UMD Stories

Separate Vacations
Story by SkunkGuy2020
Posted Friday     236 views
"Absolutely not!" Sheila, my wife of 20 years shot coldly. I blushed, embarrassed. After so many years together, we'd explored many things, but I'd somehow crossed a line with this revelation. A suggested roleplay that was apparently a bridge too far. I tried to recover. "Are there any things you've always wanted to try?" Her face froze in thought. "Obviously not. I'm perfectly happy with our love life." she offered almost robotically. She returned to her novel and I slipped out of our room back into my office. That was the end of that.



Several days had passed without any acknowledgement of my silly proposal. Our vacation was coming up soon, but we hadn't settled on plans. At breakfast, she struck up a conversation. "Would you like a tropical vacation this year?" she asked, curious.



"Sure, if that's what you want." I responded with a yawn. Tropical vacations weren't really my thing, but snoozing all day on the beach wasn't the worst thing I could think of.



"I'd never want you to do something you were uncomfortable with." she responded curtly. Where did that come from?



"I can book the flights for us if you'd like." I offered. It'll be fun! Are you thinking Hawaii? The Bahamas? Mexico?" I asked.



She paused, then said, "You hate tropical vacations. What if we did separate vacations this year?" she said, watching my face for a reaction.



I was taken aback, but responded, "That sounds lonely. Wouldn't you get bored without me?"



"Oh, I think Jill and I can keep ourselves entertained for a week." she continued. Jill was our neighbor and Sheila's lifelong best friend. The two had gotten up to a ton of mischief in college, I'd heard the stories.



"I'm fine either way. It's genuinely up to you." I continued. Sheila smirked.



"Where would you go on your vacation?" she asked.



"I donno, with you out of my hair, maybe just say home and get some projects done, maybe play a little golf." I mused. "Maybe a quick fishing trip to Alaska or a weekend in Vegas." i continued.



"Alaska this time of year? You'd be ice fishing." she observed. She was right. Alaska in late autumn sounded even less enjoyable than laying on a tropical beach.



"Well, either way, I just want you to enjoy yourself. I'm fine if you and Jill want to go on vacation without me.



Sheila thought about it for a moment, "I'll talk with Jill, price some things out, and we can decide later." she finally answered sweetly, kissing me on the cheek. I grinned and wrapped her in a hug. She giggled.



The door to my home office flew open. "Jill is free and excited to go! We've found an all-inclusive resort that had an amazing special!" she paused, looking concerned. "You're sure you're alright with this?" she asked.



"Yes, go have fun! I'll keep myself entertained." I responded chivalrously. The thought of sitting on a beach listening to Jill and Sheila going on and on about old flames and old pranks didn't interest me in the least. "Go and have fun!" I assured her sweetly.



In no time the day had arrived, and before dawn I was helping Sheila and Jill unload their suitcases in the airport departure lane. I kissed Sheila goodbye and gave Jill a hug. "Have fun, ladies!" I called out. Sheila called back, "We will! By the way I showed Jill your browser history! I love you!" My face went white. but I managed a feeble wave as Jill and Sheila just looked back grinning wickedly.



The ride home was quieter than it should have been, wondering what they meant and what humiliating details they might have discovered. How did they manage it? "THE ROUTER!" I grimaced aloud alone in the car. The admin password was still stupidly affixed to the device, and from there, everything. "TOO MANY SECRETS"



I pulled into the garage as dawn was breaking. 10 days to myself. I hardly knew where to start. Since I was already in the garage, I decided to take a peek through the box of fetish items and roleplay costumes I'd accumulated over the years should Sheila ever change her mind about my kinks. For the second time this morning, the blood drained from my face and my heart skipped a beat. The box was empty except a handwritten note. "Just because I'm not interested in your little games doesn't mean I won't let you enjoy them. There's a surprise waiting for you in the guest room. Love, Sheila XOXO with a pencil drawing of an elegant looking woman holding a leash leading to a kneeling man. Dropping the note back in the box, I cautiously approached the guest room. The light was on.



