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#jeff spicoli headcanon
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Meeting and Dating Jeff Spicoli
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(Not my gif)(requested by anonymous)
(Sorry if these suck, his face is pretty but the character isn’t really my cup of tea lol)
- You meet Jeff when you get a job at the gas station. He comes in like everyday; usually high, gets the same thing and dashes out with his friend.
- This routine probably would have carried on like normal except one day he actually pays attention to whose behind the counter and gets his first good look at you. From then on he keeps trying to flirt and score a date with you.
- You turn him down a bunch of times because of the obvious: he’s usually high when he asks you out and you don’t want to put up with a guy like that. Regardless, he never gives up and so every time he comes in you get some kind of goofy pick up line or compliment and an offer of a date.
- He starts to try and talk to you at school but you just blow him off. But you’re in his history class which means you can’t avoid him forever. It also means he can try to impress you with his efforts to annoy the teacher.
- And he sort of succeeds. You find his antics funny in a stupid kind of way. Even though you try to hold back your laughter he always manages to catch you smiling which only adds fuel to his fire.
- He becomes sort of charming to you…in a goofy, dumb sort of way. You’ve never had anyone try this hard to be with you before and its kind of endearing. Maybe giving him a chance wouldn’t be so bad?
- You’ve decided to give it a try just as he decides to finally ask you out in a proper and decent way. Much to his surprise you agree…on the condition that he can’t smoke for the whole day. Sure you like him but you don’t want to be stuck with a delirious stoner for the day.
- He takes you to the beach and tries to impress you with his surfing skills which does work a little bit, you’re not gonna lie. He’s really not that bad when you get to know him especially when he isn’t high out of his mind. Even though you seemed to be enjoying yourself he starts to think he blew it when you don’t call him back the next day so he’s genuinely shocked when you call him the day after that.
- You kiss on like your fifth date. It’s after he won a little surfing competition and he’s all smiles from then on.
- After you kiss you’re pretty much official.
- Your relationship is basically those compilations of Julien annoying Jenna marbles
- He has that stupid sense of humor that only someone who regularly gets high would have. Even so he always seems to make you laugh.
- Giggling at any joke you tell.
- Lazy nights and mornings.
- Watching cartoons together.
- He definitely tries to be a gentleman but he’s not exactly sure how to act like one. You still appreciate his attempts.
- Dragging him to class; it’s usually you walking him to his class and then walking to your own to make sure that he actually goes.
- Storming to the smoking van and opening up the doors in a disappointed huff. He always just gives you a dopey grin while you shake your head and drag him into school.
“No we will not stop at the vending machine.”
- Helping him actually pass highschool.
- Getting him to tone it down on the smoking.
- Watching bad comedies and horror movies.
- Making out to Van Halen.
- People don’t understand how you tolerate him and his antics.
- Your parents probably hate him and to be honest…fair. You can’t blame them.
- At least his parents like you.
- “Jeff put your damn shirt on!”
- Fast food dates.
- Lots of junk food.
- Late night trips around town.
- Beach dates.
- Watching him surf while you tan. He tries to teach you to surf whenever you’re willing to give it a try. He’s definitely persuaded you with puppy dog eyes a few times.
- Going to the mall.
- Handholding.
- Fixing his hair for him.
- Chances are you’re hanging out with not only him but his group of friends. You’re rarely just alone with him.
- Being with him is sort of like just hanging out with your friend but occasionally kissing them.
- Not a jealous guy, mostly because he can’t tell when a guys trying to put the moves on you. You’re on your own when someone’s flirting with you
- Picking out his outfits for him because he has no sense of style.
- Going to the arcade with him.
- Going to rock concerts.
- He doodles you in his notebooks. They’re usuallly just stick figures with boobs and your hair cut but it’s still kinda cute.
- Cheek kisses.
- Matching bracelets or something similar.
- Playing board games together.
- Sitting on a curb and drinking slurpees/big gulps together.
- He’s kind of a devious bastard and what I mean by that is a lot of pranks.
- Making sure he doesn’t get into too much trouble although he can usually get himself out of most situations.
- He tries to help you whenever he can in any way he can since you’re always helping him out.
- Study dates.
- Wearing his shirts when you hang out.
- Cuddling with his arm wrapped around you.
- He may not know what he’s gonna do but he’ll always assure you that he can fix things when something bad happens. He just can’t stand seeing you upset especially if it’s his fault you’re all stressed out. 
- You’ve probably smoked with him at least once.
- He quickly rips down his posters when you come over for the first time.
- His brother always interrupts you two. He probably makes fun of you two and Jeff kicks him out.
- You fight a lot, mostly because he doesn’t know how to act like an adult. He apologizes but sometimes he’s just too much to deal with and you need to take a break.
- You probably have an on again off again relationship. You both care about each other but he definitely needs to mature a little. He’s sort of just the highschool boyfriend. Not someone you’d date outside of it.
