Stiles stood in front of the floor-length mirror in his room, sliding his white-sleeved arms into the black dress jacket Scott lent him, and pulled on the edges of the material, bringing it together in the front before working on the buttons. His hands shook a bit as he fastened the knobs, one by one.
"Why am I so nervous, it's just a job. One I'm getting paid handsomely for, so I better not fuck this up." He gave himself a pep talk, as he eyed his appearance in the mirror, making sure everything looked presentable, running a hand to smooth the sides of the jacket down.
He leaned down to grab his black tie off the bed just as a loud knock on the door, echoed in the apartment.
Stiles whipped his head around towards the sound. "Shit, he's here early."
The teen quickly wrapped the tie loosely around his neck and grabbed the invitation off his bed before heading out into the living room to answer the front door.
He pulled it open to find Mr. Hale looking down at his phone sending a text before moving his green eyes up to meet Stiles's brown ones, giving him a small smile while sliding his cell back into his jacket pocket.
The older man was also sporting a plain black dress suit, the expensive version. The teen's polyester hand-me-downs were nothing compared to Derek's fancy wool suit, which made him look like a damn GQ model.
He looked like a million bucks, and here Stiles was, dressed in common work attire trying to pretend he belonged in the same world.
Derek observed the teen, taking his appearance in, starting at the boy's shoes, and slowly working his way up. He smirked amused once his eyes reached Stiles slicked back hair.
"You gelled your hair."
"Yeah, well. The event seemed pretty fancy. I didn't know if I would be kicked out if I went with my messy locks." The teen stressed, as he fidgeted a bit in his spot, finding it hard to stand still.
Mr. Hale shook his head in understanding, his amusement still present. "It's just a dinner Stiles, not a ball, but I appreciate your effort."
The teen shrugged and placed his hands into his pockets, not sure what to do with them, "Uh, sure. Shall we go?"
"Yes. Showing up tardy would not be a good look for me, being the face of the company and all. Let's go."
The pair headed downstairs without a word. As the front entrance doors opened Stiles's mouth fell open to see a driver in full uniform, cap, and all, standing by an open car door of a black limo that was parked right in front of the building.
"Holy crap." The teen voiced under his breath.
He watched in awe as Derek entered the vehicle first, acting as if it was nothing.
"Sir." The driver greeted, as Stiles slowly walked closer, taking in the full experience before bending down and entering the car himself, as the door was shut behind him.
He leaned back in his seat enjoying the look and feel of the spacious, luxury ride.
"Jesus, who are you? Batman?" The teen commented, as his eyes lit up with delight with every new detail he came across, the leather seats and marble interior surface, the fully stocked minbar, a remote to control lighting, seat warmers, music, and the temperature in the backseat.
Mr. Hale let out a light chuckle. "Hardly, I'm not that interesting. The Limo is a company car. Just one of the perks of my job."
"I would say so." Stiles voiced moving his eyes up to come across yet another discovery, twinkling lights that looked like tons of little stars lighting up the darkness of the car like a night sky.
"Drink?" Derek asked, grabbing the teen's attention.
Stiles looked over to find the older man holding a glass of hard liquor out towards him.
"Thanks, but uhh, I'm not old enough." He replied with a slight frown.
Derek shrugged his shoulders, "I won't tell if you don't. Besides, it will help calm your nerves."
"Ok, thanks," Stiles said taking it willingly, bringing it up to his lips as the limo started to move down the street.
He let out a cough and winced a bit as the alcohol slid down his throat.
"It's a bit strong. How do you bear the stuff?" The teen asked, watching amazed as Mr. Hale downed his drink in no time flat, without as much as a cringe.
"You get used to it. The more you drink the smoother it becomes."
Stiles eyed the brown liquid before bringing it back to his mouth.
"Man, I can only Imagine all the fun you had in here."
"Using company property for anything other than work-related ventures is frowned upon. I'm a professional man, I never used it in such a way." Derek confessed, before pulling out his phone to text someone.
"Huh. That's a shame." The teen replied taking another sip of his drink.
The older man stopped texting intrigued and turned to face him, "Why is that?"
"Because, the fear of getting caught and doing forbidden things is part of the appeal," Stiles said confidently, as Derek watched amused as the teen downed the rest of his drink.
"You know, after you get used to this stuff, it's not half bad."
"So, if you could do anything you wanted in here, what would it be?" The older man asked curious.
