Chapter Text
Sam’s POV
Waking up from another nightmare, he rubbed his face. Even though it had been over a year since he lost her, he still dreamed that none of it was real, and that any day now they’d be married with kids. The nightmare part was his real life. Hunting monsters was what he knew, but he’d never accepted that lifestyle. When he lift years ago, he had fully intended to never go back. Until his old life came barging through his front door. Since then, he had lost his girlfriend/ love of his life, and all of his hopes and dreams of being a lawyer. Now, he was a hunter, and a pretty damn good one, and even though this wasn’t the life he wanted, he enjoyed working with his brother. Dean was always there for him, since the very beginning, if anybody had asked about his parents, he didn’t think about John. No, he thought about Dean. It was his older brother who raised him, his father had been too busy hell bent on revenge to care about either of his sons. So it was no burden or trouble to work with his brother, because he was more than that. Dean was his best friend, and because he knew him so well, he knew that his brother wasn’t 100% honest with him. After their father’s death, Sam had mourned, but Dean, as always shoved it under a rug somewhere in his mind. “I’m dealing with dad’s death, are you?” He then proceeded to beat the shit out of the Impala’s hood. So no, he wasn’t but Sam knew better than to press about it any further. “Dude, you still having nightmares?” “Uh yeah it was just a small one. I’m fine.” Nodding, he turned down the brightness of his laptop, “I didn’t wake you up, did I?” His brother chuckles at him sleepily “Nah, I got my four hours, I’m all set. Did you find a case?” Looking at his laptop he sighs “Sadly, no. Nothing, everything’s been quiet.” “Shame. Well until one pops up we can stay here and relax, I like this town.” “You like their bar Dean.” His brother shrugs before crawling back into bed and turning over to go back to sleep.
Hours later, sure enough they’re at a bar where Dean is downing shots and shots of dark liquid. “You oughtta lighten up Sammy. Drink a little. Jesus” “No Dean, you know alcohol is not the solution to everything.” Rolling his eyes he gets up and walks over to the bar and orders another round. The bar tender is a young man who is eyeing Dean like he’s a Christmas ham. Oh this should be good. Dean always got complemented on his good looks, but when it came from guys he got flustered and upset. He waited for the drama to begin, trying to look closer as to what was going on he gets up and moves closer but out of Dean’s eyesight. “You uh from around here?” Dean smiles and shakes his head “Nah, just passing through. Can I get another round?” “Sure thing, this one’s on the house.” Taken aback Dean tilts his head “Who do I thank for the free drink?” “My names David, but a handsome guy like you can call me Dave.” Here it comes. “Well Dave, thanks for the drinks.” Dave winks at Dean and slips him his number, it’s discreet and most people wouldn’t have caught it but Sam Winchester wasn’t most people. Going back to their table he raises his eyebrows at Dean. “Where’d you go?” “To the john, you keeping tabs now?” “Uh no, after this I’ll be ready to go. Nobody’s really caught my eye just yet.” Sam wants to say something about the bartender but thinks better of it. When Dean finishes his beer they head back to the motel and Sam decides to turn in early, he didn’t get a lot of sleep last night so he decides to try and catch up.
When he wakes up at three a.m. Dean isn’t in his bed. “Dean?” Finding his cell he calls him, no answer. Huh, he must have found a girl after all…
Dean’s POV
Dave was definitely his type. Dean had known that he was bisexual since he was five years old. Strong jaw lines, pretty eyes, and a good head of hair had always made him hard within seconds. Nobody knew this, of course. John Winchester was a good father, or he was. Before. He couldn’t tell anybody in risk of his father finding out, so he kept it to himself and snuck out when he could. If caught he would lie and say it was a girl he’d been with. And luckily, they’d never questioned it. At the bar, Dave slipped him his number, and he hadn’t reacted. Or had he? Giving Dave a slight nod he went back to his table, where Sam waited unknowingly. Making up an excuse to leave, they headed back to the motel where he knew Sam would turn in early. Dialing the number scribbled on the paper he waited, hopefully the guy was off and awake but if not he could always jerk one off in the shower. “Hello?” came out a gruff and deep voice. Jesus, he liked this guy’s voice. “Dave? It’s Dean. From the bar.” “Holy Shit, I never thought I’d actually get a call. Face like yours you never know.” “Uh thanks, so are you off?” “Yeah, I’ll be off in five. You want to-?” “Yeah. Definitely.” “Alright. Well why don’t you meet me at the Royale Inn motel on I-50?” “I know exactly what you’re talking about.” Looking up at the motel sign he grins, he was so getting laid tonight.
