Sam was walking through the halls of the bunker, looking around nervously with every step he took. He hastily made his way to Dean's room, making sure neither of the angels staying with them saw him. Reaching his brother's door, Sam knocked a few times and looked both ways down the hall until Dean's muffled 'door's open' was heard. Swiftly opening the door and then shutting it behind him, he turned towards his brother.
Dean was standing by his bed, guns, blades and some other weapons laid out in an organised fashion as he was disassembling a pistol before cleaning it. He didn't pause what he was doing, only turning around to glance up for a second to see who it was before focusing on the gun again.
"Hey, Sammy. What's up?" Dean asked, assuming something was up if Sam came to see him in private about whatever it is. If he needs to give advice it might be difficult, but he'll try his best for his little brother.
"I just wanted to, uh... Ask you a question?" He was nervous, obviously, looking over at the weapons laying on the bed rather than Dean. Glancing up at his brother, Sam saw how he had paused what he was doing and now looked at Sam with a concerned gaze.
"Something happen? Nothing bad, right?" His concerned look changed to worry as Sam turned uneasy, shuffling his feet and looking anywhere in the large room but Dean.
"No, no nothing like that! It's just..."
"Just what, Sam?"
"Well, uh... How did you ask Cas out?" Sam looked up sheepishly, hoping Dean wouldn't laugh at him or think it was a stupid. It was a weird question and asking out of the blue and so direct like this wasn't what he usually did, but he really needed advice.
Dean was taken aback by the sudden question and went wide-eyed, mouth continually opening and closing like a goldfish. Dean coughed and looked away, weapons forgotten as he was now more focused on what to say to his little brother.
"W-what!? Oh, we-well, I uh... I didn't?" He laughed, feeling nervous himself and also slightly awkward. Sam asked him how he asked Cas out, what was he supposed to say?
"So, Cas asked you out instead?"
"Not exactly... I just kissed him, and then he kissed back," Dean shrugged his shoulders and after the 'are you actually serious' bitchface Sam gave him, continued, "why do you ask, though? Did someone finally steal little Sammy's heart?"
Sam blushed furiously and was almost as red as a tomato, no longer judging Dean's method and was back to his awkward, stuttering self again, trying to get the words out. He looked towards the ground and mumbled out, "I want to ask Gabe out and need advice?"
Dean stepped back a small bit, surprised by Sam's answer. It wasn't hard to miss how Sam had been acting around the archangel for the last couple of weeks, but to think he'd actually ask the guy out? Well, that was new.
"You really want to ask him out? The dick with wings?" Dean only meant it as a joke and would rather see his brother happy than stop him from seeing a good guy – even if said guy killed him over a hundred times in one day. Although, Sam didn't really hear the sarcastic undertones in Dean's teasing.
"What? Is it so bad that I like him, Dean?"
"Woah, no! I just didn't think you'd finally grow a pair," Sam huffed out a laugh and rolled his eyes, making Dean smile and tell him, "although, I'm not exactly the best person to ask for relationship advice." Considering the fact that he literally went up to Cas and just kissed him was proof enough that he would give terrible advice.
Sam snorted, already aware of Dean's dating problems with men and angels in male vessels. "I don't need good advice," Dean frowned at that, "all I need is a good plan to approach him."
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Love Struck
FanfictionSam fucks up trying to ask Gabriel out because of Dean's terrible dating advice. Now, what can he do!?