Castiel hates the fact that he got Dean Winchester for the office party. Not only does he despise the whole idea of Secret Santa, but now he has to participate with the man he absolutely cannot stand. Almost to prove his feelings, Dean walks out of his office and slams down a stack of papers on Castiel’s desk. “Finish these before you leave.” Castiel clenches his jaw, trying to breathe through his anger. He glances at the clock above his cubicle. There’s less than twenty minutes left before his lunch break. This stack will take at least double that, if not more. “Oh, and I need you to look over the agenda for tomorrow’s meetings and write all of my pre notes.” Dean doesn’t even say please, or thank you, as he walks away from his assistant’s desk. Castiel can’t decide if he’s thankful for the party today or not. On one hand, he’ll have a break from strict orders and blank forms. On the other hand, he’s pretty sure Dean is going to hate his present and probably fire him. Just before he leaves for his break, Charlie stops by his desk. “Hey nerd, ready to laugh your ass off later?” She’s eating a turkey sandwich, getting crumbs all over his workspace. Castiel bites the inside of his cheek to keep from saying something. “Why would I be doing that?” “Uh, the secret santa gifts? They’re gonna be hilarious.” Charlie takes another bite, letting a whole new pool of crumbs form on the stack of papers Dean just delivered. Castiel nonchalantly brushes them to the floor. “I didn’t know that was a requirement.” Castiel awkwardly adjusts his tie. Nothing is funny about a Led Zeppelin vinyl. “Oh jeez.” Charlie laughs, shaking her head. “Don’t tell me you got a legitimate present?” Castiel blushes, shrugging. “Okay, take your break. We need to shop.” Castiel glances at the clock, then at his desk. “I don’t think I have a lunch break today.” Before Charlie can argue, Dean stops by again. He glares at Charlie. “Get off the desk.” Charlie hops off, giggling. She’s the only one who doesn’t care if the CEO is pissed. “Castiel, if those aren’t finished by the party you’ll be coming in this weekend.” Once Dean is safely back in his office Castiel sighs. “I’m going to look like an idiot.” “No.” Charlie takes the last bite of her sandwich, looking up at the ceiling in thought. She gets a mischievous smile and turns to walk away. “Where are you going?” Castiel yells after her. She turns around and smiles. “I’m going to take my break. I’ll pick up your person something funny for you.” Castiel sighs and reaches into his wallet, pulling out a twenty. “Here, take this.” Charlie snatches it and laughs a little. “Who did you get?” Charlie asks quickly, wanting to make sure her idea will fit. Before Castiel can answer though his phone starts ringing. He answers it quickly, not wanting to get in trouble. Charlie waves it off anyway, sure that anyone in the office would find what she has in mind funny. >>>> Later, when everyone is a little giggly from eggnog and sugar, Castiel watches Dean open the present. Charlie’s eyes are wide, since she gave up trying to switch the tag on it twice. Castiel’s hands are shaking, ignoring Charlie’s fourth whispered apology. He glances at her while he listens to the crinkle of wrapping paper. “Let it go.” He whispers. He already knows he’s going to get fired. There’s no point in bothering with it now. The room erupts in laughter and Castiel turns to look. Everyone is wearing broad smiles, except Dean. He’s holding a plastic box, with a clear front. When people start to register his reaction they stop smiling. Castiel bites his lip, thankful it’s an anonymous secret santa. It’s almost like Dean knows though, the way he looks up at Castiel. Finally, his lips spread into an almost evil smile. “Funny.” He says quickly, winking at Castiel. Everyone starts laughing again, feeling more confident. It isn’t until the rest of the gifts are distributed and Castiel is back at his desk that he realizes anything is wrong. At first it’s just a few glances from Dean, nothing too harmful. Then Dean comes and stands behind him for a full five minutes, watching him write out the notes for tomorrow’s meeting. He swears he feels a finger lightly touch the back of his neck, but chalks it up to a breeze. Ten minutes before the end of the day Dean calls Castiel into his office. Castiel walks in slowly, shaking. The box is sitting in the middle of Dean’s desk, staring him down. “I wanted to discuss a few things with you, Castiel.” “Oh.” Castiel isn’t sure if he should stand or sit in the leather chair in front of Dean’s desk. Dean takes a seat on the desk, gesturing for Castiel to sit across from him. “Okay.” When Castiel is settled Dean shifts slightly, bringing himself a fraction of an inch closer to Castiel. “Do you know why I do the office parties, Castiel?” “No, Sir.” “For morale. I like to make the environment as comfortable as I can, without hurting productivity of course.” Dean picks up the box, gently holding it in his lap. “I make sure my secretary keeps tabs on who gets who.” “I thought-” “That