Help

I Feel So Insecure

Warnings: Just some fluffiness, no smut in this part

A/N: This is more of a part 4.5 cos it's from Cas' perspective instead of the readers, but I hope you enjoy!

Fic:

Cas' POV

Cas wraps his arms around her and pulls her towards him. Her head rests against his chest as she snuggles closer to him. "I love you Y/N," Cas whispers before kissing the top of her head.

"I love you too Cas," she mumbles sleepily against his skin.

"Go to sleep," Cas urges, running his fingers through her hair and lulling her to sleep. She nods and yawns before finally drifting off to sleep.

When he's sure she's deep asleep Cas lifts her from his body gently, careful not to wake her, and places her on the bed. He pushes a strand of hair out of her face and smiles. How am I lucky enough to be loved by someone like her?He wonders as he picks up his clothes from the floor and puts them on as noiselessly as he can.

In a flutter of wings, he disappears and in the blink of an eye, he reappears in the bunker's library. Sam and Dean sit at the table, researching for their latest hunt.

"Hey Cas! What are you doing here?" Sam asks.

"Yeah, we figured you'd be with Y/N," Dean adds with a knowing grin. Cas' face turns pink.

"I, um, I need help," Cas says slyly, running a hand through his hair in nervousness.

"Why can't you ask Y/N?" Dean asks.

"Dean!" Sam scolds before turning his attention back to Cas, "Of course we'll help you Cas, what do you need?"

"I want to tell her something, but I don't know how." Cas says.

"You're not breaking up with her are you?" Sam asks cautiously.

"No! Of course not!" Cas exclaims, "I can't lose her. I want to tell her that I want to marry her."

Dean whistles loudly. "Wow, you two are really serious aren't you?" He asks.

Cas looks at Dean in confusion, "She's actually quite sarcastic."

Sam rolls his eyes at Dean as Dean's whole body shakes in laughter. "Have you gotten a ring yet?" Sam asks.

"No," Cas responds, "should I?"

"Definitely," Sam says, pushing his laptop open, "Here, look at some styles and see if there's one you'd think she'd like." Cas moves to sit by Sam and begins looking at pictures of flashy engagement rings.

"I'm not sure she'd like any of these," Cas says, slightly dismayed.

"Ok, well, what does she like about you?" Sam asks, "You want the ring to remind her of you when she looks at it."

"She likes the color of my eyes," Cas begins slowly, adding, "and my wings, and –"

Dean cuts him off, "If you're gonna keep listing the physical attributes she likes about you, you can stop right there."

"Sorry," Cas says as his face turns red.

"What about something with a blue stone?" Sam suggests. Cas nods in agreement. "Just keep looking until you find something Y/N would like. If you can't find one, you could design a ring yourself and have someone make it for you. I'm sure she'll love any ring you choose, as long as you're the one to pick it out." Cas continues to nod.

"How are you going to pop the question?" Dean asks, leaning back in his chair with an amused smirk.

"How do I 'pop' a question?" Cas asks, confused again.

"What he means is, how do you plan on asking Y/N to marry you?" Sam clarifies.

"Oh, I don't know," Cas says, "I thought I could just tell her I want to marry her."

"Don't tell her you want to marry her, ask her to marry you. By asking Y/N to marry you, it lets her know you want to marry her and gives her a chance to say no, so she doesn't feel pressured," Sam says.

Cas' expression turns to one of terror, "Do you think she'll say no?"

"No way man," Dean says, "from what I've seen, you two are perfect for each other."

"You think so?" Cas asks, his smile returning slowly.

"Absolutely," Dean confirms, "just make sure you're in a private place when you propose so she's more comfortable."

"And make sure you get down on one knee and hold one of her hands," Sam adds.

"Tell her everything you love about her."

"Tell her why you love those things."

"Make sure you tell her she means the world to you."

"Tell her you want to spend the rest of your life with her."

"But don't be too pushy."

"And then ask her to marry you."

The boys go back and forth giving Cas tips. The words become overwhelming. "That's a lot to remember," Cas says, "what if I do it wrong?"

"Honestly, Cas, I don't think it really matters how you propose. As long as you mean what you say and she's really in love with you, she'll say yes," Dean says.

"Could I perhaps practice with one of you?" Cas asks.

"Don't look at me," Dean says. Sam rolls his eyes again.

"Sure Cas, I'll pretend to be Y/N, and you be yourself," Sam says as he pushes himself away from the table and moves to an open section in the library. Cas stands and follows Sam. "Ok, I'll stand here and you can stand there," Sam says as the moves Cas to stand in front of him. "Go ahead," Sam urges.

Cas awkwardly moves to one knee and reaches up to hold one of Sam's hands. "Y/N, I love you, and everything about you. You mean everything to me and I can't live without you. Would you marry me?" Cas says hurriedly.

Sam helps Cas stand up before giving him some more pointers. "Ok, first off, slow down. You want her to be able to process every word you're saying to her," Sam says.

"Second," Dean chimes in, "try not to be so stiff. She'll be just as nervous and excited as you are, so try to stay calm and relaxed; and try to keep eye contact."

"Also, try to add more detail," Sam suggests, "don't just tell her you love her, tell her why you love her, why she means everything to you."

"Keep the 'I can't live without you' part, she'll love that!" Dean says.

Cas practices a few more time before he starts to feel more comfortable. "You're getting better, just keep practicing. Using a mirror is good, it'll give you some idea of how you'll look when you propose," Sam says.

"She makes you watch chick flicks right? Next time you watch one with a proposal scene, watch what the guys say and do, then try to use that that as an example," Dean says, "but don't copy them word for word. You want your proposal to be unique; and don't worry, you'll do fine!"

"Thank you, both of you," Cas says with a smile, "I think I have a few ideas for what to do now!"

"That's great," Sam says, "let us know if you need anything else."

"Just don't let Y/N know anything about this, please," Cas pleads.

"Of course not," both Sam and Dean say in unison. Cas gives them a thankful smile before disappearing in with a flap of his wings.