My Masterlist
Imagines:
Sharing a bed- You and Dean share a bed together for the first time. (Fluff)
Such a sap- Dean is a sap for you, but he’s proud of it. (Fluff)
My Superhero- You’re almost assaulted at a bar, but Dean comes to your rescue. (Fluff, A little angst)
Shy- You’re shy and inexperienced and Dean tries to break you out of your shell. (Fluff)
Period Fluff- Dean takes care of you during that time of the month. (Fluff)
It all started with a back massage- Dean gives you a massage, and finds out something interesting about you. (Fluff)
It all started with a back massage Part 2- You start a war with Dean that you immediately regret. (Fluff)
Makeup- You’re insecure without makeup on, and Dean reassures you that you’re beautiful. (Fluff)
How To Describe Dean Winchester- You describe your relationship with Dean. (Fluff)
Dean’s Flannel- Dean loves it when you wear his flannel shirts. (Fluff)
Bodyguard- After you’re attacked, Dean Winchester becomes your bodyguard. (Fluff, angst)
Bleeding Love- You’re the one who gets hurt instead of Dean in the car accident post Season 1. (Fluff, A little angst)
Protective- After Dean gets hurt on a hunt, you feel like it’s all your fault. (Fluff, angst)
Nightmare- You get captured by a Djinn, and it shows you your greatest fear. (Fluff, angst)
Monsters I get, People Are Crazy- The reader is kidnapped by hillbillies and Dean rescues her. (Fluff, angst)
Bedridden- After getting badly injured, Dean helps you out. (Fluff)
I Can Kiss You Anytime I Want- After Dean gets hurt on a hunt, you have nightmares until you come to him for comfort. (Fluff)
Bait- You’re bait on a hunt, and Dean doesn’t like it. (Fluff)
Stitches- After the readers stitches rip open for a second time, her wound becomes infected. (Fluff, angst)
That’s Not My Dean- Dean comes back from the hunt, but it’s not your Dean. (Fluff, angst)
Impala Cuddles- After having to pull over for the night, the reader and Dean share the backseat. (Fluff)
Buried Alive- Crowley uses you as leverage. (Fluff, angst)
Peanut Butter- The reader has a severe allergic reaction to peanut butter, and Dean drives her to the hospital. (Fluff)
Cat and Mouse- Dean finds something very interesting out about you, and you play cat and mouse in the bunker. (Extreme fluff)
The Line of fire- The reader has been putting herself in front of the gun a lot lately. (Fluff, angst)
Thunderstorms- You and Dean get into your first fight. (Fluff, angsty)
Visions- A witch puts a severe curse on you. (Fluff, angst)
Wendigo- You get attacked by a Wendigo and Dean patches you up. (Fluff, angst).
Asthma Attack- You have asthma and Dean helps you through another attack. (Fluff)
Seizures- You have epilepsy and Dean doesn’t know. (Fluff)
Vetala- You and Dean fight after you antagonize the vetalas so they would hurt you and not him. (Fluff, angst)
Hostage- You get shot during a bank robbery and your boyfriend Dean is one of the officers on the case. (Fluff, angst)
Sick Days- Dean takes care of you when you’re sick. (Fluff)
Your Breath Stinks- You tease Dean and he makes you regret your words. (Fluff)
Stabbed- You get stabbed in the back, and it’s a little too close to home for Dean. (Fluff, angst)
Blushing- Dean loves it when you blush. (Fluff)
Seven Years- Dean goes to you at the end of Season 5 instead of Lisa. (angst, Fluff)
Why Is It Our Job To Save These People?- You feel like the world is against you, Dean makes you feel better. (Smut, angst, fluff)
Wedgies- Dean won’t stop tickling you, and you got to do what you’ve gotta do. (Fluff)
Prank War- You start a prank war between the brothers. (Fluff)
Not Today Satan- You meet the Winchester brothers after Lucifer takes a liking to you. (Fluff, Smut)
Are You Going To Kiss Me?- After you watch your boyfriend kill someone, officer Dean Winchester comes to your rescue. (Fluff, angst)
Cuddling Is For Chicks- Dean is feeling low after a bad hunt, and you force him to cuddle with you. (Fluff)
Yes Ma’am- After a horrible tragedy, Dean is there for you when you need him the most. (Angst, a little bit of fluff)
A Dream Come True- You have feelings for Dean, and he has no idea he’s hurting your feelings with hookups. (Fluff)
On A Scale Of 1-10- After Dean finds out you’re ticklish, he becomes extremely playful. (SUPER fluffy)
Dark Nights- Dean is there for you after you go through something traumatic. (Angst)
Sleepy Nights- After being overworked and exhaustion, all you need are Dean’s cuddles. (Super Fluffy)