Stiles looked up to the ceiling as he thought the question over, before turning to meet Derek's intense eyes.
"Anything and everything physically possible. Why waste such an opportunity? Can I have more?" He asked holding out the crystal glass cup.
"I think you had enough," Derek said, taking the cup from the teen and setting it back down on the marble countertop.
Stiles frowned at this. "I only had one."
"That's all it takes. I don't need you showing up drunk at this event. It's not a good look. Plus, there will be alcohol there. You need to pace yourself."
Stiles let out a sigh. "Okay, fine." He brought his attention to the views outside as they passed by different buildings.
Mr. Hale went back to his texting and that's the way it stayed between the two, quiet in the backseat as they continued on their way to the event hall.
After twenty minutes or so, the car pulled over to a stop. "We are here, Sir." The limo driver informed Derek.
"Thank you, Jeffery." He said calmly, placing his phone back into his pocket, as the driver got out of the car and walked around to the side.
"Jesus." Stiles voiced, eyeing a red carpet and a backdrop of The Hale Enterprises logo and name stamped all over it as a design, that led to the grand-looking building.
A couple of well-dressed people stood in front of it, posing for pictures, as a bunch of paparazzi snapped shots on the other side.
Stiles felt like he was about to enter some extravagant reward show, like the Golden Globes. And all of his liquid courage left his body.
"You, Okay?" Mr. Hale asked, as his driver came over to Stile's side, opening the door.
The teen glanced back at Derek, looking like a deer in headlights. "You didn't mention the cameras."
"Oh them, it's just a promotional thing for the company. Don't worry, no one you know will see the pictures. They are only posted on the work website event page, to show that our company can be fun and that we have a family atmosphere. Apparently, clients new and old love to see a family-oriented work environment."
"Oh, ok. What do I do in front of the cameras? I mean, is there a certain pose you're looking for? Are we supposed to hold hands, kiss, or, act like we don't know each other?" Stiles asked unsure.
"I'm not big on the PDA stuff, nor do I care for the questions likely to follow it. Just stand next to me and smile like you're having your school picture taken. No goofy shots." Mr. Hale instructed.
Stiles nodded, "Okay." And made a motion to get out of the car, when Derek grabbed his arm stopping him.
"Hold on."
Stiles looked back at the older man in confusion, as he leaned in closer, and the teen's breath caught in his chest.
Is he wanting a kiss? And why am I suddenly so nervous to be physical with the guy? He wondered silently to himself as Derek got into his face, placing his hands around the boy's neck.
Stiles licked his dry lips expecting the older man's mouth to land on his shortly after, but that never happened.
Instead, Derek's hands grabbed the slack tie around the teen's neck, and began tying it.
"There, perfect." The older man voiced, as he stepped back to view his work.
Stiles couldn't help but feel a bit disappointed. He was hoping for a distraction from the nervous energy he was feeling, and a nice, mind-blowing kiss sounded like a pretty good one. He would take basically anything at this point to not think about all the eyes and flashing lights that were soon to be on him.
"Oh, thanks. I don't wear ties often." He said, glancing down at the securely tied material around his neck.
Derek grabbed the edge of Stiles's chin and lifted it up so that the teen met his gaze. "Relax. We got this." He said with a small smile, brushing his thumb sweetly against the teen's chin before letting go, and getting out of the car.
Stiles sat there stunned by the interaction, staring straight ahead into the car as if in a trance, confused by the intimacy of the moment they had just shared, and the shiver that ran down his spine at the older man's touch.
"Come on, let's get this over with?" Derek voiced by the door, extending his hand out to the teen to help him out.
Sounds of cheers and Mr. Hale's name being called out could be heard as he put on a killer smile, showing off his pearly whites, waving to the men and women holding cameras as he walked the red carpet.
The teen stayed close to him but not too close to make it awkward. The pair took a few pictures smiling next to each other with Derek's arm around Stiles's shoulder for a group shot, and then Stiles stood off to the side, allowing Mr. Hale to take a few solo frames in front of the backdrop, giving the thumbs up gesture.
Once done, he waved the photographers off and headed over to Stiles as they made their way to the main entrance of the event hall, handing their invitations to the person out front before being allowed into the dining area.
