shitting me."

[springfox04]

I haven’t actually seen this in a while, probably bc my algorithm realized I didn’t like it, but I used to see people saying things like “Jess and Tristan would love each other, they were the duo we needed” and I’m assuming they say that simply because they both hate Dean and yes props to Tristan for hating Dean bc hating Dean is NEVER a bad thing in my book BUT I’m like… Jess and Tristan would NEVER EVER get along.

Tristan is a spoiled little rich kid who thinks he can do whatever the hell he wants and it’s not cute or funny. Like, as much as I hate Dean, when Tristan goes to the market in s2 and drops the bag of flour or whatever in front of Dean and then drops cash on the floor to “pay for it” that gives me such horrible vibes. It’s so disrespectful to just destroy merchandise and make a fucking mess and then just drop money on the floor bc you’re rich and you think you can do whatever the fuck you want. It’s not the serve people think it is!! He’s an entitled brat!

So that’s why I don’t like Tristan and Jess definitely wouldn’t because he hates that genre of entitled rich brat. And also look at how Tristan treated Dean, he’d treat Jess similarly just because he’s not super well off like Tristan is and he lives in stars hollow and has to work in the diner, Tristan would take that shit and run with it and try to make Jess’ life hell.

So yeah they would never in a million years get along there is no way in hell. Also I’m not a fan of Tristan. Thank you!

[fbfh]

Tristin Dugray relationship and intimacy hcs

wc: 1.1k

pairing: tristin x afab reader

genre: smut smut feelings smut

warnings: dumbfucking, tristin is a cocky bastard and a slut and a whore (all affectionate), pussydrunk tristin, brief mentions of exhibitionism and tristin having bull energy, hickeys, cute jealousy, tristin is an attention whore (affectionate), other girls are jelly of you bc tristin likes you that fuckin much, tristin has a vaguely bad homelife, use of mary as a pet name

song recs: mary - alex g, break my heart - spectacular cast

a/n: this boy.... has consumed way more of my brain space than I anticipated??? he grabbed me by the fucking throat lol

tags @yesv01 @magcon7280

As with all nsfw works all characters are aged up to 18+

That being said HOLY SHIT LETS GET INTO IT

Tristin Dugray is one horny motherfucker

Like really seriously horny

Stage 5 thirsty for you specifically 

Like I said in that one drabble he’s a cocky attention whore until a certain point

Then he just gets completely stupid

His goal is to fuck both of you absolutely dumb, and he’s really good at it 

Even when he has you both completely stupid, he’s still gonna keep going 

Like until he collapses on top of you 

But before he gets so pussydrunk that all he can do is pant and grunt and whine in your ear

He absolutely talks you through it

God this boy just can’t shut up can he

So he’ll guide you and tease you and coax more and more out of you

He’ll call you mary and babble out praise

And he’ll soak up every expression you make

Every noise you let out

GOD just looking at you??? It takes so much energy not to cum on the spot

Tristin already knows that no one can fuck you like he can

But he’s even more willing to prove it for you

Not gonna lie, he has major bull energy

Tristin can sweep you off your feet and charm you away from anyone else vying for your attention

Then he can push his fat cock snugly inside you and make you squirt and shower you with attention

He ruins you for anyone else by giving you ultimate princess treatment

God the duality of this man

Speaking of his fat cock, he’s hung like a goddamn horse

Like he’s already so fucking perfect

He’s hot as fuck, loaded, actually has a personality, he likes you that much, he’s loyal

And he’s packing??????

It’s almost unfair

But yeah Tristin is the whole package (pun intended)

He can do whatever he wants. Literally anything.

Because he’s this hot, you’re going to have to be prepared for a lot of jealousy from the plethora of girls who have a crush on him

Which is almost all of them

Girls get so fucking pissed when you have bruises and hickeys and can’t walk

Like seriously

It’s impossible to be friends with any girls that know Tristin because boy keeps you marked up

And they don’t like that

He’s so tantalizingly close to them but agonizingly out of reach

They hate it even more when he smells like you and has your love bites all over him

He proudly shows that shit off

Along with all the scratches you leave on his back

And an occasional pair of panties left in his pocket

Nothing makes him happier than having your scent and marks and presence all over him

Once he finds out about bra strap bracelets????? You make him one and he will never take that shit off

Gets pouty when his hickeys fade and asks you for more

He pulls you into his lap and bites your ear playfully

“Well Mary, your friends need to know that I’m taken, don’t they?”

“It’s not my friends that I’m worried about…”

He pauses kissing your neck to look up at you with a cocky gaze just full of victory as your words sink in

“You are jealous…”

GOD HE LOVES WHEN YOU GET JEALOUS AND POSSESSIVE OVER HIM

ACTUALLY MAKES HIM MOTHERFUCKING FERAL

It has this energy

Oh my god oh my god and watching his hair grow back out from his military school buzzcut???

