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JockMailed - Chapter 1
🕑 Added 2025-07-13 08:38:33 +0000 UTCAs promised, here's the revised first chapter of JockMailed. You may notice that our main character has had a name change from Jack to Jake - this is purely because I already had Jack Matthews as one of my main characters so I need Jack to be Jake.
I hope you guys enjoy this one, and I'll continue to share the revised chapters, and a new chapter, over the next couple of months.
Jake Kirkland had it all. At 18, he was the captain of the rugby team, a straight “A” student and he had a body to die for. He was 6 foot tall, with chiselled features, dark blue eyes, thick dark hair, broad shoulders and a toned thick body with the most incredible muscled thighs. But Jake’s crowning glory was his firm bubble butt that stuck out like a shelf. Men and women alike couldn’t help but stare when he walked past and Jake would often use his ample arse to his advantage. Jake had no issue getting into bars or buying alcohol because despite his age, he easily passed for someone in their early twenties.
Jake was easily the most popular guy in school and had girls flocking to his side every hour of the school day, but despite his reputation as a ladies’ man, Jake was secretly the opposite. He’d dated hundreds of girls, but he knew without a doubt that he was gay. However, given that he was the captain of the rugby team and the most popular guy in school, there was no way that he could ever reveal his secret. If anyone ever found out, he’d be ruined, and he was counting on a sports scholarship to get him into Cambridge University.
Jake would occasionally meet up with a guy from a local university when he needed a man fix. He didn’t use his real name and often met in a forest so no one would catch him. He knew he was taking a risk, but sometimes, he just needed to feel another man.
So, all in all, Jake was a very happy guy. Who wouldn’t be with everything he had? But that was all about to change . . .
It was a typical Tuesday afternoon. Jake had just finished lunch with the guys from the rugby team and was making a quick pit stop at his locker before he headed to history. But, when he opened his locker, he was greeted with a surprise as a manila envelope fell out and dropped at his feet.
Jake picked up the envelope, which had his name printed on the front. He tore it open and pulled out the contents. It was a folded sheet of paper and a few photos. Jake was confused until he turned the photos over and saw an image of himself being fucked from behind by the uni guy in the forest. It was unmistakably him and he quickly rammed the photos into his bag before anyone else could see them.
As he unfolded the sheet of paper, he felt sick to the pit of his stomach. He couldn’t believe that someone had caught him.
“Jake, it’s about time you got what you deserved. If only everyone knew that you were a fag that liked being banged in the woods. Perhaps I should share these photos on the school intranet. Or maybe I should give you a chance to redeem yourself? Another envelope will be in your locker tomorrow morning. Follow the instructions and I’ll keep the photos to myself. Ignore them and your popularity and scholarship will be history.”
Jake wanted to throw up and he thought of nothing else for the rest of the day. As soon as he got home, he took the photos into the back garden and burnt them, praying that whoever had seen him would just destroy them. He decided to write the mystery person a note that he’d leave at the front of his locker. If they could get in there, maybe they’d see it and stop this.
“I don’t know who you are, but I beg you to destroy those photos. I don’t deserve this. Please let me know who you are so we can talk. I’ll do anything.’
With his note written, Jake went to sleep, but when he arrived at school the following day, another envelope was already waiting for him, with a warning that said to open it in private.
Jake grabbed his textbook and the envelope, before placing the envelope with his note at the front of his locker. He had just enough time to dive into the boy’s toilets to tear open the envelope.
“So, Mr Perfect, let’s see if you can follow instructions as well as you try and hide your secret. In this envelope, you will find a special gift. Put it on underneath those tight trousers of yours and keep it on for the whole day. Whatever you’re wearing at the moment, you can leave in your locker. Don’t think I won’t know if you don’t follow orders, I will and don’t think of trying to work out who I am, it will just lead to the photos being posted. Have a good day.’
