Dean probably got the shot in his ass by cupid

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"What's the big deal with Valentine's Day?" Dean asked Sam while he cleaned the barrel of his .45. "It's a day chicks get so excited for, but in all my years of life, I have never figured out why it's so special."

Sam turned away from his laptop screen with a raised eyebrow. "Are you asking me seriously, or are you just complaining in the form of a question?"

Dean glared at his brother and put the gun and cloth down on the questionably clean motel comforter. "I'm just saying it's a day where we're supposed to go all out with romantic shit and break the bank. Is it any different than any other day? Like, can't someone be romantic all the time or whatever?"

"Is that why you always stay single in February?" Sam asked, trying not to giggle.

Dean picked the gun up again and continued his cleaning rituals. "Sammy, you know I don't 'date'. I like to bang and be done with it."

Sam rolled his eyes, decidedly not mentioning the girls that Dean had dated in the past. "Sure, whatever. But Valentine's Day is like any other holiday, you have to go all out or not at all."

Dean pursed his lips in thought. Assuming the conversation was over, Sam shrugged flippantly and turned back to his laptop to continue his research. Then a smarmy thought hit him. He turned back around to face his older brother and asked, already knowing the answer as to why,  "Why are you suddenly questioning Valentine's Day? It's not like you're dating anyone."

Dean did not meet Sam's gaze when he answered, "No reason, really. Just thinking."

Sam turned back to his laptop screen and smiled. His brother was no good at hiding his secrets from him. They knew each other better than anyone.

----

Outside the cheap motel room, the sky poured rainwater and the wind howled. The tranquility of the stormy night was interrupted by a knock on the door. Sam opened the door and just watched in amusement as Dean blushed and stuttered about when Castiel walked into their motel room, breezing past Sam and walking to the small table where he proceeded to take his coat and shirt off.

"Cas, WHAT are you doing?" Dean asked exasperatedly, his hands flying around his body while he lost his shit at the sight of Cas without a shirt. "Why are you undressing HERE instead of in the bathroom?"

Castiel blinked, not quite understanding what Dean was so worked up about. "My shirt is wet. I am going to put it with my trenchcoat. I do not understand why that is a big deal."

"I don't see what your point is either, Dean," Sam butted in innocently. "It's not like you don't run around without a shirt a lot."

The death glare Dean sent him made Sam look away from his brother's face to avoid further pissing him off. Sam could not tell if Dean was avoiding his gay thoughts or just plain dense, but either way, Dean's acting was atrocious. Sam figured Dean was lucky Castiel is an angel and does not fully understand human emotions or else Dean's feelings would have been exposed by now, because holy shit, he was obvious. If Castiel was anyone else, they would have seen how plainly obvious it is that Dean had a crush on them.

"I don't have a problem with it," Dean denied, a bit louder than necessary. "It's just that-that... you, uh," Dean trailed off, looking at Sam desperately for help, his green eyes wild.

Sam took pity on his brother. He sighed dramatically and said, "Because you're going to get the carpet wet. Someone has to sleep on the floor since there is only two beds."

Sam could not help but hope that Castiel would not agree to one man sleeping on the floor. He hoped that Castiel would object and sleep in the same bed as Dean. Sam's face contorted as he wondered why he would help them get in the same bed while he was still in the same room as the two. Sam shook his head to himself, earning an odd look from the angel.

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