**Okay, the underwear store AU kind of turned into a two-shot. Deal with it.**
Jackson nervously opened the door behind the counter, totally naked except for his black converse and shaking with nerves. "See you at school on Monday!" Scott called playfully from the door as he, Stiles, Isaac, and Danny left to plan their first double date, each carrying his complimentary pair of underwear at Jackson's expense.
Stepping into the office, he suddenly felt totally exposed. All of the sexual feeling had left his body, despite the fact that his cock was still rock hard, and a bit of cum was running from his ass down his leg. He wished that the manager wasn't so hot, since the entire totally naked and embarrassed thing wouldn't get to him as much. But knowing that the sexy man had watched him get fucked, and now having to stand in front of him, naked, hard, and ashamed, made everything significantly more difficult.
"Mr. Whittemore," Derek said, turning around in his spinning chair to face the boy as he closed the door behind him.
"Yes, Mr. Hale?" Jackson said, avoiding eye contact, but also avoiding looking down at his cock, which was pointing at his manager from his flat, hairless pelvis.
"Do you care to explain yourself?" Derek asked, putting his elbows on the desk and resting his head on top of them. His biceps bulged in the small sleeves of the tacky red polo.
"I- I don't..." Jackson started, unsure of what to say. He settled for adjusting his weight to the other foot, trying to point his seven inches in another direction. In doing so, he realized that he also gave the manager a better view of his dick.
"I assume you know why you're in here, Jackson," Derek said, looking up and down the boy's taut, pale form.
"Yes sir," Jackson squeeked, moving his hands in front of his pelvis to try and cover himself. He merely succeeded in pushing his cock down for a moment before it sprang back, hitting him on his hard abs and making his hairless ball sack jiggle. He returned his hands to his sides.
"Jackson, you have to know that this is improper conduct for an employee of our store," Derek said, leaning forward and looking at the boy earnestly. Jackson couldn't help noticing that the man's eyes seemed to flick down toward his pelvis fairly regularly.
"Yes sir, I know, and I apologize," Jackson said.
"I don't want to fire you, Jackson," Derek said. The word made the boy's stomach drop, and he wished he at least had the defense of clothing, or even just not being erect, so that he could leave with some dignity. "But I'm going to have to punish you somehow."
"I understand, sir," Jackson said as Derek stood up from behind his desk.
The man walked over to the boy, his steps short and clipped. He stopped right next to him, facing him from the side. Jackson gasped as the man slid a finger up the boy's leg, continuing all the way to the dripping head of his cock. "I mean, we can't have our employees running around without underwear," Derek said, licking the precum from his finger.
"W-what?" Jackson said, daring to look into the man's smirking face.
"I saw you weren't wearing any underwear when that boy took your pants off," Derek said, matter-of-factly as he ran a hand down the boy's creamy, smooth back, landing at his tight ass cheeks. "We sell underwear, Jackson. You can't be going commando."
Jackson smirked back, now. "So how are you gonna punish me?" Jackson asked.
"Well for starters," Derek replied, "I'm going to have to do a daily underwear check. You know, to make sure."
"That sounds fair," Jackson said with a smile.
"I may even have to pick some out for you," Derek said, now working a finger into the boy's crack.
"Okay," Jackson said, breathless with anticipation.
"But for now," Derek said, reaching a finger into the boy's asshole, "I think I'm just gonna have to fuck you." He pushed the boy hard, making him land on the desk, bent over with his legs spread. His balls dangled between his open thighs, and his hairless hole was slightly exposed to the world.
Derek swung around to the other side of the desk so that he was facing Jackson from across the cheap table. He took off his shirt and khaki shorts to reveal a dark blue jockstrap barely covering his hairy, pale, muscular body. "These would be an example of acceptable underwear," Derek said, turning slowly and flexing his muscles to give Jackson a show. He brought his hands above his head and flexed his biceps to show off the front, making his hairless pecs dance tantilizingly. He slowly spun around, flexing his back muscles and jerking his pelvis so that his muscular ass bounced a bit. He even spread his cheeks for a moment, giving Jackson a second to see his hairy little hole.
