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JockMailed - Chapter 2
🕑 Added 2025-07-20 09:00:04 +0000 UTCHere's the second revised chapter of JockMailed - this time, Jake has to wear the way too small trousers that his blackmailer has chosen for a commando day - what could possibly go wrong . . .
When Jake got home, he went straight to his room, slammed the door shut and stripped down to the thong. Without even a conscious thought, he was hard and couldn’t stop himself from stroking his thick cock. He tugged on the waistband of the thong, pulling the rear strap further between his cheeks.
Jake was moaning as his hand pumped his cock faster and despite cumming only a few hours before, he was soon shooting his load all over the carpet.
Once he’d recovered from his second orgasm of the day, he put the thong to the back of his underwear drawer – still drenched in cum – before tearing open the jiffy bag that had his name on.
“Jake, you managed to get through the first day without too much trouble. Let’s see how you fair on day 2. In the bag, you’ll find the trousers that you’ll be wearing to school tomorrow. Good luck getting them on. The only other requirement is that you freeball underneath them – no underwear at all. I look forward to seeing that fat arse trying to burst out. Until tomorrow . . .”
Jake pulled out the trousers and instantly checked the size – they were a size 30 waist, which was 2 sizes smaller than Jake usually wore to school. He could occasionally get into a 32, but they were a nightmare to wrestle his ample butt into. He had no idea how he’d manage with the 30.
Deciding to try them out, Jake stepped into them and started the arduous process of getting them on. He managed to get them as far as mid-thigh before they wouldn’t go any higher. It took a good ten minutes before he managed to get them to his waist, by which point they were bulging at the rear seam and the thigh seams, and his manhood was hanging out of the open fly. He laid down on the bed to suck his toned stomach in, but no matter how much he tried, he couldn’t fasten the button.
‘What the hell am I going to do?’
If he wore the trousers, his cock would be hanging out, but if he didn’t, his secret would be out. With a wave of inspiration, Jake grabbed a black leather belt and threaded it through the belt loops. With a struggle he managed to do up the belt, tuck in his cock and balls and pull up the fly. The button on the waistband was still undone and the fly was half an inch from the top, but after a check in the mirror, no one would notice.
Unfortunately, his bulge looked obscene in the skintight trousers and his massive butt looked as though it were in a pressure container. Jake grabbed his spare uniform blazer that he never wore due to it being a size too big and was relieved to see that it just covered him at the front, even if his bulbous cheeks were still very much on display.
Satisfied that he could deal with it, Jake got changed and tried not to think about getting through the next school day.
The following morning, Jake wrestled himself back into the trousers, slipped on his black dress shoes and pulled on his white shirt and slightly too big blazer. His bulge was to the left of the fly, and it was obvious he wasn’t wearing underwear, but with the blazer done up, he was fairly well covered.
When Jake got to school, he was surprised that there wasn’t a note in his locker, but assuming that was a good thing, he headed to his first class.
Jake spent the morning being exceptionally careful every time he sat down. During one of his morning classes, one of the other guys on the rugby team asked him why he was wearing a pair of trousers that were so tight, which made Jake blush, and he brushed it off as he needed to do some laundry. That aside, he got to lunchtime without a problem.
He lunched with the guys as normal, before returning to his locker to get his books for the afternoon. It was when he opened his locker that he started to worry. There was a note.
“Looks like this task is just too easy. Very clever using that blazer to hide your bulge, but let’s see how you get on with a bit of added discomfort. In the envelope, you’ll find a blue pill – take it before you go into your history class. It’s a double period so will make for an interesting afternoon. Enjoy!”
Jake was completely against drugs and had no idea what the little blue pill could be, but he was desperate to get more photos deleted, so he popped the pill in his mouth and swallowed it dry before heading to history class.
He took a seat at the back and was relieved that this was the one class that he didn’t share with any of his rugby buddies.
At first, Jake thought the pill was just to put him on edge, but after half an hour, he started to feel hot. It was subtle at first, as if someone had turned up the heat, but after a few minutes, he could feel sweat on his forehead, and that was quickly followed by an unexpected but unwelcome stirring in his crotch. He shifted in his seat slightly to try and get more comfortable, but within a minute, his cock had gone from soft to a full blown hard on – at least, as hard as it could get in the tight confines of the trousers.
Jake shifted around a little more to try and ease some of the pressure, but this only made matters worse as his cock started to lengthen out. With nowhere for it to go, it rested against the fly. Jake tried to focus on the history lesson, but his cock was twitching uncontrollably and as he tried to slide down in his seat to make himself more comfortable, the zipper burst open, and his rock-hard cock flopped out into the open.