Just Another Notch- After hooking up with Dean he makes it apparent that it means more to him than just sex. (Slight smut, fluff)
Migraines- Dean takes care of you when you have a really bad headache. (Nothing but pure fluff)
Take Care Of You- After you receive the covid-19 vaccine, Dean helps you with the side effects. (Fluff)
I Would Never Hurt You- You have a past, and when Dean gets angry you can’t help but relive it. (Angst)
I Don’t Want To Get Hurt- You and Dean are the exact same person, and you’re terrified when feelings get involved. (Fluff, Hint of angst)
It’s Not Going To Be Easy- You get pregnant, and your life changes forever. As well as Dean’s. (Angst, Hint of fluff)
Filling The Empty Void- After you lose your furry best friend, Dean and Sam help you feel better. (Fluff)
Love Is Patient- You love Dean with all of your heart, but you’re not sure he feels the same. Plus with all of the demons in your head, your mind is constantly playing tricks on you. (Angst)
I Promise- You’ve been in your own head recently, but a green eyed hunter helps the darkness go away. (Angst)
The Right Guy- You take things upon yourself when you’re feeling lonely, and Dean protects you when they go south. (Angst)
That Laugh- Dean misses your laughter and he takes it upon himself to hear it. (Complete fluff)
Wake Up Call- You wake Dean up the best way you can. (Smut)
Always Keep Fighting- How your life turns out after losing Dean, Season 15 spoilers. (Angst, death)
Sweetheart- When Dean calls you ‘Sweetheart” it just gets you a certain way. (Fluffy)
Those Three Words- You lose your virginity to Dean. (Smut, fluff)
What Did You Do?- You find out Dean sold his soul to save Sam, and he has one year left. (Angst)
Beautiful- You’re a bit on the heavier side, but Dean doesn’t care and shows you how beautiful you are. (Fluff, A bit angsty, Smut)
I Have To Protect You- You have a daughter with Dean, and you have no idea monsters exist. When you’re kidnapped as leverage, Dean has to come clean. (Fluff, angst)
Jealous- You and Dean have feelings for each other, and Sam is tired of being in the middle. (Fluff)
Why Didn’t You Tell Me?- Dean x sister reader, he finds out a secret after you died and it nearly destroys him. (Angst)
Soulmate- You and Dean are soulmates, no other words needed. (Fluff, angst)
I’m Here For You- Dean x stripper reader, after getting to know he all he wants to do is keep you safe. (Angst)
I Love That Blush- Dean keeps coming into your bakery for pies and to flirt with you, instantly falling for you and the blush that keeps resurfacing. (Fluff, a hint of angst)
You Can Always Come To Me- You remember a tragedy that happened 10 years ago, and Dean is there for you. (Angst, mentions of a dark past)
Scars- You have a scar that you don’t want Dean to see, but he reassures you that you’re beautiful. (Fluff, a hint of angst)
I Surrender- When you leave unexpectedly, it breaks Dean’s heart. But when he learns the truth he gets it. (Angst)
You’re Not A Loser- You’ve never been kissed, and Dean is extremely sweet about it when you feel like a loser. (Fluff, Benny is a bit of a dick)
The Strength To His Calm- After a hunt gone wrong, Dean is blaming himself and you’re the only one who can pick up the pieces. (Angst, a hint of fluff)
It’s Always Been You- It’s getting painful for you to watch your best friend getting his heart broken over and over again, especially since you’ve been harboring feelings for him your entire life. (Angst, smut, fluff)
Whenever I Picture Myself Happy, It’s With You- Dean is extra sweet to you during your time of the month and admits his feelings for you. (Fluff)
You’re The Best Thing To Ever Happen To Me- After some playful morning activities, you and Dean tell each other how much you mean to one another. (Fluff)
I Can’t Lose You- After almost losing you, Dean is more vulnerable than ever. (Fluff, slight angst)
Morning Cuddles- All Dean wants to do is stay in bed with you all day. (Fluff)
Abandoned Farm- After you’re kidnapped and sexually assaulted, Dean is there for you. (Angst)
Never Change- Dean reassures you that you’re beautiful when you’re feeling low. (Fluff)
Not Goodbye, See You Later- Dean’s past comes back to haunt him twelve years after the most tragic event in his life happened. (Angst, death, hint of fluff)
The Past Is The Past- Based off of 9x13, the reader sticks up for Dean.