I pushed open the door. I nearly jumped, sitting in a chair in the corner was a full sized, pink animatronic skunkgirl wearing a very frilly pink French Maid costume. She was stunning, every curve intentional, every stitch intended to communicate a feeling. The feeling I was mainly feeling now was a strange arousal for some primal reason. Her softly glowing eyes scanned me. "You must be Skunky!" the robotic skunkgirl said cheerfully in a light French accent, using the humiliating pet name Sheila usually only used for me when she wanted to put me in my place. "My Mistresses Sheila and Jill provided me with detailed instructions on how I should take care of you this week." she continued. "I am an Artificial Intelligence Maidbot Electronic Escort. You may call me Aimee." she purred.



"Um, it's a pleasure to meet you, Aimee. I'm a grown man capable of taking care of myself. What were you instructed to do for me?" I asked suspiciously.



"Oh, Mousier Skunky, not for you. TO you." she continued. I blushed deeply. Aimee saw the increase in bloodflow to my cheeks and giggled sweetly.



"Ok, what is my safeword?" I asked.



"Mousier Skunky, you misunderstand. My mistresses are Mistress Sheila and Mistress Jill. They hold the safe words. They will be monitoring via the additional cameras deployed throughout the home and will use them if they see fit. I will carry out their instructions to the letter."



"I see." I nodded solemnly, a tiny bit of hope dashed. "May I ask who selected your outfit?"



"Ahh, Mousier appears to hold some outdated ideas about AI. I select my own attire to elicit the desired reactions from my charge. I brought a range of ensembles for myself, and not a few for you as well." she smiled sweetly, a glint of malice in her tone. "Do you wish a brief bio-break before we begin?" Aimee asked with a hint of genuine concern. "Uh, yes please!" I sputtered. Aimee swept her arm elegantly towards the door and I nervously scooted past. Locking the bathroom door I texted Sheila. "Is this your idea of a prank?" I texted, as quietly as I was able. the text came back in a few minutes. "Ahh, so you've already met Aimee? Isn't she incredible?" came the text back. "Have a fun week!" with a laughing emoji. I rolled my eyes. Taking a nice hot shower to gather my thoughts, I realized that maybe this could be fun. Let's see where this goes. I dried my face and stepped out of the shower, immediately bumping into a plush pink robotic Skunkmaid. "No need to get dressed. I've got your outfit already laid out." I followed Aimee's billowy skirt and playfully bouncing plush pink and white skunk tail back down the hallway to the guest room. On the bed was a humiliating giant adult diaper, a bib, bonnet, an enormous bottle of baby powder, and mittens with no thumbs but thick white patent leather straps. I blushed as Aimee patted the bed, Up you go, Skunky!" she cooed. I reluctantly obeyed.



Aimee's cartoon like appearance belied her incredible strength, and she took no effort to hoist my tush up, powder by bottom, and affix the diaper. She squirted a tube of clear liquid around the waistband, followed by a bright purple glow from her eyes. The diaper's waistband heated with the glow and tugged at my skin. "UV glue to stop mischievous hands." she explained sweetly. Next came the mittens which she buckled and locked, rendering me even more helpless, followed by an adult sized terrycloth bib and bonnet, a light blue polka-dot frilly monstrosity Aimee tied with an unnecessarily poofy, shiny white satin bow beneath my chin. Matching booties were attached to my feet. "Stand up!" Aimee ordered. I obeyed. Aimee buckled a thick, baby blue shiny collar around my neck. It had large jingle bells all around it that tinkled humiliatingly with every jostle. She clipped a long baby blue leash to my collar and secured it with a heart-shaped padlock. Tugging me to the full length mirror, I blushed, but felt strangely aroused by Aimee's embarrassing care. A large TV screen came to life with Sheila and Jill sitting poolside. Jill spat out her drink when she saw me, while Sheila just grinned like a lioness with a fresh kill. "I told you this would be worth it!" Sheila elbowed Jill, still doubled over with laughter. I rolled my eyes. "Very funny. Now, can I go?" I growled.



