《short wedgieboy stories》zacs wedgie

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“I’m headed out, bye bros!”

And with that, the front door clicked closed. It was Zac’s chance! He had been planning to raid his friend Alan’s dorm room for weeks and finally the stars aligned. Alan would be gone all day hanging out with his girlfriend and that gave Zac the perfect time to sneak in his dorm mate’s room and steal a pair of his underwear.

With no one else in the dorm, Zac made his way across the narrow hall connecting their rooms to Alan’s door. Alan, being the Midwest football player he was, liked and trusted everyone and didn’t feel the need to lock his door. Zac slips in and makes a bee-line for Alan’s closet. He opens up the top drawer and finds what he came for—a drawer with mostly socks but up on top were two pairs of Calvin Klein boxer-briefs, both black.

Zac wastes no time pulling his green Hanes briefs down his slim, twinkish frame and sliding on a pair of the boxer briefs. Even though Alan is a size bigger than he is, Zac is in heaven admiring himself in the mirror when his fantasy comes swiftly crashing down. The front door clicks open and within seconds Alan is back in room, eyebrows raised at the site of Zac before him

“Uhh, what’s all this” Alan questions. Zac remained frozen on the spot. He was too embarrassed to move and his embarrassment was quickly getting him hard. In a sudden, desperate bid to pretend none of this ever happened, Zac bolts for the door but Alan effortlessly overpowers him, pushing him to the floor and locking his door in one fluid motion.

“Oh no friend, you aren’t going anywhere” the jock exclaims as he sits on Zac to keep him still. Zac, pinned under his huge, bulky friend can only watch as Alan reaches into his closet and grabs something from the bottom drawer.

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He then removes his own black boxer briefs from Zac’s body and replaces them with a pair of white briefs. Zac goes from terrified to intrigued but changes again to curious once the briefs are snuggly on him. They’re tight but also a little wet and warm.

Alan, interrupting Zac’s train of thought, “I blew a few days worth in those this morning. I was trying to last a little longer for my girlfriend today but since my plans got canceled and I have a thief in my midst, might as well use em.” That’s when it clicked for Zac—the briefs he was wearing were filled with days worth of Alan’s jizz.

Before Zac could even process how hot that was, Alan picked up his green briefs off the floor and shoved them in his mouth while simultaneously pulling the cum filled briefs in an enormous wedgie.

Zac was throbbing and rock hard instantly. He secretly loved wedgies and could never imagine his hot roommate would give him such a brutal one. Within three huge tugs the briefs had torn and in the next tug were over Zac’s head, his hair and forehead covered with Alan’s cum. Zac’s ass was just as soaked as the wedgie shoved Alan’s load up his crack and more jizz slid down his balls.

The closet door opens again and Zac feels Alan’s weight leave him momentarily before returning. The green briefs are removed from Zac’s mouth and replaced with a sweaty pair of dark blue Polo briefs. “I wear these to the gym all the time but they’re too small. You can keep those. I’ll take your little briefs instead.”

The thought of Alan’s sweaty briefs in his mouth plus the idea that Alan would be wearing his and the cum slicked pressure of the massive wedgie sends Zac into an earthshakering orgasm. He grunts through the briefs in his mouth as he shoots his load in the wrecked tighty whities, filling it with even more cum that soaks completely through the front of the shredded underwear.

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If Alan notices anything, he doesn’t choose to comment. Instead, he wordlessly smacks Zac’s thoroughly wedgied butt several times before picking him up, opening his door and pushing him out into the hallway. “Don’t do it again” Zac hears Alan say shortly before the sound of a camera going off and the door closing shut rings through his ears.

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