Sightings of a Cupid have been reported. Please get on this as soon as possible

I am wishing you a good day. That is all.

Sincerely,

Castiel

P.S. The emblem for "sending asks" is shaped like an envelope, so I am sending this as though it were a letter. Is that proper Tumbler etiquette?

teen dean Winchester x teen reader

◈fluff, kissing, reader is bobby's daughter, nobody likes John, teenage romance◈

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Growing up as Bobby's daughter, you were no stranger to the Winchesters. They were your best friends, especially Dean. You two would be inseparable when John would drop them off at Bobby's for the week.

The boys arrived in the middle of the night, used to this; they found their spot on the couch and went to bed. In the morning you came downstairs and saw Dean waiting on the couch, you gasped and immediately rushed to him, arms open. "Dean!!" He laughed and immediately hugged you back, lifting you off the ground and spinning you both around.

"Hey pretty!" Dean says, setting you down. You beam, excited to see your favorite person. “You should’ve called!” You say. Dean just shakes his head and looks at the grumpy Sammy who was waking up. “Dad didn’t give us any warning, guess it was urgent.”

“We’ll look who’s here.” Bobby strolls down the stairs with a grunt. “When ya idjits get in?” He asks.

“Like at 3, sorry Bobby.” Dean mumbles. Bobby sighs while you go to the kitchen to make some food for everyone. Soon all of you were sitting and eating pancakes with bacon, Dean shoveled his meal down, asking for thirds. While Bobby chatted with Sam, you and Dean stole little glances at each other, you’d make eye contact and smile shyly after looking away. Bobby noticed and rolled his eyes. As the day progressed you and Dean were practically attached at the hip. Being the sweet playful girl you were you offered to play hide and seek. Dean, being the flirty hormonal teen, suggested that if he found you he’d get a kiss.

And so it was on, you rushed through the junkyard, giggling. You found your spot in an old car and ducked. “Two! One! Here I come pretty!” He shouts. He searches the junkyard, excited and grinning. He searched for 10 minutes before spotting something and smirking. He rounded the car the opened the backseat, you gasped and immediately tried to open the other door, it was jammed. He laughed and climbed in, cornering you against the door.

“So, pretty, I found ya. Do I get my kiss?” He asks, grinning. You blush brightly and smile, “you’re such a perv, Dean.” You say.

“A handsome perv, and I’m pretty sure I was promised a kiss from a very pretty girl.” He teases. You laugh and grab his shirt, pulling him in for a kiss. He immediately kisses you back and places a hand on your hip. You kiss for a long minutes before a gruff voice interrupts.

“Dean Winchester. Y/n Singer. Out of the car now.” Bobby commands. Both of you step out of the car, heads hanging in embarrassment.

“Daddy-“ you start, but Bobby stops you.

“Nope, don’t start that crap. You know the rules and y’all break them every time. How many times do I have to pull y’all apart?” He says, tired of everything. “I ain’t tryna have my teenage daughter pregnant because y’all don’t listen. So new rules, no kissin’, no huggin’, don’t even look at each other.”

You whine in disappointment, he gives you a stern look, you look back down at the ground.

You both tried to obey, you really did. But you and Dean loved each other too much, so you both snuck out to lay on the roof together. Dean set up a blanket and pillows, he gave you his flannel, and you laid on his arm. “I’m sorry about daddy, he means well.” You say quietly. ”It’s okay, pretty, he’s just worried about you. And rightfully so, have you seen your gorgeous ass? I mean that literally.” His hands slides down to your ass, giving it a squeeze, you laugh and slap his hand. “Wow how romantic.” You say sarcastically. He laughs and kisses your head. “I know right?”

You two watch the stars the whole night, Bobby knew, he knew because he walked into your room and saw you two on the roof. He wanted to come over and scold you, but he thought about it. You looked happy, quiet, not disturbing anyone. So he quietly left the room and went to go check on Sammy. He walked downstairs, Sam was up reading a book on the couch, he looked up at Bobby. “Y/n and Dean are on the roof together.” He says. Bobby sits down next to him, “I know, kid.” “Aren’t you gonna go yell at them?” Sam asks. Bobby huffs and ruffles his hair. “Nah, I’ll let ‘em have this night.” Sam frowns, “sucks.” He goes back to reading his book.

The next morning you both kept stealing glances at breakfast, of course Bobby noticed all of it. He wasn’t a huge fan, but he was happy that his daughter was happy. After breakfast you all helped out around the house with some chores, after chores Bobby took you all to the town. He got everyone some ice cream, Dean immediately gave his cherry to you, knowing you liked them. You wandered around for a while, entertaining yourselves. You and Dean found yourselves at a clothing store, you messed around for a while before he pulled you into a fitting room. He held you tight while looking down at your eyes, “hi, pretty.” He says. You smile and kiss him, he deepens the kiss and holds you tighter.

You two make out for a solid few minutes, Dean pulls away every few seconds to whisper something flirty to get you to laugh. “Rate my kissing outta 10, be honest.” He whispers randomly, you laugh. “Ten.” You say. He grins proudly and kisses you again. “Hell yeah.” He says after pulling away. You both eventually got kicked out by the owner and caught up to Bobby and Sammy waiting by the truck.

That night you came downstairs and curled up under Bobby’s arm, he smiled and pulled you close. “You alright, bug?” He asks softly. You nod.