Spinning back around, Derek walked back around the desk, satisfied with his little show. He got on his knees, preparing to eat the hole in front of him before fucking the boy. His attention was drawn downwards, however, by the thick cock dangling between the boy's legs. Jackson's cock had grown almost two more inches while his manager was showing off his body. Staring at the member, Derek felt the insatiable urge to swallow his employee's dick. Jackson, prepared to have his hole pleasured, was surprised to feel lips close around his balls. Stubble slightly scratched the underside of his hard cock as Derek fit the boy's balls into his mouth. His toes curled inside of his shoes.
After thoroughly coating the boy's nuts in spit, Derek stood, lifting Jackson onto the desk on his side. Approaching from the opposite side, Derek lied down, providing the complimentary yin to the boy's yang. He immediately swallowed Jackson's dick, the taste of his precum hitting the back of his tongue as he tried to sate the aching desire. Jackson stared at his manager's package for a moment, appreciating the form. His long cock pressed the navy pouch far past his hips, making his pubes visible. Jackson then flipped the material beneath the man's considerable ballsack, wrapping his mouth around the head of the cock. They lay, 69ing and listening to one another moan. Derek gently pumped his hips, eagerly greeting the boy's lips as Jackson moaned at his deep-throated cock. In his ecstasy, Derek barely had the wherewithal to notice the lock turning on the door.
"Fuck, quick!" Derek yelled, Jackon's cock popping out of his mouth, covered with drool. He dragged the boy from the table, yanking his own dick from the warm comfort of the boy's mouth, and stuffed him in the area beneath his desk where his legs were supposed to go. As quickly as possible, he grabbed up the clothes and threw them under the desk, tossing on only his shirt.
Matt, clad in a professional suit, entered the office to find Derek sitting at his desk, staring intently at his open laptop. He looked up, noticing the owner of the store. "Oh, hey," Derek said, smiling.
"Why was the door locked?" Matt asked suspiciously.
"A few customers came in today, thinking it was the cha-ANGING room," Derek said, jumping half way through a word as his voice raised six octaves. If he'd had the room to move beneath the desk, Derek would have kicked Jackson for swallowing his dick suddenly.
"Oh, is that why those are on your desk?" Matt asked, pointing to the blue jockstrap. Derek stared at it, realizing that Jackson must have taken them off at some point. Beneath the desk, Jackson continued to suck his manager's cock, unable to control himself around the huge member. He felt a rush at being so close to being caught, naked and sucking dick in front of the store's owner.
"Oh, I was... doing inventory, and I couldn't find where to restock those," Derek said, continuing to stare at his underwear.
"I think I know where they go," Matt said, picking them up before Derek could say anything. He made a face, looking down at the jockstrap. Lifting it to his nose, he inhale, holding them close to his face for inspection. "Huh, these smell funny. Like they've been worn. And there's a little wet spot on them."
To prove his point, Matt brought the underwear up to Derek's face across the desk. Derek blushed, inhaling the scent of his own ball sweat and precum. He nodded. "I think you're right," Derek said.
"No, really smell them, can you tell what that smell is?" Matt said, stepping around to stand beside Derek as he pushed them harder against the man's nose. Derek's face darkened to a deeper shade of red as his senses were assaulted with his own manly stink. Matt seemed unsurprised, now that he could clearly see Jackson sucking Derek's cock. He continued to press the dirty jockstrap into the boy's face. When Derek opened his mouth to protest, Matt forced the underwear past his teeth and onto his tongue. Picking him up by his shirt collar, Matt threw the man across his own desk.
"Keep sucking," he said, looking down at Jackson. Matt quickly stripped off most of his suit and shoes, leaving him naked except for his tie, and already hard. He was wearing compression underwear, so his boner hadn't been obvious beneath his pants.