"Of course! You can go wherever you want Skunky!" Sheila grinned. "Aimee has been instructed to ensure you can only leave the house looking like that, however." Both women burst out laughing. "Also, with those mittens, you'll have to ask Aimee to drive you." they giggled like schoolgirls. Realizing my predicament, my cheeks burned. Aimee just watched the interaction with a pleasant smile. "This was your fantasy, remember? You're welcome, Skunky! I love you!" grinned Sheila. Jill blew me a kiss. The TV screen went dark.



Aimee faced me, "Now Mousier Skunky, would you like breakfast before we begin today's agenda?" I nodded. "This way then!" Aimee smiled sweetly, tugging my leash out the door and down the hall to the kitchen, filled with the smell of frying bacon and sweet cream. In the center of the kitchen was a giant high-chair. Aimee effortlessly lifted me up and replaced the tray, locking me in. My hands were useless in the mittens, but she bound them behind me for good measure. "Open wide." she giggled, swirling an oatmeal-laden spoon like an airplane. I closed my mouth defiantly. Aimee lowered her face until her glowing eyes were even with mine. "Mousier Skunky, your week will proceed as it will proceed, a program which cannot be uninterrupted until the final output is completed. This week was written especially for you, a delicate balance of humiliation, discomfort, and pleasure. Your ability to influence the outcome is limited to the amount of discomfort." Aimee lifted a small remote control and pressed a button, her eyes unblinking. A powerful electric shock shot through my butt, causing me to yelp. "On the other hand...or perhaps I shall say Mitten?" she pressed another button and vibrators embedded within the humiliating diaper roared to life, pulsing and buzzing and stroking, sending a wave of pleasure coursing through my body. "Your choices this week are limited to pain or to pleasure, one or the other. That is all." she observed coldly. Her eyes faded to their normal bright, playful appearance and she rose. "Once more Mousier Skunky, here comes the airplane!" she cooed. I obediently opened my mouth, the oatmeal was the sweetest, most exquisite flavor I've experienced.



"Oh dear, I've made far too much!" Aimee scolded herself aloud theatrically. She tapped her perfect lips with her lithe pink finger. "Ahh, I know a little skunk who might enjoy some oatmeal!" Grinning, she hoisted the massive pot and tipped it effortlessly over my head. My body vanished beneath the sticky, warm goo. She mashed the remote sending wave after wave of pleasure through me. "Enjoy your oatmeal while I clean up." Aimee purred. An explosion of orgasm washed over me as I sat bound and degraded under the mounds of mess.



After what felt like an eternity, Aimee released me and guided me into the shower. I was soon scrubbed and put into a fresh diaper and an embarrassing sailor onesie. Aimee patted my diapered bottom and shooed me into the living room. The television was on with swirling, colorful shapes, odd binaural beats, deep, pulsing bass I could feel in my chest but only barely hear. I stared at the screen, a show with AI puppets and cartoon shorts, never staying on a scene for more than a moment.



Sheila and Jill checked in on me from time to time, but Aimee was an ever present guardian angel. Throughout the day Aimee would watch me as I'd stare at the television, or fitfully try to put together a puzzle. As the sun began to set, she announced, "Play time!" She led me into the kitchen, now laden with messy cakes, pies and desserts. Aimee passed me a pie. "Mousier Skunky, I've taught you a new trick!" Aimee smiled proudly. I took the pie in my paws, puzzled. "Flan Pissier" Aimee grinned. I slammed the pie into my face, splattering the delicate custard down my front and into my hair. My manhood instantly leapt to life. "Mousier Skunky, beg s'il vous plaît." Aimee purred.



I dropped to my knees. "Please, Mistress Aimee, let me cum." I begged. She pushed the button on her remote, sending a wave of pleasure over me. As I exploded, Aimee mushed a large cake into my face with a playful twist, rubbing it down my bib and into my diaper. I shook with release.



"Oh dear, what a mess you've become! Perhaps Mousier Skunky would prefer a more discreet activity?" she purred, leading me into the bathroom, lights low from flickering candles.



