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Penetration Testing

Or "Pounded in the Butt by the Lax Security Standards of the Internet-Enabled Sex Toy Industry"

By Seraph LeSabre

The SheefJail 6000: the bleeding edge (figuratively speaking) of wearable technology all contained in a male chastity device. A 1 month battery life, Bluetooth 4.0 enabled, an app available for all major smartphones (as well as Windows Phone), and a sleek design guaranteeing comfortable wear for up to 90 days at a time. In an age where wearable tech is the hottest trend, tech-savvy aspiring kinksters like Marshall were a market ripe to be pounced on. The husky even paid for expedited shipping on his, thinking more about the unboxing video than the alarmingly rapid pace that these products were disrupting the sex toy industry.

"What's up YouTube, this is SkyMarshallReviews checking out the new SheefJail 6000! As always, be sure to smash that Like button and subscribe!"

His unboxing video demonstrated his removing the box from its elegant packaging, catching the plastic resin body of his new toy in the best angles his laptop's webcam could manage, and showing off the easy way to pair it to the app with a simple QR code. As advertised, the cage had a very sleek design and a curved ring that would hug the body without pinching, and a smooth finish that would prevent chafing. Where other cages would have a place for a lock, however, the SheefJail 6000 had a rounded mound that held the locking mechanism, along with a small circuit board that housed the Bluetooth chip, allowing it to be entirely controlled by remote control.

He explored the features on the app, showing off for his webcam the features: remote connectivity over IP, time-delay lock, leaderboards, and even the ability to post to Twitter and Facebook! Why would someone want to post their time locked in chastity to Twitter? Why does Twitter think everyone wants their porn Likes plastered over their followers' timelines?

Once finished, the husky switched off his webcam and threw together his quick edits. Once finished, he set it to upload to Youtube so his dozens of viewers could see and dropped his pants. He'd been thinking about trying the new toy on for the weeks since he'd originally Kickstarted it. He separated the cage from the ring and fitted it around his balls and sheath, already starting to swell. He made sure the Bluetooth was turned on on the cage portion, and carefully fitted it over his sheath, wincing as he managed to lock it shut before he started to grow too hard.

Marshall set the timer on the SheefJail app to 24 hours - he figured that would be plenty of time for a nice test run, even if he had little experience with chastity. As he considered his exciting new toy, he couldn't keep himself from straining at the cage. As advertised, it certainly didn't chafe or pinch, but as his sheath swelled inside its plastic prison, it certainly would be hard to forget it was there if he started thinking of anything more sultry than a basket of potatoes. You know, as long as they weren't arranged in certain ways.

The husky let his paws roam over his body, fingers brushing through his black and white fur, as he clicked around through his favorite web sites. Naughty ones filled with otters being tied up in similar-looking chastity cages. Marshall had fantasized about those images for a while, wondering what it would be like to have his sheath locked up for weeks at a time, at the mercy of his "master". Weeks... maybe even a month... some other time.

Not even lasting an hour for his first foray into chastity-play, the husky pressed the "Unlock Now" button on his app, disengaging the lock so he could easily slide it right off. Marshall reclined back in his chair, easing his cock out of his sheath and stroking himself as he watched a video of a locked otter getting railed from behind by a blonde transmale otter with an impractically large blue strap-on. What an interesting backstory that must have, he thought to himself as he enjoyed a relaxing fap, squeezing his knot with a moan as he climaxed hard, shooting several thick ropes of cum into a convenient tissue.

Just in time, the notification that his upload finished slid onto Marshall's screen. He smiled to himself and checked the page on Youtube, making sure all of his tweets announcing it to his dozens of followers were sent, and finally switched off his computer. He held the fancy chastity cage in his paw, taking a look over it one last time before setting it aside, worried about being woken in the middle of the night with an untamable pressure in his sheath.

As the husky slept, sleepily taking his nighttime erections for granted, somewhere in Palo Alto an information security hotshot was tweeting about how stupid the Internet of Things was, making several hot takes about the lax security standards that were running rampant in an industry obsessed with being first to market from an anonymous account named after a pop star.

The next morning, Marshall awoke to a nice thick tent under his bedsheets. He squeezed and teased at himself a bit, but managed to break away and grab a shower before he could get too into it. He made sure to clean himself extra well under his sheath, making sure he'd be nice and clean before his first time caging up for a whole day. He made sure to lather up the soft fur of his groin and rinsed it thoroughly, having a hard time keeping from getting hard.

Once out of the shower the husky squirted a bead of lube onto his finger pad, wiping it along the inside of the cage's ring before pulling his balls through it. He then smeared some more onto the inside of the cage before carefully fitting it over his sheath. Marshall made sure everything was lined up before taking out his phone and setting the cage to lock for 15 hours - plenty of time to be locked up for the whole day, but enough for a decadent fap when he got home. Once situated and dressed, the husky grabbed his bag and headed to class.