Looking back at his employer, Derek gasped. The naked man wasn't particularly muscular, though by no means out of shape. He had more of a runner's physique, with a small patch of chest hair between his pecs. His curly hair matched his curly pubes, cut short in a large, neat triangle that spanned most of his pelvis, with a more wild looking trail leading up to his belly button. His penis stuck straight out from his pelvis, narrow and as straight as a ruler, making Derek's eyes widen as he beheld the 9 and a half inches. He'd never seen a cock that big before. His hole suddenly felt hot and empty, wanting only to be filled by the massive dick.
The man touched Derek's firm ass cheeks, spreading them with his fingertips as he leaned in close, spitting on the little hairy hole. He lined up the head of his massive dick, slowly pressing it against the hole. Once inside, Matt proceeded slowly, pushing his dick in inch by inch, centimeter by centimeter. By the time his low-hanging balls rubbed against the other man's, his cock had hit Derek's prostate directly and continued to slide over it, causing the man to moan uncontrollably. Pulling out equally slowly, Matt continued this process, hitting Derek's prostate and elongating the experience as he gave the boy a deep-dicking.
Derek clutched the edge of his desk, moaning with joy and pleasure as Jackson's mouth worked his cock and Matt's dick worked his prostate. The only way his feet stayed on the floor was with the help of his running shoes, which were sticking to the floor. As Matt picked up a bit of speed, their balls smacked each other, keeping time with Derek's regular moans. A few times, Jackson took the cock out of his mouth in order to lick Matt's as it went in and out of Derek's asshole.
Feeling his muscles tighten, Derek spat out the underwear. "Faster! Harder!" he roared, insisting that the man bring him to climax. Matt picked up speed, eventually pistoning the man's ass. The deep dicking still hit Derek's prostate every time, eliciting faster and faster moans. Finally, Derek's impressive dick spurted, right as Jackson took it from his mouth. Several hot loads covered the boy's chest, a few spots getting onto his face.
Matt, seeing Derek cum, tried to pull out. Derek squeezed his sphincter as tightly as he could, keeping the huge cock inside of him. "Keep going, I'm gonna cum again," Derek said. Jackson crawled out from under the desk, his aching cock needing some attention. Derek lifted himself from the desk enough for Jackson to work his pelvis beneath the man's head, laying on his back. Derek began sucking the boy's dick again, this time working a few fingers into his hole. Jackson clenched his hole around the fingers as he lifted his hips to meet the man's mouth. Jackson has trouble catching his breath, unused to such intense pleasure. He grabbed the sides of Derek's head, forcing his cock down the man's throat as he quickly came. Derek blew his wad simultaneously, this one hitting the floor.
Derek whimpered as Matt finally pulled out, telling his two employees to kneel in front of his dick. Jackson and Derek obeyed, staring hungrily at the cock as Matt jerked it. After only a few jacks, Matt blew a huge load, covering both boy's faces in several shots. They happily took the jizz, staring up at the man like baby birds. Matt stared down at the two for a moment, watching his cum drip off of their faces. Leaning down, he kissed Derek on the mouth.
"I think this is a good look for you," he said as he pulled back, smiling. "Lick your employee clean." Derek quickly set about licking his own cum off of the boy's chest before moving up to his clean-shaven face, swallowing Matt's load. Once clean, Matt kissed Jackson on the mouth, too. Taking the hint, Jackson licked off Derek's face. As he licked the cum from the man's lips, they shared a brief but passionate kiss. For a few moments, the three naked men sat in the room, happy with their new relationship dynamic.
Matt quickly put on his suit, managing to put it on before Derek could get his simple uniform together. He did have to remove the tie, however. Moving toward the door, he looked back to see Jackson naked and Derek in just his jockstrap.
"You know," he said, drawing both men's attention, "I like you guys in underwear. In fact, I think I have a new uniform. From now on, you are both to wear your sexiest underwear to work every day." All three smiled, looking forward to more impromptu visits from the owner.