Hours Later*
Silently unlocking the door, he sneaks in and is shocked to find Sam sitting up with a parent look. “Young man, do you know what time it is?” Rolling his eyes he takes off his dad’s leather jacket, “Sorry, I thought you were asleep, I couldn’t catch any Z’s so I went out for a bit.” Clearing his throat, Sam laughs “Cleary” he says pointing at his neck. Shit. Sure enough there was a huge hickey on his neck. Dammit Dave. He told him not to leave any visible marks, but hot damn it turned him on at the time. “So I thought you said nobody caught your eye.” “Uh, no I met her working the case. Her name’s Claire. Perfect rack.” “Alright, TMI. Go to sleep, Bobby caught a case close by and wants us to check it out. I’ll drive first shift since you’re getting back so late.” “Thanks man. Night.” “Goodnight.” After Dean falls asleep Sam gets up to start the coffee maker. Almost tripping over Dean’s pants he picks them up and throws them on the bed, tossing a phone and a piece of paper with it. Dave 250-1784. Surprised that his brother actually kept the number he laughed, and picks up the phone. *New Message* FROM DAVE: I had a great time ;) maybe next time I’ll let you top. ;)). Not sure if this was a dream he pinches himself. Did Dean go out with the bartender? No, Dean was a lady killer. Not that it would bother him, he loved his brother regardless of who he liked to sleep with. Looking at the phone again he sees the name Dave/Davie. Maybe it was a chick. Yeah, yeah, you’re just sleep deprived man. Go to sleep. The coffee can wait.
YEARS LATER*
Checking into the Royale Inn, Sam squints. “Haven’t we stayed here before?” Dean shrugs before handing the clerk his fake credit card. “Probably who knows, I know we’ve worked a case here before.” Heading to their room, Sam remembers all too clearly. Waking up to find Dean gone, and finding that Dean that gone out with somebody named Dave/Davie. Not that it was any of his business, but it stung that he still hadn’t told him about it. There were multiple times when he found himself asking if his brother was straight, even more so since he had been rescued from hell by a certain good looking male angel. Castiel, or Cas, was their friend, but the way Dean talked and looked at him made him think there was something more. Never in his life had he looked at somebody with that much passion, except one. Jessica. Since her, he’d never looked at anybody like that again. Waving a hand in front of his face Dean looks at him with a confused look. “What are you thinking so hard about?” Shaking his head clear he smirks “Nothing, um so did you say we had worked a case here? I think we did actually, sometime after Dad died.” It still hurt Dean to think about their father, but he had grown used to the cold feeling it brought on.
“Yeah, think it was a poltergeist.” “No, that was in Utah.” “Right, anyways does it matter?” “No-I just remembered something is all.” “Okay, well I’m going to get some grub. Salad, right?” “Yeah. Thanks.” Opening his laptop he opens up google. Bisexual. Bisexual: Being attracted to both genders sexually. Dean had never out right said that he was bi, but Sam had a strong suspicion that he was. Hmm. There was a sure way to be sure.
Sam had never prayed to Castiel before, he was a religious person but not on a regular basis. “Dear Castiel, if you’re not busy can you please come down? Dean” As soon as Dean’s name escaped his lips he heard a flutter of wings. “Sam. What is it? Where is Dean? Is he hurt?” So. Fucking. Gay. The two idiots couldn’t be more in love if they tried. “Dean’s fine.” Cas squinted his eyebrows together and tilted his head before giving him a bitch face. “Then I don’t understand, what is wrong?” “Nothing I just need your help with something, can you do that for me?” “Sure thing, um what do you need?” “Don’t worry. It won’t be too bad. I promise.”
