Love Me Again - Dean Winchester x reader, Gabriel (briefly), Castiel (briefly)
Title: Love Me Again
Pairing: Dean Winchester x reader, 1944!Dean x reader
Word Count: 2.4k
Warnings: fluff, Gabriel lives so you may cry, feels af y'all. No angst this time lol
Summary: Dean has struggled to say the “L” word for a very long time until one day the reader is waiting expectantly to hear it only to never receive it. This takes Dean on a journey to experience life without her and finds a way to get her back but they’re in the 1940’s?? What?? Keep reading. I don’t wanna spoil lol
You were dancing all over the bunker wearing a pair of shorts and a tank top as you cleaned. You were singing along to the music that was playing when Dean, your long time boyfriend, walked in and smiled at you. You walked up to him with a sway to your hips as you continued to dance. “You gotta move it slowly. Take and eat my body like it’s holy. I’ve been waiting for you for the whole week. I’ve been waiting for you, you’re my Sunday Candy.” You sang along, wrapping your arms around his neck as he laughed and wrapped his around your waist.
“You gotta stop doing this.” He looked down at you with a grin as the music stopped. You smiled innocently, biting your lip as you ran your hands up and down his chest. “I’m just singing, Dean.” You said as you left kisses on his neck and throat. He smiled and put his hands on your face, making you look up at him. You held onto his forearms and closed your eyes as his gentle lips pressed a kiss on your forehead. “I love you baby.” You mumbled, silently praying that he’d say it back for once. “I know you do sweetheart.” Your heart dropped but you smiled anyways. You knew Dean loved you but for once you just wanted to hear the words fall from his lips. “I’m gonna go shower.” You kissed his cheek and walked out, making your way to the bathroom.
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Dean’s POV:
I sighed and ran my hands over my face as I watched Y/N walk away. I knew it pained her that I’ve never actually said the words but I’ve only ever said those words to my mother. Y/N deserves them. She really does and I’ve been practicing in the mirror on how to say it but it’s getting harder and harder each time. I pace back and forth, thinking to myself. “Y/N I love you.” I said to myself in an extremely deep voice and shook my head, groaning. “No that’s too Gaston-y.” I stopped in the middle of my movements. “Are you kidding me, Dean?? Really? Beauty and the Beast??” I scolded myself, shaking my head.
As I turned around to start pacing again, I bumped into Gabriel- wait Gabriel?? “What the hell? I thought you were dead!” I basically shouted and composed myself. “You thought wrong. Look- I know a way I can help you and your lady.” The Archangel smirked and wiggles his eyebrows. I rolled my eyes and crossed my arms. “Not a chance, Gabriel. Y/N is MY girl and the last thing I’m doing is losing her in any way and that includes by fucking it up with your ideas.”
Gabriel shrugged. “I miss Sammy boy. I’ll see you around.” He headed towards the stairs before turning around quickly. “Oh and uh Dean?” I raised an eyebrow for him to continue. Instead, he snapped his fingers leaving me standing alone and confused.
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Still Dean’s POV:
When I woke up the next morning, everything was weird. For one, I woke up alone and in a totally different room. It wasn’t like my room in the bunker, it was smaller and for some reason, I had a twin bed. “Y/N?” I called out as I moved all throughout the peculiar home. “Baby??” I yelled her name again, panicking. I tried calling her but my phone had no service. I got dressed and fixed myself as I walked out, roaming the streets searching for her. They were playing music on the sidewalks and for some reason every woman had on a dress and every man had a suit and tie which was confusing enough. I was nodding my head along to the music and laughed softly. “Elvis? I can dig Elvis.” I muttered to myself.
I kept walking and searching for her until I walked past a clothing store. My eyes widened as I walked backwards and looked through the bay window seeing Y/N. I ran in and straight up to her, hugging her. Oddly, she didn’t hug back. I pulled away and she laughed softly, looking up at me. “Hey baby. Why’d you leave? What’s going on?” I asked as I held onto her hand. “I’m sorry.. you must have me confused with someone else. Would you let us dress you?? You look a little…different. I’ve never seen that type of clothing on men before.” She smiled, looking me up and down, glancing at my jeans and flannel.