it’s anonymous?” Dean asks, laughing. His green eyes shine with mischief. “Of course not. If someone ended up without a gift, I would need to know who to punish.” “Dean.” Castiel stops, clearing his throat. “Mr. Winchester.” “Is there a particular reason you chose to buy me this, Castiel?” “The presents were meant to be funny.” Castiel whispers, staring at the box like a grotesque train wreck. “Correct. That’s why ugly sweaters were exchanged. And a whoopee cushion. A pair of granny panties.” Dean shakes the box softly. “Nothing like this though.” “I’m sorry, Sir.” Castiel wants to drop Charlie’s name so bad. He wants to blame her quickly and wipe his hands of the whole mess. “You’ll be staying after work today, to finish the reports, I assume?” “Yes, Sir.” Dean glances at his wristwatch, smiling at the time. He can see people filing out of the office, each person making them more alone. “Do you find me attractive, Castiel?” Castiel isn’t sure how to answer. In a normal context, with him as his boss, Castiel hates Dean. But right now, the way he’s looking at him. Or the way he sometimes catches the Dean biting his lip during a meeting. Or the way his voice gets soft when he talks about something serious. Dean’s not so bad. Not bad at all. “Umm.” “I think you do Castiel.” Dean hands him the box, despite the fact that Castiel wants nothing to do with it. “The question is. What are you into?” “Excuse me?” “Do you want to use that on me, Castiel?” Dean clears his throat, leaning forward. “Or do you want me to use it on you?” >>>> Twenty minutes later, Castiel is bent over Dean’s wooden desk. The hot pink vibrator is shoved up his ass, turned on the highest setting as Dean adjusts the tie wrapped around his wrists. Castiel is begging to be touched. Begging to come. But Dean refuses to budge. He just keeps kissing Castiel’s bare back. His ass. The top of his thighs. Castiel’s legs are shaking, trying to keep himself standing. “You’re so good for me, Castiel.” Dean’s voice is low, the words vibrating along Castiel’s skin. Castiel closes his eyes, thanking anything high and mighty for Charlie’s weird sense of humor. Dean’s hands find the vibrator, pulling it slightly out before slamming it in again. “Such a perfect present, Castiel.” “Thank you, Sir.” Castiel feels Dean slowly start pulling the vibrator out. He whimpers at the loss, but only for a moment. Then Dean is inside him, filling him past where the pink silicone could reach. The tip of his cock stretches just the right way, brushing against that bundle of nerves that never fails to earn a moan. Dean hits the spot over and over again. “I’m gonna come.” Castiel says through gritted teeth, trying his best to hold himself together. “Go ahead.” Dean leans across his back, pressing his chest against it. “Besides, this won’t be the last time we’re in this position. Don’t want your present to go to waste, do we?” “No, Sir.” Castiel feels Dean’s soft hand wrap around his cock, pumping it hard and fast. “Come for me Castiel. Come for me like the good little boy I know you can be.” With those words Castiel falls apart, spraying the side of Dean’s desk with white. Dean follows him with a few more erratic thrusts, breathing hard. When they finally pull apart, Dean undoes Castiel’s wrists. Castiel stands up quickly, taking a few tissues from Dean’s dispenser on his desk and wiping himself off. “I can finish those reports for you by morning. I’ll take them home.” Castiel pulls his pants up and begins buttoning his shirt, wanting to leave before he can be dismissed. Dean stops him with a soft touch to his elbow. “Castiel.” Castiel looks up, giving him his best fake smile. “This wasn’t that. This wasn’t something wrong.” “Dean, it’s fine.” “It’s not.” Dean rubs out a wrinkle in his tie, then wraps it around his neck. “I’ve wanted to do that for months.” “Oh.” Castiel isn’t sure what to do. He stands awkwardly next to the desk he just got fucked over. “Come out with me this coming weekend. Spend some time with me.” Dean laughs nervously. “I know I seem like a tyrant here, but I’m not terrible outside of work. I try to be a decent human being.” “Okay.” Castiel walks to the door, his whole body shaking. How did he go from dreading this day to gaining a possible boyfriend? “See you tomorrow.” “Yeah. Of course.” Dean follows Castiel out, watching as Castiel stops by his desk and grabs the stack of papers. Guilt churns in Dean’s stomach at the thought of Castiel staying up all night working. The idea sticks with him through his car ride home, and his one man dinner. It sticks with him all the way until ten pm, when he looks through the company files to find Castiel’s address. He’s not sure who’s more surprised when he shows up on Castiel’s doorstep, holding his briefcase and a bottle of red wine in hand. “I thought you could use some company.” Castiel has a pencil tucked behind his ear, his black hair sticking up in five different places. He’s still in his work clothes, all rumpled and tired. “That.” Castiel says, smiling. “Would be great.”