Minutes later he had convinced Castiel that he needed him to pretend to be a doctor to access medical files from the hospital to help the case they were working on. “Sam, I don’t understand, can’t you to break and enter as per usual? Why is this necessary?” “Listen, the leviathans have been watching us closely for months now, so we can’t just go about using the same old tricks okay?” “They will surely recognize me though. Nah. They’re too conceited. Meanwhile mine and Dean’s face has been pretty much plastered all over America.” Castiel was staring at himself in the mirror, hopefully Dean would be back anytime now with the food to test Sam’s new theory. The trench coat that angel usually wore was on Dean’s bed with his black suit and shoes, and he was now wearing a doctor get up with cowboy boots. Just like Dr. Sexy. Hearing the impala’s engine he composed himself before he got his ass handed to him by his brother. “Sammy I” In the doorway his brother stood speechless at the sight of Cas. “Hello Dean.” Blinking hard he stared for a good five minutes at the solider of heaven before Sam cleared his throat. “Salad?” “Uh-yeah. Sam? Why is Cas dressed like Dr. Sexy?” “For the case, we need some medical records from the hospital and since the leviathans are on the prowl we have to be careful.” “Sure. But that still doesn’t explain why he’s dressed like Dr. Sexy.” Even though he was talking to his brother, Dean never focused his eyes off of the angel for more than five seconds. Cas, if human, would surely be red at all the attention, but remained stone still staring right back at Dean as if this was usual attire. “Dean? Are you okay? Your heart seems to be beating unusually fast. I can hear it all the way from over here.” Dean shook his head as if trying to clear his thoughts and put the food on the table before stuffing his face full of burger. “I’m fine-just hungry is all.”"Right. Well. On that note I'm going to get the fed suit on and we can check this hospital out, you coming Dean?" Once again his brother was distracted by the angel dressed as Dr. Sexy. "Dean." "Huh? Yeah sure." When he comes out of the bathroom Dean has his legs crossed and has put the bag from the fast food joint in his lap. "Bathroom's free." "Oh thank god." "You shouldn't thank my father for the modern bathroom, I believe it was a German man who invented it and the use of them." Dean began to protest but snapped his mouth shut quickly when the angel began to take off the doctors coat. "This is not as comfortable as my usual attire Sam, how much longer do I need to wear this?" Laughing as his brother runs into the bathroom "Uh not too much longer Cas, you've been a big help. I can't tell you how grateful we are. Especially Dean." "I'm not sure I understand this, but I find that I lack the emotion to care."
Fifteen minutes later, Dean emerges from the bathroom, not even dressed in his fed suit. "Took you long enough, I almost send Cas in there to check on you." There is a flicker of a blush on the freckled cheeks of the older hunter but it quickly disappears. "I left it out here, I had to use the bathroom Jesus Sammy. Are we married or something? You keeping a secret ledger on where I am?" "No" "Then get off my back dammit." "Why are you arguing about this?" "We're not arguing Cas, just what brothers do. Sides can't you just mojo yourself there to get the records?" "Yes, but this is more fun to watch." "Y'all can all go to hell." Sam laughs "We've all been to hell Dean. Wasn't that nice, don't think I'll be building a vacation home there anytime soon." Castiel, once again is confused. "You guys go ahead and check out the hospital, I've got some research to do here." "You. Do research? That's even funnier than Cas in the doctor getup." "You know you're not the only nerd in the family, Sammy." "Alright, well you stay here and "research" and Dr. Sexy and I will talk to the hospital staff" "Audios."
After they had finally left Dean heads to the bar across town. Hopefully his hookup from many years ago still worked there. Sure enough, walking into the bar he sees a light haired, chiseled man behind the counter pouring drinks. "Bourbon-straight up." "right away." Still not looking up from his task, Dean enjoys the look that flashes across Dave's face as realization creeps in as to who the stranger was. "Long time no see. What time do you get off?" Drink in hand, Dave is cold still. "I-I never thought I'd see you again, what are you doing here?" Winking he grabs the drink and downs it in one fluid motion. "You said I could top next time, well guess what. It's next time."
To be Continued...
Will Dean sleep with Dave out of sexual frustration for Cas? Or will he be rejected and have to crawl back with no sex. Find out on the next edition of The Days of the Winchesters-Dean Sexuality Explained.
Notes: Okay. that was super cheesy^, and I'm sorry. Not actually. I am sorry that I'm living in a trash can with all of my destiel and cockles fics. Hope you enjoyed this fic! You're all so beautiful ^w^