30+ Days of Team Free Will Imagines

Day Twenty-One

Prompt: Imagine Sam not being able to stop touching you, even around Dean and Castiel, when you first get into a relationship because he's been wanting to be with you ever since you met each other + Imagine Sam being that boyfriend who takes pictures of you while you're sleeping and having one of them as his lock screen.

Tags: Female!Reader, Sam Winchester/Reader

......

"Y/N?"

You look up from your book. "Yeah, Sam?"

He looks nervous, standing on the other side of the library table. "What are you doing tonight?"

You shrug. "Not much. I was thinking about doing some inventory. Why?"

"I was wondering if... if you would like to have dinner with me."

That's not what you were expecting to hear. It takes a moment for what he's asking to sink in, during which he begins to back pedal as fast as he can.

"You know what, it was a stupid idea and I understand if you don't-"

"Yes."

"I just- huh?"

You smile. "You're asking me on a date, right?"

"Uh... yes."

"Yes, Sam, I will go to dinner with you."

He lights up. "You will? Great! We'll leave at five, so we can eat at a decent hour. Wear something nice, but not too fancy."

"Okay," you say. "I'll be ready."

X X X X X X

By three, you're already nervous.

You drag Dean to your room and make him help you choose what to wear. He pretends to hate it, but you know he secretly doesn't.

You finally settle on a knee-length dress of a soft lavender color that compliments your skintone and some simple black flats. You then kick Dean out so you can do your hair and makeup. You keep things simple, with some loose curls and a very light layer of makeup- only a little more than you usually wear, which is no makeup at all.

Sam is waiting in the library, dressed in a white button-up, sleeves rolled neatly to show off his forearms, and neatly pressed black slacks. His jaw drops when he sees you.

"Y/N, you look amazing," he says.

You blush. "Thank you, Sam. You look great, too."

He smiles, but still looks nervous, and offers his arm. "Shall we go?"

You link your arm through his. "Lead the way."

X X X X X X

Sam's chosen for a dinner a small, yet cozy restaurant you've never heard of. Dean let him borrow the Impala, so you're arriving in style- by Dean's standards, at least. Sam is the perfect gentleman. He opens the car door for you both time, as well as the door of the restaurant, and even pulls out your chair once a hostess has led you to a table. Knowing you get shy talking to strangers, particularly waitress or other food service employees, he asks you what you want and then relays this to "Jenny," your waitress for the evening.

Jenny is a slender, dark-haired beauty with wide, dark eyes and full lips. Her blouse is pulled down a little lower than strictly necessary. She leans in close when Sam speaks, smiling coyly and playing with a strand of her hair. Yet Sam ignores her advance. Part of you thinks he's just oblivious- you've seen him ignore women in this same manner before- but part of you can't help thinking it's because of you. His eyes keep falling on you and a small smile graces his lips every time they do. Jenny bends over slightly to hear him better, flashing her ample cleavage and making you flush a little, turning your head away.