Work Text:
Teen Wolf || Stackson || Lockerroom Loss (of Virginity) || Stackson || Teen Wolf
Title: Lockerroom Loss (of Virginity) – The Alphas of Stiles Stilinski/Stiles Summer Stories 2026
TW Disclaimer: All rights reserved to Jeff Davis and MTV. This fanfiction on the other hand is entirely mine. No money is made with this, though reviews are more than welcomed.
Tags: m/m, alpha/beta/omega dynamics, Jackson Doesn’t Leave, explicit intercourse, anal, knotting
Main Pairing: Jackson/Stiles
Teen Wolf Characters: Mieczysław 'Stiles' Stilinski, Jackson Whittemore, Danny Mahealani
Writer’s Month Prompts 2026: message + hall
Summary: When Danny offers to take Stiles’ virginity in the locker room, he only does so rile up his best friend, because Jackson’s pining for Stiles was really getting unbearable. It works.
Lockerroom Loss (of Virginity)
The Alphas of Stiles Stilinski/Stiles Summer Stories 2026
Danny’s life had turned pretty wild in the past year. When Scott McCall suddenly became a star athlete, miraculously cured from his asthma, and both him and Stiles started hanging out with Danny, Jackson and Lydia, he was confused. And when Stiles and Scott kept talking about werewolves in class or in the hall at school, Danny at first thought it was some online role-play.
But then Jackson started behaving strange. And then Lydia started behaving weird too. And then Danny started dating a werewolf and things started to slot into place and made a lot more sense.
He gave Jackson hell for it, obviously. The two had been best friends since kindergarten, why would he think he needed to protect Danny by pushing him away, instead of telling him? Jackson was still making up for it, mostly with shopping trips and paying for Danny’s favorite Armani things. Dating a werewolf was already expensive enough, he could outsource his shopping expenses to the guilty werewolf best friend. Besides, Jackson could use the distraction.
As long as Danny had known Jackson, it had been Jackson and Lydia. A package deal. She’d had a wedding album since first grade. They’d been on and off since third grade. Danny had really thought they’d be trice divorced and remarried by the time they’d have their ten year high school reunion. But it was over now. For good, this time.
Lydia was happy with Aiden. She’d done a lot of rebounding over the summer, and then the twins moved to Beacon hills and Danny snatched up Ethan, while Lydia took Aiden. Danny had honestly expected that to be a more devastating blow to Jackson, but it turned out that Lydia wasn’t the only one who had moved on. No, Jackson had his eyes on a certain omega.
Which was also new. Lydia was a beta and Jackson had usually gone for betas. But then the bigger shock was who it was. Stiles Stilinski. The boy Jackson used to bully in kindergarten. The loud, obnoxious, flailing mess Jackson had complained about for years. The very same who had taken Lydia to prom and seemed to have been in love with Lydia as long as Jackson and Lydia had been together. But apparently, somewhere between the restraining order and the new school year, Jackson had discovered a new side of Stiles. The one fiercely protective of his pack.
Now that Danny was in the know, he’d seen it first hand. How protective Stiles was of the Hale Pack. For not being a wolf, he seemed to have the strongest werewolf instincts, ironically enough. And apparently Jackson had spent all summer bonding with the pack and learning how to be a real werewolf. He’d also befriended Erica and entered some strange mortal nemesis thing with Isaac. Befriending Erica had gone a long way in growing closer to Stiles, who was usually found in the company of Boyd and Erica. Something about a basement.
The point was: Jackson Whittemore was in love with Stiles Stilinski. And it was annoying.
Because Danny had never seen Jackson pine before. Jackson and Lydia had been a done deal for so long, Danny had forgotten what Jackson was like when he wanted someone he didn’t have yet. And it was getting old real quickly. The stares, the growls, the possessive posturing, the utter lack of just using his damn words and telling Stiles. Danny was so done with it all.
Quite frankly, Danny even thought Stiles may be good for Jackson. Lydia and Jackson had always needled each other on, Jackson and Stiles did the same. But where Lydia would flinch away hurt, Stiles bit back harder. Danny really thought that Stiles might be better suited to rein Jackson in.
But for that, Jackson needed to get his head out of his ass and do something about his feelings.
“I need to have sex. Like right now,” Stiles sounded actually desperate. “Someone needs to have sex with me like today. Someone needs to sex me right now!”
Well, if that wasn’t perfect timing. Danny closed his locker and grinned as he watched Stiles flail. Boyd and Scott both looked fond and exasperated at Stiles, while the omega looked wide-eyed.
“Alright, I’ll do it,” Danny leaned in and met Jackson’s eyes over Stiles' shoulder.
“What,” Stiles stared at him with those doe-eyes of his, and he wasn’t the only one staring.
“Come to my place at 9. Plan to stay the night. I like to cuddle,” Danny winked.
“Oh,” Stiles blushed brightly. “That was so sweet. ….Are you kidding?”
“Yes, I’m kidding,” Danny chuckled when he saw the murderous look on Jackson’s face.
“Okay, you know,” Stiles pouted. “You don’t toy with a guy’s emotions like that, Danny.”
Sometimes, Danny did wonder if Stiles was aware of how pretty he was though. The doe-eyes, the pout. Sure, the rambling could get annoying in Danny’s opinion, but even that had charm. If Stiles would start to utilize those natural weapons of his, he’d have alphas fawning at him. As it stood, Danny needed to bait Jackson into finally acting on his feelings. He wondered if this would do the trick. The reminder that someone else may just up and snatch Stiles before he had a chance to.