Jake opened the envelope and pulled out a piece of black silk, which turned out to be a teeny tiny thong. It was a small, which was ridiculous given the size that Jake was. He’d be lucky to get the damn thing over his thighs. He toyed with the idea of ignoring the note, but he was terrified of losing everything he had. With a sigh, he went into a cubicle and after dropping his stuff, he undid his belt and wrestled his tight grey trousers to his ankles before kicking them off with his shoes. Jake’s black CK boxer briefs were the next thing to hit the floor, revealing his massive bubble butt and his ample cock and balls. Jake held up the silk thong and started to pull it up. By the time it got to his thighs, the quarter inch waistband was stretched to its limit and Jake started to worry that it would rip apart. However, with a bit of careful manoeuvring, Jake managed to get the thong to his waist. The string at the back disappeared into the deep crevice of his arse and he had to spend quite some time trying to get his large package into the small piece of silk at the front.
The thong rubbed on his crack and the silk tickled his balls as Jake pulled up his trousers and did them and his belt back up. He put his shoes back on and after a quick check in the mirror that you couldn’t see the thong through his tight grey trousers, he headed back to his locker. The note he’d written had already been taken so he hastily shoved his boxers in and slammed the door.
Jake made it through his first class without much trouble, but when he was walking to Maths, the silk of the pouch was rubbing his balls so much that he felt an unwelcome stirring coming from his cock. He tried to ignore it, but by the time he took his seat in Maths, he was semi-hard and getting harder. He shifted in his seat, but as he did so, his cock managed to slip out of the pouch before reaching its full seven inches.
Jake spent the hour and a half lesson willing his cock to soften, but to no avail. By the time the bell rang, he had a wet spot of precum on his grey trousers. He waited until everyone had gone to lunch before using his bag to try and disguise the obvious bulge in his trousers. He prayed no one would notice as he stopped at his locker to grab his books for the afternoon.
As he opened his locker, he was surprised to see that his boxers had gone and had been replaced with another envelope.
“If you do as you’re told, those photos won’t go anywhere. I hope you’re enjoying that thong – it should make for a very . . . stimulating day.”
Jake wanted to punch his locker but was relieved that the anger made his cock soften. He stopped at the boy’s toilets to tuck himself back in before heading for lunch. During lunch, the boys were talking about some of the guys on the football team and his best friend, Curtis, brought up a guy on the team that had been caught wearing his girlfriend’s thong under his school uniform. Jake tried to join in the banter, but all he could do was shift around uncomfortably in his chair, praying that none of them ever discovered what he had on under his uniform. Wearing a girlfriend’s underwear was one thing to be teased about, but if they found out that the rugby captain had a tiny men’s silk thong on under his grey trousers, he’d be a laughing stock.
Just as lunch started to end, conversation turned to sex as it often did and one of the guys started bragging about his latest conquest. Jake tried to show a bit of interest, but with all the shuffling he’d done in the chair, the rear strap on the thong had worked its way further into his crack and was starting to press on his hole.
Jake started to sweat when he realised that he was starting to get hard again and without a second thought, he lied about needing to be somewhere and bolted from the table. By the time he got to the toilets, he was hard as a rock and quickly locked himself in a cubicle. Dropping his bag, Jake unbuckled his belt and undid his trousers before pushing them to his ankles. He looked down at this rock-hard cock tenting the small piece of black silk, his large balls hanging out of the side of the pouch.
Without a second thought, Jake pulled his cock free from the silk and started to jack off like he hadn’t cum for months. He was so horny and couldn’t stop himself. With his free hand, Jake grabbed his ample arse and gave his cheeks a playful slap before gripping the waistband of the thong and pulling it deeper into his crack, moaning with pleasure at the pressure on his hole.
After just a couple of minutes, Jake felt the familiar stirring as his balls tightened against his body and after a few seconds more, he started to shoot his seed against the door of the cubicle. It was the most he’d cum for a long time and he felt weak at the knees by the time the orgasm was over. Wiping his hand on some toilet tissue, he tucked his softening cock back into the thong and pulled up his trousers, but what he didn’t realise was that the pressure on the thong from his yanking on the waistband had resulted in a small rip. A small rip in the quarter inch waistband.
Jake made it through his afternoon classes without too much trauma. He was still horny as hell wearing the silk thong, but he seemed to be able to stop himself from getting fully hard again. He thought he’d made it through when his English teacher received a note and made an announcement that the rugby club had been called after a school for a meeting with the coach.
There was definitely no practice today, but Jake couldn’t help but worry about the meeting. When he arrived in the locker room, the banter with the other lads put his underwear out of his mind and by the time the coach joined them, everyone was in good spirits.