The white room had a nice warm glow from the soft yellow lights. There were crystal chandeliers hanging above and beautiful flowers that sat on each round table with a white decorative silk cloth. There were white chairs as well, with fancy silverware, dishes, and cups placed on each table. It looked more like a fancy wedding venue than a work function. The waiters and waitresses were even matching the theme with black work suits with bow ties and simple black dresses, to compliment all the well-off people in the room.
Stiles never felt more like an outsider in his life. Worried he might say the wrong thing, he stuck to Derek's side like glue, as the older man moved around the crowds greeting people and socializing with his mutuals.
Mr. Hale made small talk with some of his colleagues before turning his attention to the teen by his side.
"Stiles, I would like you to meet Boyd, he runs our finance department. Boyd, this is Stiles, my uh, plus one."
A tall, well-built brown man with a buzz-cut head, sporting an intimidating hard expression, and stiff form, looked back and forth between Derek and the teen before focusing on the younger one.
"Nice to meet you, Stiles." He said, his hard demeanor cracking instantly as he broke out into a big toothy grin, bringing out a hand to shake.
"Likewise." The teen replied, giving a small smile back, before taking the man's big hand in his.
"Oh, and this is my secretary, Lydia. I believe you two have met, briefly." Derek went on, gesturing to the red-haired woman who was standing nearby.
"Lydia, hey." The teen voiced relieved, giving the lady a wave, happy to have known at least one person at the function other than Derek.
"Charmed, I'm sure." She said in a bored tone, looking out in the distance as she put a loose lock of her red hair behind her ear.
"So, what's up?" Stiles asked, trying to make conversation.
"I'm getting a drink. I would ask if you wanted one, Stiles, but honestly, I don't care and I'm not working tonight." Lydia retorted, giving the teen a snotty smirk before walking off in the direction of the champagne.
"Well, she seems nice," Stiles said sarcastically, frowning a bit.
"She'll open up once she gets to know you. She acts all tough but it's just an act…for the most part. Excuse me, I see a beautiful blonde I need to go talk to." Boyd announced as he headed out into the crowd.
Stiles watched as the man walked over to a tall, dirty blonde lady with an hourglass shape, who looked like a model.
"That's Boyd's wife, Erica. They have been together for five years now and still act like they are madly in love." Derek voiced, coming up from behind, and handing the teen a glass of champagne.
"Sweet, sweet. Lydia hates me, right?"
Mr. Hale shrugged, "She hates everyone. It's kind of her MO. You'll get used to it. Come on, let's go sit."
Stiles followed him over to a table where some people were sitting, and took a seat next to Derek and Boyd.
"That's Isaac towards the end of the table," Derek said, gesturing to a tall and skinny, short curly sandy brown-haired guy.
"He's pretty reserved and keeps to himself most of the time. He works on the security system for our computers."
Stiles nodded along, not sure why he needed to know what everyone's job was, but figured Mr. Hale being work-enthused probably didn't have much else to say about these people, and struggled to have a conversation non-work-related.
"Sorry, I'm late. Traffic was a bitch, you know." A somewhat attractive man looking slightly older than Derek said, chuckling with a way younger brunette lady, stuffed in a tight dress with her big boobs practically busting out, and her arm entwined with his.
If Stiles didn't know any better, he would have thought the woman was an escort, being paid for her time, much like him.
"Who's that?" The teen asked as the man with blue eyes and short brown hair walked over to the table taking a seat along with the cheap-looking woman next to him.
"That's Peter. He runs the business in our downtown area."
"And the woman?"
"His flavor of the month." Derek voiced with distaste.
"Hello Nephew, you look rather gloomy as usual," Peter said amused from across the table, looking directly in Mr. Hale's path.
The teen looked back and forth between the two men, confused.
"Oh yeah, and, he's my uncle." Derek added dryly.
"Nice to see you too, Peter." He replied, forcing a smile.
Stiles took notice of Mr. Hale's discomfort around his uncle. Clearly, the two were not close. Although curious, the teen decided not to ask about it. It was none of his business anyway and he was there to do a job, that was it. If Derek felt the need to tell Stiles he would.
Everyone at the table ordered their meals before breaking off into separate conversations.
Peter humored his date, Isaac kept to himself, and Lydia went back and forth between fixing her lipstick and having girl talk with Erica.
Boyd took the time to chat with Stiles, trying to get to know him, as Derek started a work-related conversation with one of his clients who came over, taking a chair next to him, and asking for some legal advice.
"So, do you two hang out outside of work?" Stiles asked Boyd, gesturing between Mr. Hale and him.