Stripping me of my humiliating attire, Aimee placed me in the hot bath, sweet smelling bubbles tickling my skin. She pulled a chair beside the tub and began to read, ""Once there was a very naughty skunk...." she began. Her lilting, hypnotic voice and the rhythm and cadence of her words sent me into spirals, only faintly aware of her soothing voice.



I awoke to the gentle breeze wafting in through my bedroom window. Aimee was busying herself laying out a fluffy pile of pink fur. I rubbed my eyes then bolted upright. Aimee's maid uniform was gone, replaced with a brightly colored, frilly clown costume. Her porcelain face had perfect clown-like features as though they were printed on. "You look beautiful!" I gushed, genuinely taken aback. She smiled kindly and did a perfect pirouette. "Merci Mousier Skunky!" she beamed.



"Today we will be attending a very special circus for only adults. We will be performing."



My heart stopped, "In public?" I gasped.



"Non, it is a small circus of adults who share your, interests. We will share one act together."



Aimee stripped me down and pulled the pink monstrosity over my diapered butt. It was a lurid bubble gum pink poodle costume. As a final touch, she dumped an entire bottle of very girly perfume over the fur. "Come, mon animal de compagnie." Aimee giggled. Aimee tugged up the zipper and clipped a leash to my collar, and tugged me gently into the car.



The circus tent was on the edge of town, a vintage striped tent with a busty looking ringmistress at the ticket booth. "We've been expecting you!" she grinned as she kissed Aimee's cheeks in greeting and ushered us both inside. Inside the tent, the crowd was small but dresed in striking black fetish outfits, vintage circus performer garb, even a few furries and their handlers. In the sawdust colored circus ring a redhaired lion tamer was busy with her long whip, taunting three cicling women clad only in tiger body paint as they prowled the inside of the cage. They lept through a ring of fire, danced on brightly colored chairs, and performed catlike acroabatic tumbles and flips. As the lion tamer took her bow, the three tigers exchanged a look, then simultaneously lunged at the tamer comically, tackling her in a fit of giggles.



Next came a very sexy troupe of clown women. "There's our cue, Skunky!" Aimee instructed eagerly, leading me into the ring. The hot spotlight was intimidating and I froze. Aimee just elegantly glided over to a pie rack, returning with a flourish and passing me the pie. I knew where this was headed. Before I could react, I heard "Flan Pissier" as Aimee grinned. I slammed the pie into my face, splattering the delicate custard down my front and into my hair. The audience howled with laughter. Several other of the clown women gave it a try. The suspense hung ominously as the clowns struggled to get the pronunciation just right for the trigger to work. Soon there was a drumroll, and Aimee led me again to center ring.



"Mousier Skunky, beg s'il vous plaît." Aimee purred. I begged like the helpless, horny puppy I am. "Please, Mistress!" Two female clowns stood on either side, each holding two pies, watching intently as my breathing sped. At the moment of release, they slammed my head in a four way pie sandwich as I exploded. Among the audience cheers Aimee curtsied elegantly, then led me to a circus animal cage from which I could enjoy the rest of the show.



We returned to the car and drove home in silence, me feeling a new bond with Aimee I had never experienced before. She was no mere machine. She scooped me up, prepared my bath, and sat down. "Once there was a very naughty skunk...." she began.



The next day was more of the same. I awoke to find a plush, thickly padded skunk costume. "Mon petit puant" she giggled. The day was filled with Aimee finding new and amazing ways to torment me with mess, and me begging her for it. As nighttime rolled around, I awaited our evening ritual. Soon enough, Aimee passed me an enormous cream pie. "Mousier Skunky, but before she could say "Flan Pissier" I twisted around, splattering the thick cream into Aimee's gorgeous silicone face. Her eyes flashed red, her face dripping cream, the front of her maid's costume now splattered with colorful pie filling.



