The Youngest Winchester

Advice (Castiel x Reader)

A/N f/l/c stands for favorite lipstick colour. Thank you.

"Dean." Castiel walked into the kitchen, Dean was eating a slice of cherry pie, "I need your help." Dean looked up.
"Okay, Cas, what's up?" It had been about a month since you had seen any of the Angels. Or Crowley. At least to Dean's knowledge.
"I-I was wondering how human males talk to females." He was shifting uncomfortably. Sam walked in.
"Cas, sit down. You look like you're going to per yourself." Castiel nodded, and sat down.
"So, will you help me? You seem to have a lot of success with women, and I really, really like this girl."
Sam laughed, and Castiel have him a quizzical look.
"Cas, asking Dean about how to tell a girl you love her, is like asking a prostitute about marriage." Dean scoffed at Sam, "It's true."
"It is not! I was with Lisa for a year!"
"After a one night stand!"
You heard them arguing in the kitchen. You sighed and walked down stairs.
"Guys, what's wrong?" You asked. Castiel's eyes were fixated on you.
"Y/n. Finally. Let's ask her, she is a girl after all." Sam said. Dean agreed.
"Ask me about what?" Castiel's eyes didn't leave you.
"Cas needs to know how to ask a girl out."
"No he needs to know how to tell a girl his feelings. There is a difference, Dean!"
They argued a bit more, slowly you got more aggravated.
"Will you two just shut up!" Their heads shot to you, unsure of what to say, "First, neither of you know what he needs. You didn't even bother to ask! Second, both of you are giving me a headache! So listen, help, resolve. Got it?" They nodded.
"Good. I'll be upstairs listening to music, if I hear another fight like this, I'm kicking both of you out!" You left and put in your earbuds.

(Change to 3rd person pov)

