Reuben gulped when the cab pulled up to the lush mansion.
 He had eagerly accepted the job offer before, but now he was having second thoughts.
 But a few weeks as cleaning staff at the exclusive club of Sonja Wynters, owner of one of the biggest brands in the adult entertainment business, for a very handsome pay, was too exciting an offer to turn down.
 The bat took a deep breath to calm his nerves and climbed the stairs to the large oaken doors.
 There Sonja stood waiting for her new employee: pristine white fur, classy and alluring curves, squeezed into a crimson suit jacket and matching tight skirt, all framed by long, wine red hair.
 “Ah, Reuben, I presume? Welcome~” She stepped forward to greet her visitor. “Come along, I’ll show you to your room. You can start immediately~”
 “Y-yes, miss Wynters!” The bat boy nervously stammered, grabbed his backpack and followed her into the mansion.

 Thankfully, he had packed lightly.
 The contract stated that he was to wear a work uniform at all times, but also that clothing would be fully provided by the Wynters Estate.
 Swallowed nervously, Reuben walked close behind his new boss, down velvet carpets and hallways painted in deep shades of red and purple, adorned with paintings of her models in provocative positions and bondage.
 Curious and excited about what his uniform would look like, given the eccentricity of his employer, the young bat felt his heart pounding in his chest.
 They stopped in front of a heavy mahogany door that Sonja gently swung open. “There we are, honey, your room for the next few weeks~”
 Reuben peeked inside and saw a large bedroom furnished just as lavishly as the rest of the mansion he had seen so far.

 A young maid girl with onyx black hair was laying out a black dress out on the silk sheets of the bed.
 “Good morning, Pandora~” Sonja greeted her favourite servant. “Is Reuben’s uniform ready?”
 Pandora nodded and answered with a soft, angelic voice. “Of course, miss Sonja. He can get dressed immediately.”
 The red-haired feline smiled in approval, beckoning the bat to come over. “Honey, I can’t have you serve in a plain t-shirt and jeans. Please do take them off, and your underwear too~”
 “Eh? Y-y-yes! Of course, m-miss Wynters!” He still felt nervous to obey such a request, but the submissive bat felt the urge to obey his new mistress well up in him, so he dutifully obliged.
 He peeled off his clothes and placed them on a nearby chair until he stood naked before Sonja and her maid.

 Said maid then pulled the black dress over his head and helped tie the white frilly apron around his waist.
 The first thing Reuben noticed was how short the skirt was.
 Only by standing completely straight would it cover him, just gently walking would his butt and privates.
  Sonja approved. “Mmm~ It suits you well. But there’s much more to it. Please, lay down on the bed, with your face down.”
 Reuben did as he was instructed, leaving his bare behind exposed in the air. “Now take a deep breath, little bat~”
 “Ahh-aahhn~!” The maid boy moaned loudly when he felt a large silicon toy slide up his rear
  A layer of lubricant made it go in without trouble, but its size was rather intense.
 When the kinky feline had managed to work the entire dildo into Reuben’s poor butt, she had Pandora put a pair of satin undergarments on him, a black thong that left his cheeks exposed and trapped the toy inside him as well.
 It felt like Sonja had deliberately chosen panties that were just a little to small, hugging the contours of his hips and bulge snugly.
 The angelic maid also slipped a pair of white, thigh high cotton stocking onto his legs, topped off with black heels held by a small strap.