Horrified that his cock was out in class, Jake did a quick glance around to make sure no one could see his predicament before trying to push it back inside his trousers, but his cock was way too big and hard to get back into the tight trousers.
Jake was sweating furiously as he tried to wrestle his throbbing cock back into the tight confines of his trousers, but it was no use, and the touch of his hand against his hard-on was making him bite his lip. Sliding down in his seat a little more, Jake undid his belt, which allowed the trousers to fall open completely.
After wiping the sweat from his forehead and suppressing a groan, Jake grabbed his cock and pushed it inside his trousers, before struggling to try and do his belt up. He managed to get it done up, but the fly was well and truly busted and the tight trousers gaped open. Aside from that problem, his hard cock was clearly obvious in the thin grey material and there was even a small wet spot of pre-cum bubbling on the material where the head of his cock rested against his thigh.
Jake looked at the clock and saw that there was only 15 minutes until class finished. Then he’d have to get to his locker and get home without anyone seeing the gaping fly that revealed his lack of underwear. Then there was the bigger issue of his throbbing hard on. He could only imagine that the little blue pill was Viagra, and it was certainly doing its job.
Jake spent the rest of class trying to think of everything and anything that would get rid of his erection, but the more he tried to get rid of it, the harder he got. Sweat had caused his shirt to cling to his toned chest and stomach beneath his blazer and he could feel moisture running down his back and into the crack of his ample butt.
As the seconds ticked away of the last minute of class, Jake started to panic. He squirmed uncomfortably in his seat, terrified that people would see his predicament, hard as a rock, utterly exposed, and desperate to shoot his load after being hard for so long.
The sweat was dripping off of Jake when the bell finally rang. He was breathless as he watched the rest of the class leave and the teacher follow them. Jake stood up and looked down at the obscene bulge in his trousers. He had to readjust it, he had no choice, but as soon as he grabbed his thick length through the trousers, the head of his cock rubbed across the slippery surface of his thigh, and it was game over. Jake moaned and practically folded in half as the orgasm rocketed through him, the cum pouring through the trousers and running down his leg on the inside and outside. The left side of his trousers was covered in the wet sticky goo, and it was obvious that he’d just cum in his pants.
‘What am I gonna do?’ he whispered to himself.
Thinking fast, he took off his blazer and folded it over his arm so that in the right position, it completely covered the front of his trousers to his knees. His white shirt was see through from the sweat, but without a moment’s hesitation, he darted for the lockers.
As he opened his locker, he was unsurprised to see another envelope and he grabbed this after depositing his textbooks and heading out of the school’s rear exit that most people didn’t use.
Jake found a quiet spot and leaned against a tree as he tore open the envelope.
“You did well today, Jake. I’m disappointed that you didn’t rip those pants wide open in class, but your hard-on was definitely a nice sight under the desk. Tomorrow you can wear what you want, but when you arrive at school, you need to go to the old art studio for 8am. You’ll receive further instructions when you arrive.
P.S I’ve now deleted 32% of the photos. You’re getting there!”
Jake put the envelope in his bag and keeping a tight grip of the blazer over the front of his trousers, he started the walk home. It was only when he was just a few streets over that he made the fatal mistake of dropping his blazer.
Without even thinking, Jake bent over, and the trousers burst open from waistband to crotch and straight up the front, the button bursting off. The trousers were completely split open, and Jake’s big beefy butt, soft cock and low hanging balls were bared for all to see. In a stroke of cruelty from the universe, it was at that moment that a group of freshman guys rode by on their bikes and stopped to cheer and laugh at him.
“Nice ass, jock!” one of them yelled through his laughter.
“Might be time to start shopping in the men’s department,” another yelled.
Jake held up the two sides of his trousers, which were staying up due to how tight they were on his thighs. Ignoring the freshman and running as quickly as he could, he headed towards his street after pausing briefly to tie his blazer around his waist to hide his ample butt.
Jake got to his front door and practically fell through it in his hurry to get inside. It was bad enough that the trousers had ripped but that group of freshmen just had to appear at the worst moment. He just prayed that they hadn’t taken any photos or videos of him.
But little did he know that his blackmailer had been following him home and had caught the whole ordeal on camera. Now he had even more material to use and things were about to get even more interesting because Jake wasn’t the only one who was going to be in the old art studio at 8am.
Comments
Drew GM
Oh, commando + Viagra! One of my favourite predicaments for uncontrollable jocks (and any other guy)!
SuitedWestend
Oh things are just getting started for poor Jake 😏
Colin Fleming
I'm feeling Jake's panic & discomfort! Poor boy! I'm eager to find out what happens tomorrow in the Art Room:-)
