Gabriel:
It was after Gabe suggested you go out to dinner to talk over what was the next step. Apparently, when he said "dinner" he really meant "dinner date in Venice".
That's when you knew he tricked you into going on a date and, even if you were still annoyed with him, you were honestly flattered.
You talked and he promised that he meant no harm and he'd stop pranking your brothers so much. You agreed to another date.Sam:
It took some time for Sam to get up the courage to ask you out on a date because he was nervous about who your dad was and if you even liked him.
"Dude, just ask her out already!" Dean complained one day after catching Sam giving you a lovely dovey look. "It's obvious you both like each other, so just take her out."
"I can't." Sam said, sadly. "Crowley would kill me for dating his daughter."
"Yea well last time I checked, that dude owes us some favors so just go for it!"
"Dean..."
"If you don't, then I will."
"Hell no you won't!" Sam said, jumping up and running off to ask you out.
He took you to a late night movie and you ended up with your head on his shoulder before the night was over.Dean:
He didn't waste any time! Dean immediately asked you on a date with him. He took you out in Baby to go to all your favorite stores, shops, and everywhere else you liked.Cas:
He had started to realize that you had a weird affect on him sometime after meeting you. He was always happy when you were around, even just by walking in the room!
One day, he told the boys about his predicament. "Dude, you like her!" Dean shouted, excitedly. "Ask her out!"
"What??"
"What Dean means is that you like (y/n)."
"Of course I like her! She's a nice person."
"No. I mean you like like her. As more than a friend."
"Oh." Cas said, quietly. "Oh!" He realized.
"Yea. You wanna bang her!" Dean said, laughing.
"Stop it, Dean! You're not helping!" Sam said. "Look you need to ask her out."
"What's that?"
"It's where she goes to spend time with you."
"But we do that already."
"He means personal time. Like banging her."
"Dean, if you open your mouth again, I'll get Gabriel to turn Baby pink."
"Don't you even dare, bro!" Dean said, running out the room.
"Look. It's simple. Just ask her to go get food with you."
"I don't understand how getting supplies is different than usual."
Sam sighed. "Just ask her out to dinner, Cas. She'll know what it means. It's a code!"
He spent several more minutes explaining it to Cas. After that, you showed up at the bunker to talk to the boys. Cas greeted you.
"Hey, Cas!" You said, smiling. "Where's the boys?"
"I think they're in the other room spying on us." He stated bluntly.
"Why?"
"Um..." Cas cleared his throat. "Not important. So...um...I think you're really pretty." He began. "And...uh...sweet and...you have a lot of good qualities."
"Well, thank you, Cas."
"And I'd like to take you out for some food."
From the other room, Dean facepalmed.
"Food?"
"Yea the code, y'know?" Cas winked at you. "Food? As in date."
Dean said, "I'm sorry, Sammy, but I gotta jump in."
"Don't you dare!"
"A date? Yea sure. I'd love to."
Cas grinned. "Really? Awesome! Can we go now?"
"Sure."
With that, he grabbed your hand and you both left.
Back at the bunker..."Our Cas is finally growing up!"
YOU ARE READING
Supernatural Boyfriend/Girlfriend Scenarios
Romance**DISCONTINUED*** Maybe added to another book? Since I had so much fun making this with horror characters, I decided to make one for Supernatural characters. This will also have a bunch of AUs as well. Gabriel, the Archangel Sam Winchester Dean Winc...