 “Is this all ne- nff… necessary, miss?” Reuben moaned when he was helped back up onto his feet, wobbling insecurely by the overwhelming sensation and his new, heeled footwear.
 A resolute ‘yes’ was Sonja’s answer, who quickly began winding ropes of red silk around his upper arms and torso.
 Curiously, she left his lower arms free to move about, although he couldn’t raise them any further than slightly above his stomach now.
 “But miss, how can I work like this?” The bat boy complained but was quickly shushed by Sonja.
 “You need not worry about that. I also must remind you that maids are not to ask so many questions. Pandora, if you please~”
 “Of course, mistress.” The maid curtsied, then hiked up her skirt to remove her panties.
  They were made of a high quality, black and white striped cotton, with a small lace trim.
  On Sonja’s command, she balled up the undies and pushed them into Reuben’s mouth just as he wanted to complain. “Wait, please noo-mmph!”
 As he tried to adjust to the soft fabric filling his mouth, his new mistress reached for her table of supplies to retrieve a leather head harness.
 This harness was fitted snugly over her servant’s head, a big rubber ball in the middle getting lodged between his teeth.
 Graceful fingers pushed the orb as deep into his already well-stuffed mouth and buckled the straps.
 He tried to pull the gag out, but his partially bound wings could not reach his face, a sensation that made his cheeks blush cherry red and his heart beat faster.
 He saw Sonja nod behind him, which was the sign for Pandora to pull a folded satin sash tightly over his mouth. “Mmmph!” His moans became even more quiet as the cool fabric covered his face from his chin to just under his nose.
 
 “Perfect, perfect~!” Sonja purred, spending several minutes admiring and caressing her handiwork.
 Eventually, she buckled a leather collar around Reuben’s neck, and tugged on the leash attached to it to command him to follow her.
 The aroused and embarrassed bat meekly obeyed.
 “Pandora? Can I count on you to further prepare Reuben’s room? Then meet me downstairs at the outdoor guest pool after you’ve finished.”
The raven-haired maid bowed respectfully and immediately went to make the bed as her mistress took her catch back out into the hall.
 Said fresh servant gasped every few steps, the toy in his rear causing a pleasuring sensation with each movement… if this was to be his fate for the coming weeks he wasn’t sure if he’d last.
 “Come, Reuben~” Sonja spoke in a commanding yet kind voice. “Your first task awaits~”

 The stairs down were the most intense part of the way to the pool.
 As much as he tried to pull his short skirt down, he felt his butt remaining completely exposed while descending the steps, not to mention the plug shifting around even more.
 The young bat sighed in relief when they at last arrived at the pool.
 The area looked rather pleasant, actually: decorated with tropical plants, comfy deck chairs and well stocked bar attached to the mansion.
 “Over here, Reuben~” Sonja unlocked a supply closet and retrieved a wooden broom that she handed to him. “Allright, honey. As you can see there’s quite a bit of dirt and leaves around the pool. Be a darling and sweep them into that fenced enclosure over there, before the first guests arrive, would you.”
 Reuben nodded in understanding and hurried to his task, not wanting to disappoint his mistress on his first day.
 That was until suddenly a pleasuring vibration started in his plugged rear. “Hmmmnph!?” He moaned loudly into his gag.
 “And one more thing~” Sonja purred, holding a little remote in her paw. “To make your work more… interesting, I’ll be toying with the settings of your vibe. See it as encouragement to work extra hard, okay!?”
 “Mh-nn…” The bondage maid nodded again, shifting uncomfortably from this new wave of arousal that came over him, but immediately tried to recompose himself and start sweeping.
 “Good boy~”

 Wobbling unsteadily on his heels, Reuben whined every time he finished scooping a pile of leaves into the small enclosure.
 Every time he did so he felt the vibrations of the toy in his behind intensify, only for them to return to a gentle hum when he got close to release.
 He looked at Sonja, who was watching him from the pool lounge with great interest, smugly gesturing with the remote of his toy to continue working if he rested for too long.
 Already she was enjoying her new maid immensely…

 After what must’ve been over an hour, he suddenly felt Sonja’s slender hands resting on his shoulders. “That’s enough for now, Reuben~ I have a different task for you now~” She spoke softly while taking the broom out of his hand and handing it off to another maid, who replaced it with a large net.
 “One of the maids forgot to cover the pool last night and I need you to get all the leaves out.” She flashed a mischievous smile. “Naturally that poor maid is currently being disciplined for her negligence~”
 She gave him a soft kiss behind his ear before leaving the bat to his duties. “But you won’t disappoint me, would you~?”
 