I laughed and slowly stopped, clearing my throat when she didn’t laugh along. “Wait, what’s going on?” I asked, looking around before laughing again. “I get it. I see now. I see. This is a dream.” I said, trying to convince myself. “Umm.. it’s whatever you want it to be sir but seriously, let’s get you a change of clothes!” She smiled excitedly dragging me to a stall and handing me a suit.
When I came out fully dressed, she shifted on her feet, tugging at her collar and clearing her throat as she looked me up and down. “Well..you clean up very um..very nice.” She laughed nervously, cheeks red and eyes filled with lust. “Yeah. Right. Thank you. I gotta go.” I took her hand and payed her way more than I needed and got the hell out of there.
“Castiel you son of a bitch!” I shouted as I walked through an alley. “Dean.” Came a deep voice I knew all too well. I grabbed him by the collar and shoved him against the wall while glaring at him. “What the hell is going on? Why doesn’t my girlfriend know who I am?” Cas sighed and pushed me off of him. “I don’t know. It might be another one of Gabriel’s tricks. This doesn’t make any sense.. I thought Lucifer killed him.” He squinted at me. “I just know what you have to do. You have to get Y/N to fall in love with you all over again, but to get home you have to tell her that you love her. Which isn’t as easy as it sounds. She’s not in love with you right now so you can’t just say those three words and disappear. She has to love you with every fiber of her being.” He said as he looked around. “You’re stuck in 1944, Dean. I don’t know why he sent you all the way back but- just get it done.”
My breathing hitched and I shook my head. “What if I can’t do it? What if she doesn’t fall in love with me, Cas? Huh? What then? I’m stuck in 1944 forever?” Cas frowned and put his hand on my shoulder. “No.. you’ll go back home but Y/N won’t be there. I know you can do this, Dean.” Cas finished and next thing I know, I’m standing in front of a bar with Cas nowhere in sight.
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Your POV:
You left work right after dressing that poor, lost, gorgeous man and headed right to the bar on the outside of town like you did every night. You were sitting on a stool with three men you knew too well surrounding you and laughing with you. You were going to order another drink when the same guy you dressed came by, pushing one of the guys aside and sitting on the stool next to you. “Let me buy you a drink?” He flashed a toothy grin which you could only return. “You again!” You giggled, smiling at him. “Well I’d love one. What’s your name?” You waved bye to the guys as they walked away.
“Dean.” He sighed and shook his head, ordering your favorite drink. He smiled at you as he held his glass of whiskey in hand. “You’re beautiful.” He whispered softly. “Dean.” You repeated softly and smirked. “How’d you know this was my favorite drink?” You grinned and blushed a little. “Thank you. You’re beautiful too.”
The kind stranger known as Dean chuckled and shook his head. “How was your day Ms. Y/N?” He asked, leaning his chin on his hand, giving you his full attention. You drank through the straw and your eyes widened with excitement. “It was wonderful! Like everyday should be!” You finished your drink and set it aside. A soft melody flooded the dimmed bar and you smiled. “Would you dance with me?” This made Dean smile and stand up, drinking the last of his whiskey. “I would love to dance with you.” He took your hand, leading you to the center of the dance floor. He put one arm around your waist and held your hand in the other. “Your eyes are just so…” He stopped himself, looking into your eyes. “Hmm. Mesmerizing? Captivating? Beautiful?” You interrupted before he can continue. “Not very original, Dean.” You said playfully as you laid your head on his shoulder, slowly swaying back and forth.
“How about hopeful?” Dean sighed and kissed your head, laying his head on top of yours. “That’s a new one.” You smiled, slowly pulling away. “I’ve gotta go. It was lovely meeting you. Thank you for dancing.” You let go of his hand and proceeded towards the exit.
One of the guys that was with you in the beginning, walked up to Dean angrily. “You better back off. I’ve been wanting her for years and suddenly you come in here out of nowhere trying to sweep her off her feet? I don’t think so.” Was the last thing you heard before walking out, seeing both men following after you.