We Will Find A Way- With the apocalypse about to go down, it hasn’t been good and you desperately miss Dean’s laughter and smile. (Fluff, some angst)
Friends To Lovers- Dean is your best friend, and you have had feelings for him forever. You don’t think those feelings are reciprocated, but unbeknownst to you, they just might be. (Fluffy)
Everything’s Going To Be Okay- Mary leaves in 12x03, and you’re there for a heartbroken Dean who doesn’t think he’s good enough. (Angst, a tint of fluff)
One Last Chance- Dean cheats on you, and it turns your world upside down. Can you forgive him? (Angst)
How Dare You?- You comfort Dean after Mary admits she’s working with the BMOL (Angst, hint of fluff)
I’m Sorry- Dean snaps at you and embarrasses you in front of everyone. Will he be able to save your friendship? (Angst, fluff at the end)
Don’t Mess With My Pie- You should know better than to mess with Dean’s pie. There will be consequences (Fluff)
The L Word- Dean comforts you while you feel like there’s no hope for anything anymore (Angst, hint of fluff)
Series:
With You By My Side (Series Complete)- You’re Bobby Singers daughter, you practically grew up with the Winchesters as their father hunted with yours. Sam is the big brother you never had. Dean is so much more. You’ve been harboring a crush on him since you were 16. You’re almost certain he doesn’t feel the same way. But things aren’t always as they seem. (Fluff, Smut, Angst).
You’re The Light To My Darkness (Series Complete)- Y/n has had a pretty tough life to say the least, and ends up in a really dark place. Can Dean find out what’s going on and help bring the light back into her eyes again? (Fluff, Angst, Smut, Emotional, Physical, Mental, Sexual abuse, Drugs, Alcohol, Language, Overdose, Depression, Eating disorder).
Nobody Knows Me Like My Baby (Series Complete)- Dean Winchester is hellbent on revenge. His father John Winchester was a well respected cop in the neighborhood, and he’d been assassinated by a man named James Y/L/N. He tries to get to him by getting close to his daughter, Y/N. But the past comes a knockin’, and the truth is revealed and in the process people get hurt. (Fluff, Smut, Angst, Death)
Picking Up The Pieces- (Series Complete)- The reader has been on her own since she’s been eighteen after her parents kicked her out. She faces many struggles until Dean Winchester comes into her life. He is determined to help her get back on her feet. (Fluff, Angsty, Smut, Death, 18+)
The Cold Hard Truth- (Series Complete)- You go to college and also work part time at the local coffee shop. You meet Dean Winchester and your world turns upside down. The only problem is, you promised your brother that nothing would happen between the two of you. Can you stay true to your word? Or will everything come crashing down? Many dark secrets are exposed, and the cold hard truth comes out. One thing is for sure, everything is not what it seems. (Fluff, Angst, Mentions of sexual assault, Car accidents, Cursing)
He Saved Me- (Series Complete)- You’re on the run from your abusive husband and you completely start a whole new life. After meeting Dean Winchester the mechanic your world turns upside down. (Fluff, Angst, Cursing, Mentions of abusive marriage)
Falling In Love Slowly, And Then All At Once- (Series Complete)- Y/n Singer is a college student living out her perfect career, when all of a sudden her world comes crashing down. She rushes home to be there for her family, when Dean Winchester walks into her life. The thing is about love is that you don’t expect it to happen, it just hits you out of nowhere. (Angst, Some smut, Cancer, Death, Fluff, Sadness, Cursing)














