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I see your butt’s hungry since you already have a natural wedgie going.” He smiled, maybe he hadn’t expected that response and couldn’t help but let the playfulness of it show on his face, but he recovered quickly and got back in character. “Don’t talk back, nerd or this is going to be a whole lot worse. You face flushed as you tried to think of a line to respond with. “Why are you staring at my underwear? What are you gay?” I can’t believe you still wear tighty whities.
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A few minutes passed and you saw him step into the row of lockers in full football gear and your dick sprang to attention. You sat down on the bench waiting as he left you to stew for a couple of minutes while he went to “get ready” whatever that had meant. He gave no instruction or indication on what was going to happen, but he had you go over to your old gym locker and your excitement grew. He opened the door and you stepped through excited to see where this would go. You didn’t know how he had managed to get access to the building on a Saturday, let alone during the summer, but he pulled out a key as you approached the main door and let the two of you in. “You always told me you regret how you never got to be treated like a nerd in high school.” He smirked. “Time to remedy that.” You hadn’t seen the building in nearly a decade and felt thankful it was in a more secluded location of the town. At the traffic light you could feel his eyes on you and soon after his hand pulled up the back of your undies into a solid wedgie. You gulped in anticipation as your dick twitched giving a reaction of its own. You were already hard just from being in public in your whities and he smiled knowingly. “Where are we going?” He buckled you in and brushed his hand against your crotch as he let go of the seat belt.
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You felt his hand slap against your brief covered ass as you got into the passenger seat. He left you nothing but the tight little underwear he had been making you wear for months and told you to get your ass in the car. He picked you up promptly at 5pm, but before taking you out he made you strip off your pants, your shirt, hell even your socks and shoes. It was kind of terrifying, and it was kind of hot. Your dom had never taken things this far before. “See ya after practice tighty whitie boy!” He grew even more frightened when he heard the lock on the locker being sealed shut. With the wedgie still in place and his hands and mouth taped up he was helpless to fight it. Maybe when we get back you’ll understand it more clearly.” They taped Jason’s feet and carried him to a tall football locker and shoved him inside. Now why don’t you just soak up this rule while we all go to practice. “Please I’m begging you! Undo the wed-mppgghhh!!” screamed Jason before Dean placed more tape over his mouth. “You never know when this will come in handy” and with that he taped Jason’s hands behind his back leaving him in a wedgie he couldn’t undo. Dean grabbed his hands before he could and then pulled out some tape from his locker. “Ouch!!!” Yelled Jason trying to remove the painful wedgie. Next thing Jason knew his underwear was hooked on his shoulders and he wasn’t able to move without it pulling the underwear further up his ass. And with that the other two guys grabbed the waistband of Jason’s underwear and hoisted up from both sides. Let’s see what he’s wearing.” yelled Dean. Well let’s just say you’ll be riding high the rest of the year.” Said Dean with a huge grin on his face. So if you prove to me that you’re not wearing them right now I’ll let you go. Now I know a sophomore like yourself wouldn’t be caught wearing those. In fact I saw you yesterday in here changing and something caught my eye.
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I’m just here to change and then to practice.” Jason tried to walk past Dean but Dean put his hands on his chest and pushed him back. Jason had just walked into the locker room and found three upperclassman standing there. What have you gotten yourself into?” Dean asked as he walked around Jason.