“I really like Dean, daddy…” you say quietly, nervous.

Bobby sighs and holds you tighter, rubbing your arm. “I know you do, hun. He’s a good kid, I just don’t want you to get caught up in the life he and his father live.” He explains. You sink, disappointed.

“But it ain’t the end of the world, I trust you to make good decisions. Dean has heart, he’s brave, and he’ll protect ya like hell. I just worry about ya, I don’t want him to break your heart.”

“What if I break his?” You ask.

Bobby scoffs, “that’ll happen at some point, girl. You’re beautiful, as sweet as pie, ain’t no way he’s leaving without you breakin’ his heart.”

You smile at his words and hug him. “I love you a lot, daddy.” You say softly. Bobby smiles and hugs you back, kissing your head. Over the top of your head he notices Sam staring with a longing look. Bobby hated the way John treated his boys. He opens an arm and gestures for Sam to come over, Sam hesitates but eventually comes over, hugging Bobby and you. Bobby rubs both of your backs affectionately.

“House full of idjits.” He mumbles.

On the day that John was supposed to pick up the boys, you and the two went to mess around in town. You took Sammy to the book store, Dean to the music shop. But things took a turn when you explored an abandoned house, somehow you and Sammy got trapped in the basement, the door slammed shut. You pulled Sammy closer to you, a second later you heard a chuckle.

“Aw how sweet, two little cuties wandered into our den.” A man said. The lights flickered on. A vampire nest. Sam gasped and stepped back, you stepped back with him, heart racing.

“Oh don’t be scared, kids. We like to make it quick and painless.”

It was around 6 grown vampires, four men and two women. Sam was only 12, he couldn’t defend himself. And Dean was somewhere trying to break in and get to us. You grabbed a pipe and held it up, you didn’t have much experience with monsters, but you knew enough. The man laughed and came closer. “A pipe ain’t gunna take anyone out, sweetheart, it’s cute that you’re tryin’ though.”

He lunged forward to grab Sam. You swung and hit him in the temple, he yelped and stepped back.

“Dean get in here!!” You shout, panicking. You can hear Dean banging and trying his best to find a way in.

The vampires all lunge at you and Sam, trying to rip out your throats. You swing the pipe in every direction, trying to fend them off as long as possible. Meanwhile John and Bobby were panicking because they could find anyone. They drove around, arguing and looking for you three. Bobby was insanely worried and frustrated, John was just angry and pissed.

“Those stupid boys, I need to be in Dallas asap and they’re screwing around with me.” He complains, his voice cold. Bobby glares at him from the drivers seat. “Our kids could be dead and you’re complainin’ that you’re inconvienced? Are you that cold hearted, John?” Bobby snaps.

“Don’t tell me what to think of my sons, Bobby. You wouldn’t understand, you have a daughter.” The last part almost sounded like John was disgusted. Bobby immediately stopped the car and looked at John with a scary expression.

“John. You and I have been good friends. But speak about my daughter like that again and I won’t hesitate to drop you and never help you again.” He said, his voice taking on a scary cold tone. The drive was silent after.

You held Sammy tight on the floor, Dean was in front of you, holding a wire, bleeding. “Come at me, sons of bitches!” He yells. You close your eyes and hold Sam tight. There were loud sounds, yells, bangs, and cursing. After a very long 10 minutes you peeked an eye open. Dean stood there, bloody, vampires heads littered the floor. He, a 16 year old boy had taken out a nest for his little brother and best girl. The door burst open and Bobby and John rushed inside, they stopped in their tracks, seeing Dean with the wire in his hand, all bloody.

“Boy, did you…?” Bobby starts. Dean just nodded and drops the wire, he turns to look at you both, “you okay?” He asks quietly. Sam nods, you just stare.

You only saw Dean a handful of times after that, then nothing after 18. You kept in touch, calling, postcards, cute voicemails.

One day you were on the porch, getting some sun. A car pulled up, that black 67 Chevy. Your heart started to race, it parked a few meters away and the door opened. Out stepped Dean, even more gorgeous than you remembered. You gasped and immediately ran over, launching yourself into his arms.

“DEAN!!!” You shout, hugging him tightly. He laughs and spins you around. “Hey pretty! God it’s so good to see ya.”

He pulls you in for a deep kiss, after pulling away he just stares at you.

“Damn. You’re freakin’ gorgeous.” He says.

You laugh and spot Sam, that boy was insanely tall now. “Sammy is that you??” You ask in disbelief. He chuckles and walks up to you, giving you a hug. “Hey, yea it’s me. Been a while huh?”

"Wow, you're so tall!" You say, hugging him back.

You brought them inside, Bobby was happy to see them. They stayed for dinner and you all caught up. That night you and Dean went out on the roof like you used to do. He pulled you close, giving you another deep kiss. "Damn I really missed ya." He says softly. You smile and kiss his cheek, "I missed you so much, Dean."

He smiles and pulls you closer. "Still as pretty as the day I met ya."

"We met when we were like kids."

"And you had the prettiest eyes and sweetest personality, sue me."

I HATE THIS

Cass is lying to Sam, Dean and Bobby about Crowley and works with Crowley.

I was so shocked that they worked together ?? But that kinda makes sense with everything we know so far. And if it was just that well that's fucked up but okay.

Dean doesn't want to believe that Cass betrayed them. He knows something isn't right but he still wants to believe Cass. Hurgh I hate this.