/beak\
Jackson might actually hate his best friend. Why would Danny say these things to Stiles? Jackson ground his teeth together, his claws scratching the metal of the locker door. He needed to stay back to calm his wolf down as it reared its head, possessive and offended that another alpha would be snooping around his omega. Even if his logical, human brain knew that Danny was sending him a very clear message and was baiting him on purpose, the wolf didn’t understand it.
“...You okay, Jackson?”
Jackson closed his eyes and breathed deep, trying to calm down. Stiles staying back too was not helping. The omega smelt so good. So sweet and delicious, it made Jackson salivate. It was also stupid. He used to find the scent of omegas unpleasant – too sweet. But ever since he’d become a wolf, Stiles was pretty much the most delicious thing he could imagine smelling. Was it just the wolf? It had been a more gradual thing, over the summer. Ever since he’d spent time with the pack, which also meant spending time with Stiles. Getting to know Stiles. Getting to like Stiles.
“He—ey, dude. Let’s, uh, put those away?” Stiles stared at him wide-eyed. “What’s wrong? Like, it’s not even close to a full moon. And training wasn’t bad either, right?”
Jackson’s hand curled tighter around the side of his locker door, until the metal was creaking. Stiles’ eyes widened and fuck had nobody ever told him to stop looking like prey in front of a werewolf?
“Seriously, what is gotten into you?” Stiles frowned.
“You are driving me insane,” Jackson growled annoyed. “You can’t just walk around loudly asking for someone – some random person – to take your virginity like that, what is wrong with you?”
“Slut shaming a virgin seems extra mean,” Stiles pointed out and wrinkled his nose. “Calm down, Jackson. I’m just trying not to die, you know? Everyone is so—o sweetly paired up. Only the virgin omega nobody wants to touch remains a prime target for the virgin sacrifices.”
“That’s not true,” Jackson growled softly.
“Yeah, it is,” Stiles cocked an eyebrow. “These are definitely virgin sacrifices-”
“That nobody wants to touch you,” Jackson corrected, forcing the words out. “It’s not true.”
“What,” Stiles frowned confused at that. “What are you talking abo-”
Jackson cut him off by pulling him into a bruising kiss. For a long moment, Stiles remained frozen in his grasp and Jackson was about to let him go when Stiles’ fingers curled into his jersey and pulled Jackson closer, deepening the kiss. It was clumsy and a little awkward, but fuck did it feel good to have Stiles practically melt under his touch. He backed the omega against the closed lockers. Stiles gasped into the kiss, which gave Jackson the opportunity to plunder his mouth.
“What the fuck, Jackson,” Stiles gasped out when the kiss broke.
But Jackson was already tugging on Stiles’ shirt. The omega was more than eager to help him get rid of it and he pulled Jackson’s jersey off just as eagerly. Jackson kissed him again.
“I want you, Stilinski,” Jackson glared at him. “You made me want you. You, with your… your caring and sarcasm and your fucking distracting mouth, god.”
Stiles made a confused noise but then Jackson was undoing his fly and Stiles was distracted by his pants being pushed down to his knees. “Fuck, you are serious about this.”
“Yes,” Jackson dragged his lips down Stiles’ throat. “Nobody else is going to get your first time. Nobody else is going to touch you. You’re mine, Stilinski.”
“Creepy and yet somehow hot,” Stiles muttered stunned, his arms around Jackson’s neck.
He gasped surprised when Jackson picked him up, pinning him against the lockers but wrapping Stiles’ legs around his waist in a way that allowed Jackson to reach the omega’s hole. With one hand digging into the plump of Stiles’ ass, his other hand reached for the omega’s already slick-wet hole. He slipped a finger in, thrusting a couple of times before adding a second. The omega was soon a moaning mess, rocking against Jackson’s fingers.
“Fuck, you’re hot,” Jackson gasped. “Look at you, all flushed and pretty, and the noises you make.”
“Shut up, Jacks,” Stiles groaned, looking flustered. “Just—Do something!”
Jackson grunted and obliged. He pulled his fingers out and pushed down his shorts with one hand, the other still securely holding his omega, Stiles pinned between the lockers and Jackson’s body. Once his achingly hard cock sprang free, Jackson guided it to Stiles’ hole. They both moaned when the head slipped in and Jackson pushed inch by inch into Stiles’ tight heat.
“Fuck, you feel so good,” Jackson groaned and rested his forehead against Stiles’ shoulder as he took a moment to breathe. “Fuck. I’ve been thinking about doing this for months.”
Stiles made a soft noise, followed by a choked gasp when Jackson rolled his hips. Soon enough, Jackson was fucking the omega in earnest, the lockers shaking behind Stiles as Jackson fucked him against them, driving his cock deeper and deeper into the other boy, hitting Stiles’ prostate as often as he could and getting rewarded by the sweetest, neediest noises. When his knot started forming, Jackson grabbed Stiles’ hips tightly and brought the omega down on his cock even harder. Stiles yelled out as he came hard at the sensation of being knotted, even without touching his cock. Jackson’s vision whited out when the omega tightened up even more around him and he followed his omega suit, coming deep inside Stiles. He was panting hard as he rested his forehead against Stiles’ shoulder once more, Stiles leaning into him just as much.
“...You know, I don’t know the exact rules on virgin sacrifices, we may need to try more positions. Just to make sure I am really, really, really not a virgin anymore,” Stiles whispered.
Jackson huffed and brushed a kiss to his cheek. “Yeah. Yeah, we can do that.”
“But not in my locker-room!” Coach barked out as he entered from the hall. “For crying out loud! Good for you, Bilinski, but not in my locker-room! Get out! No, wait, not like this! I’m getting out!”
The coach practically fled and Jackson and Stiles exchanged a look and started laughing.
~*~ The End ~*~