Before the other guy could say anything, Dean intervened. “Y/N.. I’m not ready to leave you. Let me walk you wherever you’re going.” You sighed and smiled at the other guy. “Jimmy.. I’ll see you tomorrow, alright?” This caused the guy, now known as Jimmy, to frown. He nodded and walked away. You smiled at Dean. “If you want to risk the sake of your feet then by all means, you may.”
You both had already been walking for twenty minutes when Dean finally decided to speak up. “Are you cold? Your arms are crossed and you’re wearing a dress.” He put his suit jacket over your shoulders before you could answer. You smiled, sliding your arms in the jacket and linking your arm with his. “I see you met Jimmy. He’s a sweet boy. He’s asked me to marry him multiple times.” You laughed and so did Dean. “How could he not? I’d wanna ask you too.” He smiled and cleared his throat as you stopped in front of a small house.
“This is me..” You said as you looked up at him and he smiled down at you. “It was lovely to meet you, Y/N.” Dean took your hand and kissed it. “You too, Dean.” You whispered back as he slowly leaned in. His nose touched yours and before he could kiss you, you giggled. “I don’t even know your last name.” This broke Dean’s heart a little as he pulled away and nodded. “Right. I’m sorry. I don’t know what came over me. I’ll see you tomorrow, sweetheart.” He kissed your forehead and walked away. You smiled and ran inside, ready to tell your dad all about the stranger you met.
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Multiple dates later, you finally let Dean kiss you and boy, you scolded yourself for waiting so long. You both sat on the beach eating sandwiches and just talking when he leaned over and kissed your cheek. “Hey baby?” He mumbled against your skin. “Hmm?” You hummed, waiting for him to continue. He moved his lips up to your ear and kissed it. “I love you.” He whispered, causing you to smile. “I love you more.” You turned your head to face him and kissed his lips.
A couple of hours later, Dean took you back home and pushed your hair away from your face as you stood on the porch. “Goodnight honey. I love you.” You said it first this time and he chuckled and kissed your nose. “I love you too.” He kissed your lips and made his way home.
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When Dean woke up the next morning, he was in full panic again. He was back in the bunker and back in his old room but he had no idea what it meant. He looked to his right and you still weren’t there. “Fuck please let her be somewhere in this house.” He pleaded in a low voice as he looked around the bunker. When he heard pots and pans being moved around in the kitchen, he made his way there and his heart was filled with so much love and relief.
You were there. Your hair in a bun at the top of your head, wearing Dean’s shirt and a wide smile on your face. “Dean baby hey. Sorry I wasn’t there when you woke up but I got hungry. I’m making pancakes.” Your eyes widened in confusion when Dean was happily stomping his way towards you. “Dean are you alr- mm!” You were caught by surprise when Dean kissed you out of nowhere, which you didn’t mind at all. You kissed him back and ran your fingers through his hair as he pulled you flush against him. “Dean, baby-” You said between kisses as he gently put you against the wall. “Shh no time to explain. Let me just finish.” He whispered against your lips, kissing you again. He kissed you so deeply and so full of love like he’d never kissed you before. Dean’s hands were on your hips and yours were on his face and around his neck. His tongue slid through your parted lips, exploring you further.
When he finally pulled away, you were speechless. His lips were pink and plump, causing you to believe that yours looked the same. Maybe worse. “What was that for? That was like the best kiss I’ve ever gotten.”
“I love you, Y/N.” You gasped and gently gripped his shirt in your fists. “That’s what it was for. Don’t ever leave me baby, please. I love you, okay?” You nodded, tearing up as you pecked his lips again and again. “I love you more baby.” You said back as he hid his face in your shoulder and held onto you tightly. “I’m not going anywhere.” You held him for a while before Dean’s eyes widened. “Do you smell that?” He whispered against your shoulder. Your eyes widened as you pulled away in panic.
“The pancakes!”
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I wish my tags would work😭 but thank you to my girl Heather from @jalove-wecallhimdean for helping me out with this! You're the best girl. Also, keep sending me requests! You guys are the best, I swear! 1940's Dean will always be the best.