While on the train, Marshall checked his Youtube page for a view count and comments. He had managed a couple dozen views overnight at least, and figured they'd climb as more people started to search for videos on the toy - more important to get in as one of the first reviewers making videos so he could game the algorithms to make his video top. The ratings were mostly positive, at least, and the comments were your standard compliments mixed in with racial slurs - those were hidden quickly.

Marshall's morning classes went by uneventfully. He occasionally felt the cage rubbing up against his thigh, or the ring shifting, but overall the SheefJail delivered on its promise of comfort. In fact, while he was sitting in his physics lecture, he managed to completely forget about it until a notification came up about a comment on his video.

[11:21am] xXxWahMaster420: "Those toys have some pretty big flaws they don't tell you about on the product page. Flaws I'm sure you'll find out about real soon!"

Marshall raised an eyebrow at the weirdly cryptic message, but chalked it up to some troll trying to start shit. He simply thumbs-downed the comment and closed up his laptop to head to the coffee shop to get some work done.

While sitting in the fancy midtown coffee shop, he took his homework at a leisurely place, interspersed with the occasional trip to a porn site from the safety of the chair in the corner. After a while, as usual for huskies, his mind began to drift toward impure thoughts and his cage started to feel just a bit tighter. A little too tight. He packed up his laptop and excused himself to the restroom. Rolling his eyes at his own weakness, he took out his phone and hit the "unlock" button on the app. When he reached down, though, the locking mechanism on his chastity cage was still secure.

Marshall felt a shudder run through his body as he did a double-take at his phone, which had switched back to Locked. He tapped "unlock" again and watch the dramatic animation of a padlock opening play, only to leave "locked" remaining on the screen. As Marshall started to panic, a text message appeared at the top of his screen from an unknown number:

"Don't even bother. That toy of yours is following my instructions now."

Marshall felt his stomach knot as he typed a response back.

"Wtf are you talking about?"

"The SheefJail 6000," the reply came back almost instantly, "A marvel of modern design rushed to market with nary a thought toward security. They made the PIN to gain root access to it '0000' - presumably because 'password' wasn't an option."

Marshall rushed out of the bathroom and opened his laptop back up. He logged onto the forums for the SheefJail, but since it was so new, there was no documentation. The closest thing he could find was a thread with no replies titled "Wait, is there no manual release on this? Isn't that dangerous?" The husky swallowed hard as he restarted his phone, hoping something would reset. When I came back up, there was another text message from the stranger.

"I said don't bother," it warned, "if you ever want to feel your own knot in your paw again, you're going to have to do what I say when I say it. And don't think that I won't know."

The husky looked around frantically. How did this stranger know what he was doing? He had to be somewhere in the coffee shop with him, but who? The red panda barista? One of the half dozen people on their laptops? The snow leopard reading a book? It could be anyone really. Before Marshall could pick up his phone to tap out a reply, a new text came in.

"You'll be getting a package with instructions tomorrow. Blame expensive courier rush service pricing for the extra day you'll spend locked up!"

The train ride home felt excruciatingly long, the realization of his predicament weighing on Marshall's shoulders. The cage was a hard resin, so cutting it off was going to mean a trip to the hospital - a very expensive prospect in a country dumb enough to not have universal healthcare. As much as he was looking forward to a nice fap when he got home, he figured he'd have to wait until tomorrow.

That night, Marshall's first time sleeping with a chastity cage, he was woken up repeatedly by the straining and tugging. The plastic cage took no mercy on his sheath, his red cocktip just barely poking at the slit in the top. Whenever he tried to get back to sleep, though, he was taunted by visions of dicks, butts, and dicks going into butts. When he finally woke up in the morning, there was a wet spot on his bedsheets where he tried to hump his mattress in the night.

That morning, a package was waiting for Marshall on his doorstep. There were no markings on the cardboard box, and no courier scurrying away. He brought the box inside and opened it up, immediately whimpering as he saw its contents: a black buttplug with a removable charging cord and a card with a QR code. Great, another internet-enabled sex toy? On cue, Marshall's phone buzzed again with a message from the mystery hacker.

"I think you know how to handle one of those things," the text read, "Make sure you set it up with the app first - it's crucial to my master plan."

Figuring it better to comply first and ask questions later, Marshall scanned to QR code and was taken to download an app with a Russian name - always a reassuring sign! When he opened it, it started to pair with the Bluetooth in the buttplug, allowing for an outside third party to remotely take it over.

"Why are you making me do this?" the husky texted back, "What could possibly be in it for you?"

