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Wedgie Story True


Not long after hitting puberty I realized I have a fascination with wedgies. I like watching people get them, I I have this thing for wedgies. At night when my parents aren't there i give myself massive wedgies I'm not proud of it but i just love the feeling.

Name: Crysta

How old am I: I'm 45 years old
I prefer to listen: Electronic
In my spare time I love: I like roller-skating
Smoker: No
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The once pristine white ankle sock now a soot-like grey, speckled with debris from the inside of his Converse hightops. His balls dropped as he as Vincent let him go from his death grip after what felt like hours. Ryland pulled him in closer, twisting the wad of fabric harder in his fist. James James James. He was deep in his own thoughts, headphones on, scrolling through his Tumblr looking at s full of cute boys when something happened. James had always admired Ryland from a distance but knew he was most likely invisible to him. Wasting no time he shucked off his black jogger sweat pants and loaded up Porn Hub.

He started to get busy with himself, stroking slowly under his baby blue briefs and moaning out loudly. James nestled himself under his usual tree just out of sight of the lane. With no use of his arms, he was out of options unless Ryland let him down. He thrashed on the covers trying to escape from under Vincent but it was no use. Tyler was sure his ass was bleeding. He knew no one was due home for at least 2 hours and he Wedgie story true going to take advantage of that alone time. Tears pin pricked the corners of his eyes as he lost the ability to form proper words.

Visions of the dozens of scenarios he tried so hard to avoid in school flashed in his head. Tyler could smell his brothers B. Vincent held nothing back.

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James gulped watching Ryland narrow his bright green eyes. What most people did not know about was where the service lanes went. James had walked this path hundreds of times before.

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Before he could even form a thought James stood up and brushed himself off. James instantly realized what was happening and it broke Wedgie story true from his momentary sex-fueled trance. Ryland knelt down, a look of disgust plastered on his face. Ryland pinned James against the fence with his body weight and pulled his shirt off over his head. He just groaned out huffs and yelps, all the normal pained sounds that accompany a gruesome wedgie.

Miles was even stronger than Vincent, and Tyler was about to be reminded who the biggest man in the house was. He never got to watch porn without headphones on, and he never got to be loud. He liked feeling small compared to Ryland, a sense of submissiveness washing over him. Tyler walked into his room after an incredibly long day. The back half of the park was tall grass with a small, relatively unused dirt path. It was a text from Jackson, the guy Tyler had been flirting with in Wedgie story true school bookstore the other day.

Ryland burst out into laughter, his green eyes lighting up while his light blonde hair flipped with each immense chuckle. Ten minutes had passed of Tyler groaning on the floor after his brother and dad left. James was panting, both from the tenseness of the situation and his fear Ryland would feel his rock hard cock in his jeans.

Ryland put down the phone and grabbed a fistful of striped shirt pulling him in close enough for James to smell him. I am so sorry! I had no idea, I came in the front door. The service lanes were mowed down lanes that zig-zagged across that acted as ro for emergency vehicles if a fire ever broke out. He let out a long sigh wiping away the last of his tears when his phone buzzed. His cock was at its breaking point knowing someone as sexy as Ryland was touching his most intimate piece of clothing.

James dropped his phone in shock.

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He was sure his dick was going to break in half. You can do whatever you want to me but please no!

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His heavy work boots slamming into the wooden floors like thunder. Submitted by cheeky-twinks. Vincent leaped from the doorway onto the bed, shaking it violently in the process. Tyler gulped in preperation for the pain. His testicles ascended back into his abdomen, and his cock popped out of what was left of his undies. He turned his head to see Ryland standing before him, obscured before by the tall grass.

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It was an intense rug burn over his ass hole, mixed with immense pressure to his taint and ballsack. James swallowed hard. James had no idea what was going to happen. He was finally a Senior, surely he could complete the year unscathed. Vincent pushed his brother off the bed crashing onto his knees. James felt the rope that was once his underwear cutting into his tender ass hole while Ryland walked away.

Ryland approached him, unbuttoning his skinny jeans with ease. Ryland lifted James up by the waist, his back to the fence. Tyler was flailing as his brother cut his ass in two with his own underwear.

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Vincent clenched his thighs tighter holding Tyler firmly in place. He took in a deep breath and plopped down on his bed. Got your panties in a bunch?! He swiftly pulled up the front crushing his brothers blue balls in the process. His heather grey briefs growing tighter as his cock swelled. James realized that he somehow managed to make the situation worse.

James silently begged in his mind that his underwear would break. Ryland hopped off the fence again and grabbed a fistful of muddy dirt from the lane. No sooner than when the two guys on screen really started to get into it did Tyler get a shock that would stop him mid stroke in his tracks. Ryland was a year ahead of him in school, having started college in the Fall.

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James yelped and begged him to cut it out, but all words fell on deaf ears. The sound of the metal handle hitting the dry wall was almost deafening. Ryland slipped his sock off his foot. James began to blush harder between stifled breaths.

Ryland clicked his tongue at James and shook his head. No more wedgies! As soon as Ryland was sure the briefs were not going anywhere he jumped back from his balanced spot Wedgie story true the fence frame to watch his plan come to life. He had been visiting the nature reserve for most of his life, and the majority of people in his suburb knew about it. The fence and its large gate stood in front of him several feet, clad in foliage from the unkempt land on the private side.

He slumped over onto his side covering his junk in a vain attempt to preserve his dignity. Out of breath, he pleaded with Ryland while he backed away reaching into his pocket for his phone. It was quiet. Tyler blushed, pulling his hand from the front of his FTL briefs, his dick tenting the fly straight up.

These lanes went to the edge of the park that bordered private land. He scaled the fence, both feet planted heavily, one hand gripping the links, the other his sock.

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Hopefully, those suckers will rip because the last time I saw someone jog through this far was a few weeks ago. Ryland quickly grabbed James by the back of his shirt, using a death grip to drag the smaller boy over to the fence. He used his free hand to pause the pound town session playing on his laptop.

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But this one had never crossed his mind. His fully masted dick bent back under the force of his underwear, literally tucked between his legs.

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