Boyd chuckled glancing over at the older man who was busy in his own chat, before turning his attention back to the teen, "We used to, back in the day, before he became the CEO of the company. We went to the same college together." He answered, smiling at the thought as if it brought up some pleasant memories for him.
"Why did you stop?" Stiles asked, arching an eyebrow, and resting a hand under his chin, curious to know more.
He watched as a sad look quickly flashed across the man's features before a forced smile covered his face.
Boyd glanced back over to see Derek had finished his conversation and was now listening to their chat.
"Well, you see, Derek here, is such a workhorse. I don't think I ever met someone as dedicated to their craft as him." He voiced, patting the older man's shoulder as he spoke.
"Well, thank you, Boyd, I'll take that as a compliment." Mr. Hale humored, lifting his champagne up as if to toast, before bringing the alcohol to his mouth and taking a sip.
"Well well, if it's not Boy. Long time no see." Peter mused, coming over.
Boyd looked up at him in annoyance, "It's Boyd."
"Yeah, that's what I said." The older man replied, quickly glancing over at the teen but not caring enough to introduce himself, as he turned his attention to his nephew, leaning down next to his chair.
"Nephew, are you ignoring me?" Peter asked playfully next to Derek's ear, draping an arm around his shoulder.
"No, Peter. You know I would never do that." He responded somewhat annoyed.
"Good. Now, come and meet my new girl."
"I rather not."
"Oh, come on, it will take all but two seconds. I know you will love her." Peter insisted.
"Okay, fine," Derek said, as he got up from his spot, giving Stiles an apologetic look before heading down to the end of the table with his uncle.
Stiles watched as Mr. Hale went to shake hands with the lady, who looked like a real-life Bratz doll with her fake boobs, big filler lips, and cat eyes, and started up some small talk.
"You know, I'm actually surprised Derek has time to meet anyone with his busy work schedule," Boyd stated, eyeing the teen curiously, truly taking in the boy's appearance for the first time of the night.
"You and me both." Stiles agreed, before raising his glass of champagne to his lips and taking a sip.
"How old are you, anyway, if you don't mind me asking?"
"Nineteen." The teen voiced without thinking.
"What?" Boyd blurted out in shock.
Derek walked back to his seat hearing bits of the conversation and quickly added, "He's joking. He's twenty-one."
"Oh, good to know. For a moment I thought he was underage." Boyd said resting a hand on his chest.
Stiles let out a forced chuckle. "Haha, yeah, that would have been awkward, huh."
"I'll say."
"Sorry, Boyd, he's a big joker, this one. I should have warned you." Derek said shooting a warning look over in Stiles's direction.
"Well, one thing is for sure. He will definitely keep you on your toes at your old age of forty."
Stiles choked on his drink in surprise. He knew Derek was older, but he never thought he was that, much older than him. Derek truly was a Sugar Daddy.
They both turned to face the teen in question.
"It went down the wrong pipe," Stiles answered as he cleared his throat.
"Let's get one thing straight, I'm thirty-nine. I do not turn forty until the end of the year," Derek clarified.
"Okay, fair enough. So, where did you two meet?" Boyd asked curious.
"Oh, you know, the club," Stiles said casually.
"The Club?"
"He means the Garden Club," Derek quickly responded.
"Uh-huh, that's right. I'm a big gardener." The teen chimed in.
Derek covered his face in his hands, feeling at a loss for words.
Boyd's once serious expression broke, as he busted out in laughter, causing Stiles and Derek to force a laugh.
"Oh, this guy's a trip, Derek. You should bring him around more often. Maybe then you would actually loosen up more."
Stiles raised his glass up in the air. "Here's to hoping."
Boyd and the teen shared another snicker before sipping their drinks, as Derek rolled his eyes and grumbled under his breath.
Stiles continued chatting with Boyd about random things and at some point, Erica joined the conversation as well.
Once dinner was served everyone was quiet, enjoying their meals, and before Stiles knew it, the event was over and the teen came out unscathed, with a possible new friend, or two.
"Geez, that went a lot better than I thought." Stiles voiced as he walked to his apartment door loosening up his tie.
Derek stood nearby quietly, deep in thought.
The teen took notice and came up to him.
"Earth to, Derek, come in, Derek." He said waving a hand in front of the older man's face.
Mr. Hale gave him an irritated look as he met his eyes, "What the hell was that?" He snapped.