The response came back faster than it could possibly have been typed out on thumbs:

"Not that I would expect such a small unambitious mind to understand, but this is all a matter of getting in on the ground floor of a new cryptocurrency that will be worth billions! By harnessing the power of blockchain I'm able to harness the power of thousands of interlinked smart buttplugs to mine for Buttcoin!"

Marshall stares at his phone incredulously, frantically typing out a reply.

"That doesn't make any sense, though! These things only have a super low energy chipset on them. Even if you had a warehouse full of them, why do they have to be... inside me?"

"It's a plot hole that doesn't concern you," the hacker responded, "What does concern you if that if you want me to unlock that cage, you're going to have that thing buzzing inside you whenever I want."

Marshall swallowed hard around the lump in his throat, trying to ignore the lump in his cage. He didn't really have any choice in the matter, he concluded, so he took the toy into his bedroom and took out a bottle of lube from his nightstand. He put on a generous amount of lube onto the black buttplug and spread his legs, slowly easing it into his tallhole. He winced as it stretched his hole, shuddering as the tapered toy slid inside him past its widest bit, only to clench down on it once it made it pat there. Marshall only had a moment to catch his breath and adjust before it sprang to life, buzzing inside him. He immediately let out a moan, feeling his knees buckle as it vibrated right against his prostate. His sheath strained inside the tight plastic cage, a little spurt of pre leaking out of the tip. He took a few minutes to gather himself, already panting heavily as he walked out to collect his phone. A message for him from the hacker was already waiting for him.

"Good doggo," it read condescendingly, "You'll be well trained yet. Don't forget to let it charge nightly - if i find I can't connect to it when I tell you to get it in, I may forget the override passcode to your cage."

Marshall sighed and huffed, trudging into the shower. He took care to wash around his cage, cleaning the pre that had leaked and dried on overnight. The entire time his ass buzzed and shook, making the task that much harder as he tried hard not to focus on his straining sheath. As much as he hated the situation, he couldn't help but enjoy the vibrations in his rump and the tightness of his sheath - like a strong paw was groping him and teasing him, but keeping him from getting hard.

"Ugh, what am I even thinking?" He grumbled to himself as he got dressed, heading out the door to the start of a very long day.

For the next two weeks, the hacker controlled Marshall's life. He subjected the poor husky to bursts of vibrations from his buttplug at inopportune moments - in class during a quiet test, on the phone with his parents, in the checkout line at the grocery store- and sent all sorts of new things for him. He would occasionally find a box on his front door with instructions for its contents. One day they contained a pair of pink panties and a skirt for him to wear. Another day they contained a tight-fitting speedo and a target number of laps to swim at the local pool. As the tasks escalated, Marshall was reticent each time, but every day he came home to a sticky wet spot in the front of his undies.

Without prompting from the hacker, the pent-up husky was starting to take things into his own paws. Fed up and needing some form of release, Marshall placed an order online for himself. The husky came home one day to find a box from Amazon. He bashfully brought it inside and opened it. The hacker had already given him permission to remove his buttplug for the day, but Marshall had his own clever idea in mind. The box contained a large canine-shaped dildo, a floppy purple ordeal with a thick knot.

Marshall closed his blinds and undressed, removing his jeans and the pre-stained panties he had elected to wear on his own and leaving himself in his cage and the collar the hacker had started making him wear. It was beginning to become his preferred form of dress when home alone, as it allowed him easy access to make certain adjustments to how his cage was holding everything. The SheefJail clung to his sheath with just as much determination as the day he unboxed the thing, and seeing it when he looked down instead of his sheath was starting to become more of a familiar sight. Almost comforting in a way. Of course, he figured he may as well get used to it, as the hacker made no indication of when he'd unlock the poor husky... or even if?

Feeling resigned to his fate, he lubed up his new dildo and laid on his back, biting down on his lower lip nervously as he slid the toy right on in. He wasn't going to get off anytime soon, but feeling the canine faux-cock sliding in and out of himself felt far more fulfilling than he could imagine. The husky panted and lifted a leg, curling his toes as he pushed the dildo in and out under his curled tail, taking it all the way down to where the knot started to stretch him just a bit further than his familiar buttplug. The whole time his own cock strained at his tight cage, leaking pre out of the slit on the tip. He kept on pounding at his own ass with the toy, however, moaning loudly as he felt a familiar feeling in his cage. He felt himself throbbing and a pressure building... was he about to cum inside his chastity cage? Was this what he had been reduced to?

The husky was interrupted by his phone vibrating with the hacker's ringtone. He pulled his toy out of his rear and whimpered, feeling like he was so close. His sheath throbbed desperately for attention, just as soon as he thought he'd found release. Marshall checked the message, just in time for the doorbell to ring.

"You've been a good boy. My associates Roman and Adrian have been even gooder boys. I've sent them for you to give them a treat. Don't disappoint them."