‘I’ll make this brief boys. We’ve got a lot of big matches coming up and our game isn’t where it needs to be, so I’ll be increasing the number of practices. I’m sorry, but we’ll have to start today – just a 45-minute session of exercises. Change up into your shorts and jerseys. The quicker you’re all out there, the quicker we finish.’
Most of the guys immediately started pulling open their lockers, but Jake was frozen with fear. There was no way he could change in front of anyone whilst wearing the tiny silk thong. He could feel his balls hanging out of the side of the small pouch and the back string was still wedged firmly between his massive butt cheeks.
‘Coach, can I quickly make a phone call and meet you on the field?’ Jake asked as most of the guys started stripping down.
‘Make it quick, Kirkland. We need the captain out there.’
‘I will, coach.’
Jake jogged out of the locker room and waited a bit further down the hall. After 3 minutes of squirming and praying that the room would now be empty, he headed back and was relieved to see the last couple of guys heading outside as he entered.
Jake threw open his locker and found another note:
“A surprise practice – you must be thrilled. I’ve taken the liberty of washing your jocks for you as you have your underwear sorted for the day. Let’s hope there’s no contact today or you could be in trouble trying to get a cup inside that thong. Happy playing.”
Jake wanted to scream. He couldn’t believe that someone had known about the practice and pre-empted it. Without a jock, he’d be flopping around all over the place. The only good thing was that he had a pair of baggier black shorts in his locker, which would hide any form of outline and would hopefully conceal the fact that he wasn’t wearing a jockstrap.
With the locker room empty, Jake pulled off his blazer, shirt and tie and pulled on his rugby jersey, before kicking off his shoes and dropping his trousers. He’d never pulled on a pair of shorts faster in his life but was relieved when he was covered again. He decided to pack his uniform straight into his bag, so that he could just leave in his kit without showering. There was no way he could get away with changing in front of the guys.
With his rugby boots on, Jake jogged out to the field where the rest of the team were jogging the perimeter. He caught up and jogged at the back, his balls slapping his thigh with every step.
Jake was relieved that there was no contact during the practice. He managed to stay at the back for the most part, which was a blessing as he couldn’t stop himself from constantly adjusting his cock and balls as they swung around and flopped out of the side of the small pouch.
‘Okay boys, we’ll finish with a lap around the field and then you can change out and head home.’
Jake let out a sigh of relief knowing that he could soon get home and change, but his relief was short lived. As he ran down the first length of the field, he noticed that the laces on his right rugby boot had come undone. He quickly bent down to tie it but immediately felt something shift under his shorts. His cock had flopped out of the side of the silk pouch and was now resting against his thigh. But worse than that, his now free dick started to harden.
Jake looked around and was grateful that none of the other guys seemed to have noticed amiss. He finished the lap, conscious of his cock getting harder inside his shorts, the sensitive head rubbing against the silk pouch of the thong.
He watched the rest of the guys run straight into the locker room after their coach and decided to wait until they’d all gone.
It was nearly 20 minutes later when Jake sheepishly walked into the locker room. He could hear Coach on the phone in his office, but there was no one else around. He grabbed his trousers and dived into one of the toilet cubicles. He kicked off the shorts and after tucking his hard cock back into the thong, he wrestled his trousers on, retrieved the rest of his stuff and headed for his locker.
Unsurprisingly, there was another note waiting for him:
“I’m impressed that you managed to keep the thong hidden today, even with a raging hard-on during practice. Shame no one noticed. Your final instructions for today are simple. There is a package with your name on it behind the bin at the end of the corridor. Retrieve it and take it home. You can keep the thong – you may need it again.
P.S. As you did so well today, I have deleted 12% of the photos I have. Keep following instructions and I’ll delete more.”
Jake felt like some of the weight had lifted from his shoulders. It hadn’t been great, but it wasn’t the worst punishment he could think of. He could make it through a few more days like this, the photos would be gone. Feeling a bit more cheerful, he retrieved a jiffy bag with his name on and headed home. As he walked, his balls flopped out of the pouch, and he realised that he was starting to get hard again – maybe the thong wasn’t so bad after all!