- If you’re really committed you could probably turn his life around. He does try to be an actual boyfriend even if it doesn’t seem like it sometimes.
- You know that if he can clean up his act and get his life together, the two can be happy together. It’s just a matter of if you’re willing to stick around that long.
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Masterlist
A list of my old writing that you can request I revise
Song Prompts
Meeting and Dating Headcanons~
Pretty in Pink
Andie Walsh
Duckie Dale
Blane McDonagh
Steff McKee
Sixteen Candles 
Jake Ryan
The Lost Boys
Paul
Dwayne
Poly Lost Boys
Edgar Frog
The Breakfast Club
Brian Johnson
John Bender
Andrew Clark
The Outsiders
Sodapop Curtis
Dallas Winston
Two-Bit Mathews
Rumblefish
Steve Hays
Ferris Buellers Day Off
Cameron Frye
Karate Kid
Daniel Larusso
Johnny Lawrence
Dutch
Heathers
Veronica Sawyer
Jason Dean
Fast Times at Ridgemont High
Jeff Spicoli
Brad Hamilton
Better Off Dead 
Lane Meyer
Weird Science
Gary Wallace
Wyatt Donnelly
Dream A Little Dream
Dinger Holfield
Bill and Teds Excellent Adventure
Bill S. Preston Esquire
Ted Logan 
Dating Poly Bill and Ted 
The Princess Bride
Inigo Montoya
Interview with the Vampire
Louis de Pointe du Lac
Children of the Corn
Malachai Boardman
National Lampoons 
Rusty Griswold (European Vacation)
Cant Buy Me Love
Kenneth Wurman
The Chocolate War
Jerry Renault
Archie Costello
The Mighty Ducks
Fulton Reed
Dean Portman
Adam Banks
Les Averman
Porkys
Brian Schwartz
Anthony ‘Meat’ Tuperello
Tommy Turner
Tim Cavanaugh
Mickey Jarvis
Just One of the Guys
Terry Griffith
Greg Tolan
Dead Poets Society 
Neil Perry
Todd Anderson
Charlie Dalton
Knox Overstreet
Steven Meeks
Earth Girls are Easy
Mac
Combat Academy 
Perry Barnett
Waynes World
Garth Algar
Austin Powers
Austin Powers
Toy Soldiers
Ricardo Montoya
Good Will Hunting
Chuckie Sullivan
10 Things I Hate About You
Joey Donner
My Bodyguard
Ricky Linderman
Melvin Moody
Stand and Deliver
Angel Guzman
Something Wild 
Ray Sinclair
Three O’Clock High 
Buddy Revell
Intruder
Randy
Young Guns
Jose Chavez y Chavez
Billy the Kid
Doc Scurlock
Dazed and Confused
Benny O’Donnell
Don Dawson
Kevin Pickford
Randall “Pink” Floyd
Fred O’Bannion
Mitch Kramer
Ron Slater
Shavonne Wright
Dogfight
Eddie Birdlace
Ladybugs
Matthew
Goosebumps
Sticks
Freddy Renfield
Twister
Robert ‘Rabbit’ Nurick
Stand by me 
Ace Merrill
School Ties
Rip Van Kelt 
Chris Reece
The Untouchables
Eliot Ness
The Godfather
Tom Hagen
(Young) Vito Corleone
(Old) Vito Corleone
Goodfellas
Henry Hill
Little Shop of Horrors
Seymour Krelborn
Newsies
Specs
Near Dark
Severen
Friday the 13th
Jason Voorhees
Scream
Billy Loomis 
Poly Billy and  Stu
Stu Macher
The Craft
Nancy Downs
Hocus Pocus
Max Dennison
Thackery Binx
Beetlejuice
Lydia Deetz
Adam Maitland
The Crow
Eric Draven
Ghostbusters
Ray Stantz
Aliens
Bishop
An American Werewolf in London
Jack Goodman
Sleepaway Camp
Ricky Thomas
Re-animator
Herbert West
Silence of the Lambs
Clarice Starling
Fright Night
Jerry Dandridge
Candyman
Daniel Robitaille
The Evil Dead
Ash Williams
Sabrina the Teenage Witch
Harvey Kinkle
Buffy the Vampire Slayer
Spike
Full Metal Jacket
Sgt. Hartman
Joker
Animal Mother
Pyle
Preference~ the boys with an s/o whose ex stalks them
Grease
Kenickie
Labyrinth
Jareth
Total Recall
Douglas Quaid
Requested “Would Includes” and Imagines/Fics~
Darry falling for Johnny’s sister
Allison Reynolds dating a shy nerdy girl
Starting a family with Cameron Frye
Making out with Cameron Frye
Cameron Frye comforting you when you’re upset
Getting drunk with the Ferris Bueller crew
Gary Wallace dating a tall girl
George Mcfly with a dominant flirty s/o
Comforting and being comforted by Will Hunting
Will Hunting having a crush on you
Being apart of the good will hunting gang
Armand with a virgin s/o (including nsfw)
Lestat and Louis dating a girl who loves horror movies
Making out with Duckie Dale
Duckie Dale cheering you up
Cliff having a crush on you
Making out with Cliff
Making out with Bryce
Bryce having a crush on you
The Lost Boys with an s/o having an anxiety attack + fighting depression