"What? I just did what you asked of me. I came, I saw, I conquered. Come on, high five." Stiles voiced enthusiastically, lifting his hand up in the air, waiting for Derek to slap it with his own in victory.
"Dude, don't leave me hanging." The teen added, noticing the other man was not moving a muscle.
Derek eyed him sternly, as Stiles brought his hand down and tapped his flat palm on one of the backs of Derek's manly ones that hung off to his sides.
"Yay. Ok, we'll work on that." The teen stated, trying to lift the older guy's grumpy mood.
"You completely humiliated me." Derek voiced.
"No. I helped you. I entertained your work crew." The teen argued, standing in front of his doorway.
"Yeah, at my expense. And you completely told Boyd your real age. Do you know how bad that could have been, if I wasn't there to fix your mistake?" Mr. Hale spat, folding his arms into his chest.
"You seriously need to loosen up. Do you wanna come in and have me suck your dick?" Stiles suddenly asked.
"Wha…no?" Derek voiced feeling uncertain, mentally fighting with himself on the matter.
"You sure?" The teen asked, smirking, seeing the man's hesitation. "I'll let you pull my hair and gag my mouth with your big cock."
"Fuck you, I'm leaving." Mr. Hale retorted, turning around on his heel to go.
"Ok, then. Suit yourself." Stiles said with a shrug before spinning around to face his door and bringing his key out to unlock it.
Just as the teen got his door open, he felt a hand on his back pushing him inside hurriedly and he turned to find Derek shutting the door behind them.
"Uh, you could have just said yes."
"Shut up." Mr. Hale ordered, swiftly pushing Stiles's head down making the teen get on his knees, out in the living room, not even bothering to go into the boy's personal bedroom.
Luckily, Danny was away at work, helping Stiles avoid a possible awkward moment. He had the place to himself.
The teen slid his hands up the older man's pant legs, teasingly slow, making his way up to the fastened buttons on top.
Feeling overheated, Derek took his jacket off and flung it on the couch before swatting the teen's hands away and moving his own frantic hands to his dress pants, unzipping them, and quickly pulling them down his hairy legs, letting his hard leaky cock out.
"My, my, someone's needy." Stiles teased, watching with hungry eyes as the older man's cock twitched in need, as the pinkish-red tip oozed a clear sticky substance, that hung off of it like drool.
"Stop talking." Derek voiced harshly, pushing his swollen cock up against the teen's mouth, coating his lips with precum before sliding his heated flesh into the boy's mouth roughly, making him gag right away.
"Stop talking and start sucking." He panted out as he began to move his hips forward, thrusting in and out of Stiles's warm, wet mouth.
"Oh fuck." Mr. Hale groaned, taking hold of the boy's once slicked-back hair, which now looked like a mess of loose strands as he began tugging on the end of the locks, as the feeling of pleasure rolled through him like a wave.
The teen adjusted his mouth, relaxed his throat as best as he could, and placed his hands on the outer side of the older man's tone thighs, taking in more of Derek's cock in as he slid his mouth in and out, in a bobbing motion.
"Uhhh, fuck. yes. Mmmm, just like that."
Stiles moaned against his cock, letting the sensitive flesh vibrate against his lips.
"Ye, yes, don't stop." Mr. Hale gasped as he picked up speed and closed his eyes.
Stiles took the older man's swollen balls in his free hand and began massaging them. Adding another level of ecstasy to the mix.
Derek's eyes popped open and he tensed up, as his hips bucked wild. "Uhhh shit, I'm, I'm cumming!"
A rush of thick liquid shot down the boy's throat and the teen greedily swallowed all of Mr. Hale's cum down in one big gulp, before pulling back with a pop, watching as Derek's once massive cock deflated into a limp, sleepy limb that the older man weakly tucked back into his pants as he pulled them up. Mr. Hale then leaned against the door for support, as he worked on his breathing.
"Feel better?" Stiles asked, looking up at him with an amused smile on his lips.
Derek met the teen's playful gaze momentarily before standing up straight and fixing his wrinkled suit.
Stiles stood back up as well and grabbed Mr. Hale's jacket off the couch, handing it back to him as the man walked out the front door, still a bit shaken up.
"I'll…" He started to say.
"I know, text." Stiles finished for him.
Derek nodded somewhat lost for words before making his way out of the building, and headed back into the back seat of the limo, before his fellow driver, Jeffery, took off down the street in the dark of the night.