When it’s finally long enough to tug and flop over and tickle your face and neck while he fucks you?????

And brush all softly against your thighs when he goes down on you???????

Best era tbh

And Tristin really does love going down on you a lot

He has some almost pleasure dom tendencies???

Someone hose this boy down

Just fucking neuter him at this point

Seriously once he gets a taste of you, it’s game over

Tristin is easily the biggest fucking slut you’ve ever met

But he’s only a slut for you

Literally

All he wants is you

So when he has you, he’s going all out

All the way

Hitting all the spots (literally and figuratively)

Don’t let him find out about your g spot

He already abuses your clit enough as it is

Just cause he loves the face you make when you orgasm

He gets kind of obsessed with making you cum

Seriously he will sneak off with you for quickies and hand stuff in some really risky places

He doesn’t even care about getting caught at this point

He just loves seeing how nervous and turned on it makes you

And he loves having something to tease you about

Seriously this man will whore himself out to you at a moments notice

He’s so fucking touch starved that it’s really nice to have something long term and serious with you like this

It’s all he’s wanted for a really long time

Even with Summer, he tried everything he could to make it work

I think it’s safe to assume he has a similar homelife to Paris

Specifically from the quote regarding Paris’s baggage when Tristin said “yeah, [I have] a matching set”

You’re not being too subtle there babe

So with all the inconsistencies and instability he’s dealt with through the years

You really are a breath of fresh air

Tristin wants to be committed

He wants someone that he can give all of himself to

When he met you there was a terrifying moment where he felt his priorities shift

He knew that if his options were a safe choice or you, he’d choose you hands down

But now he gets both

He gets that consistency and devotion and commitment 

And he gets it with you

So you better believe he is not fucking this up

He is going to put everything he has into this

Because he knows how you deserve to be treated

And he knows he can’t lose you

Which means he just has to be the kind of man that you deserve

One of the most beautiful parts of dating Tristin is getting to grow together and watch him really blossom alongside you

You are the catalyst

You are what made him into who he is today

And he wouldn’t want this with anyone else but you

[saltygilmores]

@frazzledsoul shared an absolutely baffling take that she spotted on Instagram . Someone claimed "People are so distracted by Jess' looks that they overlook the fact he is a calculator (calculated?) person only at the age of 16 it's alarming and SICK that Jess knew how to manipulate Dean and Rory's relationship to make them feel uncomfortable with each other! Jess did this to make Dean feel insecure and paranoid so Rory got progressively more distant and Jess can take Rory away from him!" Dean wasn't insecure and paranoid until Jess showed up? I smell a trash take! Lessgo! I notice Dean's supporters who blame Jess for being a big ol Ruiner seem to gloss over Dean's jealousy over TRISTAN (who was nothing more than a bully and a harrasser that Rory wasn't dating or even interested in). If everything was so dang hunky dory for Dean and Rory (Lol, that rhymed) before Jess shows up, what is Dean's excuse for being insecure, paranoid, and making Rory uncomfortable for the entire first season of the show, another 5 episodes of season 2 until Jess shows up, then another some odd epsiodes into season 2 until Dean and Jess even just meet each other or are simply aware of each other's existence? The first time we truly see the rivalry between Dean and Jess start brewing on screen isn't until Bracebridge Dinner (2x10), and then it heats up for realsies in A Tisket a Tasket (2x13). So before 2x,10, who was using their psychic abilities on Dean to "make him" treat Rory like crap for 30 some odd episodes? He treated Tristan with the same jealous contempt as he did Jess, and I would argue it was even worse. in fact in Love, Daisies, and Troubadors, Tristan grabs Rory's books without her consent while Dean is in the Chilton parking lot. All he has to do is see Tristan with Rory's books (that she didn't want him to take and was trying to get back from him) and he doesn't ask Rory any questions. His temper is instantly set off and he becomes scarily jealous in the school parking lot and starts raising his voice at Rory in front of hundreds of other students.

Not to excuse Tristan for being a bully. Poor Rory is exhausted and she should probably just give up on boys, run away and join a nunnery. But we're talking about Dean The Butt Forrester here. Just seeing another boy carrying Rory's books was enough to set him off.

Just a very select few examples of Dean being insecure, paranoid jealous, and just a garden variety asshole, and Rory's "comfort" with him, long before Liz stuck Jess on that bus to hell:

See, he's more than capable of being a butt clown all on his own! Sorry Dean Lovers, ya'll get five seasons worth of your lover boy and we only get 1 and a half of Jess. You can't use Jess as a "get out of jail free card" for every shitty thing Dean does.

[imaslutforwritingshit]

Okay so I’m team Jess but I’m forever in my heart in love with Tristan. Because what the fuck

[skeletal-butterflyy]

No shade, no tea, but rory really has a habit of kissing and running and it’s really funny 😭