"So Cas, what are you looking for with this girl?" Dean asks.
"I-I'd like to ask her out, to." He takes a deep breath, "To be my, I believe you humans call it a 'girlfriend'?" Sam nods, following along.
"How do you know you like her?" Castiel thinks about it for a little bit.
"Well. When I see her, my vessel's heart skips a beat. I can't look at her for more than a few seconds, or I stare, can't pull my gaze away from her. I see her, and my thoughts race, and I can't keep up. She distracts me." He finally looks up. Sam smiles, knowing he was right.
"Okay, first, you need her to notice you, in a good way. Make her feel special. Easiest way is to just say a pickup line, maybe two." Sam and Dean agree.
"I will go get y/n, so you can practice on an actual girl. Dean will go through a couple with you." Sam leaves to go get you.
"First line that's a necessity, is 'I seem to have lost my number, can I have yours?' Or, 'I've seen a lot of beautiful things in my travels, but you are by far the most gorgeous.' There are tons of them, all of them are a guarantee to make her smile. Just compliment her. Got it?" Castiel nods, like he understands. You walk into the kitchen, and sit down.
"U-uhm. It would seem I've lost my mobile number, c-can I borrow yours?" You laugh. You didn't mean to, but you couldn't help it. He bows his head in regret. You feel terrible.
"Hey, that was pretty good, but a little too Dean, that's all." He looks up confused, "Think about what you would say, not Dean. Okay?" He nods.
"Okay. Erm. Y-you remind me of someone." He says. You get confused for a second, but decide to play along.
"Oh, um, who?" He shifts nervously. You nod to him, signaling to continue.
"A-An Angel?" You smile sweetly.
"Now you've got it." You do a few more. Then leave to return to your music.
"Once she feels nice and special, just tell her how you feel. Say how pretty you think she is, how she makes you feel. Your favorite parts of her. Everything." Sam moves to step two.
"Step three, kiss her. Gently. See where it leads." Dean adds. He nods. Feeling better.
"He's ready." Sam says, "Hey Cas, I just got a case, can you come?"
"Of course."
"Great. I'll go get y/n." Dean stands up, and Castiel's heart starts racing.
The car ride is long. Not to mention awkward. About halfway through you started looking out the window, listening to music. Castiel tris to ask what you're listening to a few times, but you brush him off. Suddenly you realize Castiel moved a seat closer to you. You pull out your ear buds, and look at him.
"I-I apologize. I'm trying to speak with Sam and Dean." You nod and he gives you a light, LIGHT smile. Your eyes widen at this, but he's already turned away. You turn back to your window, putting your earbuds back in. What was that about? You wonder. You shrug it off, and fall into a deep sleep.
It's late when you finally pull up to a motel. Castiel picks you up out of the car bridal-style. Dean is way too tired to care when Castiel lingers picking you up, lips millimeters from yours. Castiel gently opens the door to the motel room, and places you carefully on the bed. You stir slightly, and he lays a blanket on top of you. He watches tv most of the night in your room, sitting on the opposite bed. Sam and Dean wake before you. They eat at their table, Castiel speaking with them as you stir from your sleep.
"When do I tell her?" Castiel asks your brothers.
"As soon as possible. Just fly to her, and surprise her. We can wait a few hours Cas. This is important." Sam said reassuringly. You smile. You get out of bed and move to your bathroom.
"It won't take that long, I don't believe." Castiel says. You start brushing your teeth, you bend down to rinse your mouth. You set the tooth brush aside, put on your usual f/l/c lipstick, grabbing your hairbrush you sleepily look into the mirror. When you do so, Castiel is behind you. You turn to him, startled. He pushes a single violet orchid to you. You look down at it, and slowly take it.
"Wow. It's..." You smile into it's beautiful petals.
"Beautiful? L-Like you?" Castiel's oceanic blue eyes stared at you and you e/c eyes look into his blue ones. Your brow furrows, confused. You smile lightly, cheeks beginning to burn.
"W-What?" He swallows hard.
"When I'm around you, I start to feel... Human," He pulls your hand to his heart, it's pounding a millions miles per second, "My heart does, well, this. My mind races. A-and I can't look away from you, but at the same time, I can't look at you. Sam informs me that this is what you would call love. You don't need to respond. I just needed to tell you... Show you."
You sit. Stunned, as he cupped your cheek in his large hands, pulling you closer. He touched his lips to yours, gently. You wrap your arms around his neck. He held one hand on your waist, the other on your face. You didn't notice the sound of wings flapping.
"Well. Well. Well." Lucifer chimed. You stepped away from the kiss, shocked, looking between not two angels, but four. Your cheeks burn, actually your whole face burns."
"How come he's her first AND second kiss?" Gabriel whines. This is news to Lucifer. His eyes dart to Gabriel. Gabriel nods.
"Yes, he kissed her for a prank, then I believed it was merely for that, but now I'm not so sure. What do you think, Darling?" Balthazar chimed in before stepping towards you, taking your hand and kissing it gently.
"I think I should be getting to my brothers." You said hurrying out of the awkward situation, not even thinking to check what you look like.
"Well. That was quick lived." Lucifer noted, meaning for Castiel to be embarrassed.
"Hey Sam, Dean. Morning!" You say grabbing a crumbly pop-tart. They look at you, confused. Sam laughs.
"Y/n, did you fall asleep with your lipstick on?" He says, still laughing somewhat. You stare at him quizzically.
"What?
"Look in the mirror." You move to their mirror, realizing that your lipstick is smeared. Crap. The kiss. You try to play it off, forcing a laugh.
"Must have!" You fake a smile. You work to open your pop-tart wrapper, focusing on that.
The sound of wings.
"Cas, no!" You warn. But he's already here, staring at you quizzically. Dean's face grows twisted in anger. Sam gives a thumbs up. Suddenly Dean pins Castiel against the wall. Castiel gives a confused stare. You hand Sam a compact mirror, which he opens showing a still confused Castiel. Three more wings sound.
"You kissed her hotshot. Dean's mad." Gabriel smirked.
"Dean. You were the one who instructed me to do so." Dean got angrier.
"To another girl! Not my sister! She's off limits!" Castiel cocked his head sideways.
"Dean. Calm down." Sam put his hand on Dean's arm.
"He kissed her, Sammy!"
"He's not the only one." Balthazar muttered, smirking. Dean dropped Castiel. And everyone stared at Balthazar. You face palmed.
"I apologize, Darling," He said directly to you, "But he is still my brother."
"Dean it doesn't matter!" Your brother shot you a look.
"What the hell does that mean?" Sam stood keeping Dean back.
"It means, most girls my age have had boyfriends before, had their first kiss at 16, have started getting into committed relationships! But I've stayed quiet, followed your rules!" You screamed, Gabriel, Lucifer, and Balthazar smirked, "But I'm done. This is my life, and I will do as I damn will please!"
Dean was taken aback. It didn't last long, his anger flourished.
"No! You won't. You are my little sister, and it's my re-"
"Responsibility to protect me?" You finish, knowing the drill, "No Dean, it's not. That. That was dad's job, and he failed miserably at it," you say pulling the collar of your shirt to the side to reveal a very large scar, Dean can't look at it, "But that doesn't mean you can control my life!"
"Watch me!" He clenched his jaw. You smirked. You walked to the closest Angel, Gabriel, then looked Dean directly in the eye before smashing your lips on Gabriel's. He kissed back. Dean had to be held back by Sam. You pull away, looking back at Dean, grabbing your bag.
"No. You, watch me." You walk out the door.
"Looks like I'm tied with Castiel now." He smirks, and gives a small laugh. He flashes out.
Dean calms down.
"What did he mean by that?" Anger still lines his voice, but so does loss.
"He means they've both kissed her and seen her in her undergarments." Lucifer states flatly. Castiel and him both flashed out.
"I'll leave this here." Balthazar sets down a bottle of wine and the engine revs. He flashes out. Dean runs out to see his car, gone.
"DAMNIT!"