The Lost Boys with a sweet and innocent s/o
The Lost Boys with a curvy mate
The Lost Boys fighting with their mates
The Lost Boys dating a shy short girl
The Lost Boys taking care of you when you’re hurt
Getting drunk with the Lost Boys would include
David x Laddies older sister
Making out with Edgar Frog
Being Married to Archie Costello
Going to the beach with Archie Costello
Making out with Archie Costello
Darrys girlfriend landing a job at a local cafe as a singer
Making out with Kenneth Wurman
Being Cindys friend and Ronalds crush
Harold Sherbico having a crush
Kim Kelly dating her polar opposite
Neil Perry dating an artist
Making out with Charlie Dalton
Jealous Charlie Dalton
Jealous Knox Overstreet
A study date with Steven Meeks
Spending the winter season with Neil Perry
Comforting Charlie Dalton after he gets expelled 
The dead poets walking in on Charlie and his secret, shy girlfriend 
Simon Boggs having a crush on Laneys friend
Faking It-Cindy Mancini falling for the girl who paid her to be her friend
Spike having a crush on you
Steff McKee having a crush on you
Marko having a crush on you
David having a crush on you 
Paul having a crush on you
Dwayne having a crush on you
Dwayne x vampire reader who dresses like Stevie Nicks
Making out with Keith Nelson
Meat having a crush on Peewees sister
Admit it- Mickey Jarvis and his future s/o having crushes on each other
Being a part of team USA and meeting Adam and Charlie
Dwayne Robertson having a crush on you
Sleepover with Bill and Ted (including nsfw)
Being pregnant with Ted Logans child
Starring in the schools Romeo and Juliet with Ted Logan
Ted Logan asking you to be his valentine
Spending Valentines day with Steff McKee
Spending Valentines day with Steven Meeks
Spending Valentines day with Keith Nelson
Spending your first Valentines day with Bryce
Wishing I Was Her (Nick Andopolis)
If You Want Out Just Say It (Ace Merrill)
Going on the Ferris adventure
Going on your own adventure with Cameron Frye
Making out with Randall ‘Pink’ Floyd
Travelling back in time with Marty McFly
Tommy Devito dating a chubby artist
Years Gone By (Michael Corleone)
Sonny Corleone dating his opposite
Phillipe Gaston x reader~ Fairy Tale 
Being Fulton's sister and Dating Dean Portman
Comforting Todd when he’s upset
Being married to Bill S. Preston Esquire
Being married to Ted Logan
Spending Halloween/October with Knox Overstreet
Making out with Knox
A will they, won’t they relationship with Seth Brundle
Falling in love with Edward Scissorhands
Dwayne Hicks with an Android!Technician s/o
Private Joker dating an artist 
Jareth falling in love with you
Being married to Matt Hooper and going to Amity
The way you make me feel~ John Bender
Being in a long term relationship with JD
J.D. with a chronically ill s/o
Archie with a chronically ill s/o
Making out with Ted Logan
Archibald Craven falling in love
Andy Dufresne falling in love
Nsfw Headcanons~ 
Group sex with the lost boys
Sam Emerson
Threesome with Obie and Archie
Armand
Archie Costello
(sub) Archie Costello
Obie
Johnny Cade
Cameron Frye
Duckie Dale
Blane
John Bender
Randy (Intruder)
Joey Donner
Kenneth Wurman
Keith Nelson
The Dead Poets Kinks
Knox Overstreet
Charlie Dalton
Steven Meeks
Todd Anderson
Neil Perry
Gerard Pitts
John Bender taking your virginity
Louis de Pointe du Lac
Dinger Holfield
The Lost Boys
JD
Randall ‘Pink’ Floyd
Benny O’donnell
Fred O’Bannion
Cliff
Bryce
Johnny Walker
George Mcfly
Brian Moreland
(sub) Perry Barnett 
Bill S. Preston Esquire
Ted Logan
Randy Meeks
Michael Emerson
Nancy Downs
Ray Stantz
Egon Spengler
Spike
Angel Guzman
Sgt. Hartman
Brad Hamilton
Douglas Quaid
Chris (night of the creeps)
Sonny Corleone with a shy, virgin s/o
George Mcfly getting jealous and being dominant
Grease Monkey (Keith Nelson smut)
Sins of the flesh and matters of the heart (David x reader + Dwayne smut)
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Yes, please post your Fast Times at Ridgemont High stuff! I loved reading them
Brad Hamilton headcanons are posted now! I’ll be revising my Jeff Spicoli headcanons soon💞
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