 “Nm! Mh cmmf nmt!” Reuben shook his head and hurried over to the edge of the pool and got to removing the rubbish from the water.
 He could not let his mistress down on his first day!
 The bat had to be careful not to accidentally fall into the pool, which was a much more difficult task than it sounded with the high heels he was wearing.
 Even more embarrassingly, as he reached over with the net to reach the middle of the pool, he felt his skirt hike up all the way and leave his rear completely exposed.
 He was constantly fearing someone would smack or grab his cheeks, when the latter finally happened.
 Two strong, large hands grasped his rear firmly enough to hold him steady and prevent a tumble into the water. 
 “I see Sonja has recruited a new darling to her staff! Welcome to the club!” The hands pulled him back and turned him around. “Oh, you are just adorable! But wait… hmmmm…”
 “Mmmph!?!” Reuben’s eyes went wide, and he yelped into his gag when he looked up to the tall, muscular, handsome dog, who decided to grope his satin-clad bulge, seemingly out of curiosity.
 “Heheh, you almost had me fooled there, buddy.” The canine chuckled, the groping turning more into a playful fondling, which got the bat to squirm, moan and squeak in his strong grasp. “You’re very lucky, you know. It’s very rare for miss Wynters to induct a guy into her crew of cute, dutiful maids.”
 “Thm-thmmph yhmmm~ Nnf~!” Poor Reuben was getting incredibly flustered by all this sensual rubbing.
 The increasingly vivid fantasy of this handsome dog carrying him off to his room and do whatever he wanted got the bat all weak in the knees.

 “Chance! Down boy~!” The sultry command snapped the bat out of his trance, and even the canine hunk pulled his hands away.
 “I can’t blame you for wanting to have fun with my new maid boy~” Sonja continued as she approached the pair. “But for now, Reuben has work to do. I’m afraid you need to find a new playmate~”
 “Aww, alright miss Wynters. I’ll see you later then, bat buddy!” Chance sighed and returned to the mansion.
 The red-haired mistress took the net Reuben dropped in the encounter and put it back into his paws. “No more distractions now, Reuben~ There are already guests out that want to use the pool, you’d better hurry!”
 The bat-maid made a muffled apology and hastily returned to fishing the leaves, the toy in his rear buzzed to life again to encourage him.
 
 This process of working and getting teased continued once more for half an hour, during which Reuben multiple times feared he was going to pass out from the intense stimulation.
 Eventually, his toy began to pulse in a rapid, unusual rhythm.
 After catching his breath, the bat looked over to see why Sonja was playing with him like that and noticed her beckoning to come over.
 He also noticed that quiet a few guests had arrived around the pool, most of them having been very interested in watching him work.
 Blood rushed to his silver-furred cheeks and he tried to pull down his short skirt with his bound arms as he hobbled over to his boss.
 “You can put the net away Reuben. And very well done~ I think you’ve deserved a reward~”

 Sonja stood up and got close to her maid, who let out a little squeak of surprise as the red-haired mistress clicked the leash back onto his collar and gave it a gentle tug. “Why don’t we go somewhere more… comfortable~?”. She chuckled gently as she led the bat back into the mansion.
 Down velvet-floored hallways they went once more and up large wooden stairs.
 If he didn’t know any better, Reuben would think she was leading him in a deliberately roundabout way through her estate.
 In fact, all the guests they passed giving him lustful, envious looks or playfully smacking his exposed bottom as they passed seems to support this theory.
 “And this toy!” Reuben thought to himself. “It’s driving me crazy!”
 The relief he felt when they finally reached his room was immense.
 But then the excitement took over as fantasies of what Sonja could’ve brought him back into his room for filled his mind.