Aimee dragged me to the backyard, "I'm afraid you've been very naughty, Mousier Skunky. You will be sent to bed without your supper and will sleep in the backyard." Aimee scolded. Still dripping whipped cream down her cheeks and apron, she dragged my leash effortlessly out the back door and into the backyard to the doghouse, locking the leash to a steel ring screwed to the doorway. The chain was too tight for me to stand, I was still forced to crawl on all fours. At least there was a bed. Aimee turned and disappeared into the house. A few minutes later she re-emerged with a smile, carrying two pet bowls, one with water, and another with a mound of icky looking brown slop with some sort of greasy looking gravy. She set it down in front of me. Stroking my hair, she knelt down, "I am kind, you may still have the dinner befitting a naughty pet.



"Will I still get my bedtime story?" I asked with a smirk. She giggled. "Perhaps." Her hips swayed as her tail bobbed, disappearing back into the house. Later that evening, I felt the pulsing of my vibrators coming to life. I closed my eyes and breathed in the sensation, hoping for relief. I tried to roll on the bed, to apply pressure to amplify the sensations, but to no avail, the suit was too thickly padded. Aimee sauntered out into the darkness and knelt down behind me. "Once there was a very naughty skunk...." she began.



Before I knew it, the story was over but the vibrations stimulating my groin and butt were too distracting to focus. Breathlessly I pleaded with my Mistress, "Mistress Aimee, Please humiliate me so I can cum." I begged, kneeling with my costumed paws curled up like a begging puppy. "But of course!" She giggled in her lilting voice, mashing the remote sending the vibrators into overdrive. She watched my breathing speed, and my eyes start to close. Just as I reached the edge, Aimee ground the massive cream pie into my face with a cruel twist just as a blast of powerful skunk spray shot out in a green cloud from my tail coating me in humiliating slimy skunk musk. I gasped and collapsed onto the reeking, sticky pet bed panting. Aimee giggled, stroked my forehead sweetly, and withdrew into the house, turning off the lights in the backyard. Overwhelmed by the crash of sensations, I sighed and soon drifted into sleep in the doghouse, the only sounds the frogs from the nearby pond.



I awoke from a fitful sleep to hear the slamming of car doors and the opening and closing of the front door. The dew soaked through my ridiculous plush outfit, but other then the horrid skunk stench, it was warm and cozy even inside the dog house. I crawled out into the morning light as Sheila and Jill burst through the back door onto the back porch, phones in hand capturing my humiliation for one final time. Sheila rushed up and gave me a hug before wrinkling her nose, "You stink!" she giggled. I rolled my eyes. "We only stayed three days, it was boring without you to tease." She unlocked the padlock on my collar and I stood and stretched. Aimee joined Jill on the porch, having a hushed conversation. "Aimee, excellent work this week, thank you! Would you please whip up something to neutralize Skunky's skunk scent?" Sheila asked kindly. "Of course, Mistress Sheila." Aimee bowed and vanished into the garage for supplies. "Did you enjoy your little vacation?" Sheila asked. I thought for a moment, "Yes, that was the most humiliation I've ever endured in my life, but it was fun! Thanks, I think." I grinned. Aimee returned. "Aimee, thanks for an unforgettable week. You are incredible!"

Aimee grinned. "I'm glad Mousier Skunky enjoyed his experiences." the sexy robomaid curtsied elegantly.

"I'll certainly miss you when you're gone." I added sincerely.

"Oh, Mousier Skunky is still under the mistaken impression that his situation is temporary? I already told you my mistresses are Mistress Sheila and Mistress Jill." Jill and Sheila exchanged knowing glances.

"This is my home." the Robomaid smiled sweetly. I gulped nervously. Aimee passed me an enormous cream pie. "Mousier Skunky, "Flan Pissier" Aimee grinned triumphantly.
Tagged male+female
Comments:
BlueGriffin:
Friday
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I'm guessing they are a richy rich type couple to have the money/time for all this? Or he just took actual vacation time. Either way, loved the playfulness of the girls getting to watch the messing on camera as they relax in the beach.
Circus was a fun touch and the trigger too.

Another wonderful story from you as always.
SkunkGuy2020:
Friday
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Thanks so much! This was originally going to stretch to all 10 days, but felt it best to turn it into a twist where Aimee stays. More possibilities this way. Glad you enjoyed it!
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