A Special Client

Fridays were the worst.

Being a broke college student, Jack hadn’t exactly been selective when he had been applying for jobs. In hindsight, he probably should have at least read what it was he was sending in an application for, but at the time all Jack had cared about was casting as wide a net as possible in the hopes that at least one of them would give him a call back.

And then one did, and Jack had jumped on it immediately. Again, in hindsight, he would have compared it to jumping on a live grenade if anyone had asked him.

And thus, Jack found himself employed at the last place he would have ever imagined working: a maid cafe, one that offered jobs to both men and woman alike. Now, working as a glorified waiter was not what Jack had imagined his life would be, especially when he had gotten his first look at the… “uniforms”.

The very embarrassing and revealing maid outfit hadn’t been a big shock to him given where he was now employed. What had been a shock to him was what he had been expected to wear with it, so much so that he had at first thought it was a joke, a trick to play on the new hire to see if they were serious about the job. Unfortunately, as he had quickly found out, they had been dead serious at the time.

Diapers, and not like those ones you can find in every drug store, but huge, massive diapers that pushed your legs apart and forced you to waddle everywhere like some kind of toddler. But even that wasn’t as bad as the plastic pants they were required to wear, even the large plastic diapers didn’t need them. Not only did they crinkle louder than a jet engine, but the plastic pants had a “special” surprise inside them, one that was used to both reward and punish the maid staff: a remote controlled vibrator, and a powerful one at that.

Now, with all that, you may wonder why Jack hadn’t quit the moment he had been shown the embarrassing uniform and walked out the door without looking back even once. And yet, beggars can’t be choosers, especially when you were broke like him, so he had reluctantly taken the job with the intention of quitting the moment he got another job offer that didn’t involve humiliating him for hours on end.

Except no other offers ever came, as was the case with often fluctuating job market. Weeks slowly turning into months, and pretty soon Jack had to resign himself to the fact that he was here to stay. If there was one silver lining to the constant humiliation he was subjected to, it was that the maid cafe paid their staff exceptionally well, and it turned out their were numerous horny and rich business men who would pay a small fortune in tips to see a maid prancing around in thick diapers, regardless of gender usually. Even the uniform, diapers and all, where comfortable to wear at least, though Jack would never admit that to anyone outside him fellow coworkers.

But there was one aspect of the job that Jack hated above all else, and it happened every Friday evening during his shift without fail. So much so that he could almost set his watch for when his manager would approach him and say, “Doug has requested for your services tonight.”

One of the “premium options” offered to customers was the chance to request a particular maid to serve them, albeit for an extra fee. They even got to control the short ranged remote for that particular maid’s vibrator for some extra fun. Now, there were rules to keep the staff safe like the fact that the maid’s uniform had to stay on at all times and other such precautions that would result in immediate expulsion of the customer from the cafe if breached, and those that were requested often made even more in tips that usual, so you would think that Jack would have at least tolerated it for the sake of money, right?

Not when it came to Doug.

Doug was a rather wealthy patron, and a perverted one at that. While the diapers the maids all wore couldn’t be removed by customers, that didn’t stop customers from asking to pat or rub them from time to time, and Doug was especially keen on making sure the maids knew they were diapered at all times. Unfortunately, he had also taken a noticeable shine to Jack, since every Friday night for the last two months he had requested for Jack serve him specifically. Jack had hope, prayed even, that Doug would eventually get bored with him and leave him alone, but no such luck.

So, with a resigned sigh, Jack had waddled off in the direction of Doug’s usual table. “Welcome to th–Ahhh!” Jack fumbled misstep as a jolt of pleasure pulse through the diaper wrapped around his crotch as the vibrator switched on. Already!? But I haven’t even started! Straining to resist the vibrator’s pull, Jack stuttered out, “We—Welcome to the Poof-ehhhh-Poofy Maid! How can I he—help!— you todaaaaay?”

Doug smiled like a total lech as he continued to thumb the vibrator’s remote, slowly increasing the intensity. “Well, well, well… if it isn’t my favourite maid, back again for more. Couldn’t stay away from me, huh?”

You know very well I don’t have a choice, you filthy pervert! Jack hissed as another jolt of pleasure shot through his padded crotch. “Wha—What can I get for… for you this evening, s…s…sir?”

“The usual, my dear. And before you go…” Reaching into his pocket, Doug pulled out a crisp twenty dollar bill and waved it in front Jack’s face teasingly. “Wet yourself for me, my dear.”

Jack winced as he wrote down the order, and not because of the vibrator going off in his diaper. For another premium for customers was to request that the maid waiting their table actually use their diapers, though only for wetting. This was still an eating establishment, so messing was out of the question, though that didn’t make Jack feel any better as he reluctantly relaxed and let his bladder go, feeling the warmth spread through his diaper front and only serving to intensify the vibrations even more.

The whole time Jack just kept thinking to himself, Do it for the money, do it for the money…

Setting the remote down on the table, Doug reached one hand to tuck the fifty into the apron of Jack’s uniform while his other hand reach down and groped the front of Jack’s newly wet diaper, smiling as the plastic garment squished beneath his fingers. “That’s a good maid… Now toddle off, don’t want to keep me waiting, now do you?”

“Ye…Yes, sir…” Waddling away as fast as he could, he nearly stumbled again as Doug slapped his padded rear as he turned around, the vibrator still tormenting him with pleasure as it went up another notch. The feeling was maddening as Jack continued to work other tables in this state, which amused many of the other customers any the sight of the clearly flustered sissy maid stewing in his wet diapers, a feeling that Jack was terrified to realize he was becoming far too accustomed to.

I don’t like this, I don’t like this… he continued to mutter to himself like some kind of desperate mantra, though with each shift that was becoming less and less true, the pulsing of the vibrator pressed against his soaked diaper driving him closer and closer to orgasm each time.

And, if Doug had any say in it, it wouldn’t be long before he would have no choice but to waddle off to the “special” area of the break room, the one where clearly pleasure filled moans mixed with loud crinkles mixed together from behind the less than soundproof door. It was only a matter of time…

“Oh, maid?” Doug called from his table while holding up his glass. “A refill for my drink, please!”

Jack could only groan as he waddled and squished back over to Doug’s table, muttering under his breath, “This is going to be a long shift—Ahhh!”