 “Mmph?” Reuben squeaked in surprise when he felt his hands being pulled behind his back and have more ropes looped around his wrists and his already limited movement got restricted completely.
 “You’ve done enough work for now~” Sonja chuckled. “Now, it is time for me to work on you~”
 Gentle paws ushered him to bend over and lie down belly first on the bed, his feet still planted on the floor, a pose that left his rear completely exposed.
 Sonja tenderly fondled and squeezed the silver furred cheeks, occasionally playfully spanking them even, causing Reuben to make muffled yelps of shock and pleasure.
 “Hmmm, so delightfully soft and sensitive~ I know just the toy for you~” She promised in a soft flirty voice. “Stay put while I go fetch it.”
 Reuben tried his best to lay still while Sonja walked away, which became increasingly difficult as the pleasant tingling caused by the spankings, and the vibe’s buzzing began to slowly increase in intensity as well.

 Then, a sharp jolt went through his left cheek, followed by a wave of pleasure that slowly travelled up his spine. “Hmph!! Mmmmhnnngg~”
 Twack! A similar shock then hit his right cheek, again making him shiver in delight.
 Curious as to what was used to cause this wonderful punishment, he struggled to turn around, but was immediately discouraged by another flick against his bottom.
 “Ah, ah, ah~ No peeking, Reuben.” She another firm smack, eliciting more aroused muffled moans from the young bat.
 “But if you’re wondering, this…” She smacked him again. “…is my finest suede flogger…” And again. “…designed to inflict the perfect balance…” And once again. “…of pain and pleasure~”
 Meanwhile the bat was melting into aroused putty on the bed’s silken sheets.
 “So, you enjoy being disciplined? How naughty~” Sonja chuckled, flogging Reuben’s fluffy rear over a dozen more times, letting him rest half a minute between strikes to savour the sensual afterglow.
 
 “If you love punishment so much, then I’m very eager to see your reaction to being rewarded~” The feline mistress smiled, putting the flogger away and lying down on the bed, pulling her maid onto her lap.
 “Mmmpphnn~” Reuben blissfully mumbled, letting him get swallowed in Sonja’s embrace, not even minding her slowly tying up his legs using her trademark red silken ropes.
 But then the distinct buzzing of a vibrating massage wand snapped him out of his trance. “Nmmph!?” His eyes wend wide as the device slowly descended towards his groin, underscored by the kinky cat’s sultry purring. 
 “Mmmmnnnph~!!” However, the sensation of the wand being pressed against his nethers soon had him exploding in ecstasy.
 “Oh, you just love this, don’t you?” Sonja teased, rubbing the device up and down his bulge before securing it between his thighs with more coils of rope: now his own squirming would keep the buzzing silicon rubbing against him. “And to think: there’s weeks of this ahead~”

 She kissed her maid tenderly on her forehead and laid him down on the soft pillows and sheets before getting up herself.
 “Enjoy yourself, sweetie, I’ll be back for you in two hours.” She turned around to blow the helpless, squirming bat a kiss. “I have many more tasks for you to do, little maid. Bye-bye for now~”
 Reuben writhed around in bondage bliss, the two vibrating toys forcing endless pleasure onto him “Mmmnnph~! Hmmmmng~!!” He felt the first of many long-awaited orgasms welling up.
 He couldn’t believe his luck, and this was just the first afternoon on the job!
 Him being a bound and gagged maid for another full month?
 
 Maybe he’ll ask to extend his contract to doing this for the rest of his life!

 




Credits:

Story by Rutgerman95/The Awesome Autist (http://www.furaffinity.net/user/rutgerman95/)

Written for Telokey(https://www.furaffinity.net/user/telokey-the-bat/ ) as part of a story trade and as birthday present

The characters of Reuben belongs to Telokey, while Sonja Wynters is created by and used with permission from MiniRuri(https://miniruri.deviantart.com )