The Unwinnable Bet 2

I could hear Meagan cheerily on her phone with her friends. "Yes, we were still on for tomorrow, no, no need to bring anything, it was all taken care of." I clawed at the silk rope, now sticky with whipped cream, finally loosening the knot enough to unwrap its length from my ankles, freeing my wrists. I straightened my legs and stretched, still belly to the floor. Banana cream pie still dripped from my face. "Yeah, he totally fell for it! He's all ours for the weekend!" I could hear a fit of laughter on the other end. I sighed, stood carefully, and then bunny hopped down the hallway in search of my emergency handcuff key, leaving a trail of whipped cream splatters down the hallway.

We kept a handcuff key tied to a length of ribbon beneath our bed. It was a little rough and required some straining, but fortunately she'd left the keyway facing my fingers, making it relatively short work to unlock, even fastened as they were behind my back. I unsnapped the ankle restraints, removed the gag, and stretched my jaw. After a quick shower I texted my buddies that golf was off for Sunday.

"Everything ok?" they texted back.

"Yup, just got a better offer." I lied.

I was looking for the mop in the kitchen when Meagan returned. "The girls can't wait to see you tomorrow!" she gushed. "We have some surprises for you!" she grinned cheekily. I gulped.

"I lost fair and square. I'll honor our little bet. Just please make sure I can make it to work on Monday morning." I rolled my eyes remembering that time she and her friends had left me tied up and painted like a statue in a park in Canada.

"No promises!" she teased with a wink. I tackled her and tickled her relentlessly, which led to an epically romantic evening. Cleanup can wait until morning I guess.

The Saturday morning sunrise broke through the curtains and I sighed contentedly, drinking in the warm sunlight. A gorgeous shaped shadow momentarily blocked my view before a massive cream pie exploded over my face and pillow. "Rise and shine, Pet!" Meagan passed me a cup of coffee with cream which I accepted gratefully, still trailing pie filling down my chest. "You've got a ton of cleaning to do before the girls arrive." Meagan giggled as she licked cream from her sexy fingers. "Get showered. Your outfit is on the chair."

I showered again and toweled off, taking another sip of coffee before spotting the day's attire. A crisp white button-down shirt, a bow tie, and too small black shorts, black socks, and black shoes. I groaned, but obediently pulled on the ridiculous ensemble. I emerged to see Meagan and her best friend Jill in the hallway whispering. Both girls laughed out loud upon seeing me. "He actually wore it!" giggled Jill, clearly amused at my newfound submissiveness. I greeted her with a hug and set off to strip the pie-covered bedding and find that mop. I made quick work of the last night's mess and threw the bedding into the washing machine. By the time I was finished the doorbell had rang again and her friends Rachel and Tabitha had joined in the living room. The girls were excitedly catching up and I thought I could sneak past into the kitchen for a bite to eat. "Oh here's our pet for the day!" Meagan exclaimed. I froze, sighed, and presented myself to the ladies with a polite bow. "Can I get you ladies anything?" I offered.

"Yes please. Be a good pet and fetch us the cart from the kitchen darling?" cooed Meagan innocently. I nodded and stepped into the kitchen. Positioned prominently was a large rolling cart laden with pitchers, buckets, and ornate looking desserts. I gulped as I carefully wheeled the monstrosity into the living room. The ladies were thoughtfully spreading a clear plastic drop cloth over the carpet upon my return.

Tabitha grinned wickedly, "Meagan mentioned your little kink to us. We thought we'd be kind enough to help you out with it a bit." I blushed, my cheeks burning deep red. We'd had many intimate conversations among Meagan's friends, but this was unexpected. "Um, thanks?" I groaned, not sounding particularly thankful at all.

"Have a seat." Meagan offered sweetly, gesturing to the middle of the tarp where a thickly frosted sheet cake had been positioned. I gritted my teeth as I sat down cross-legged, my arousal already stirring as the cake invaded my shorts and coated my legs. Meagan stood and contemplated the cart before withdrawing a large pair of fabric shears from the bottom shelf. "Hold still." she whispered. I froze.

Meagan made a show of slowly circling me before carefully sliding the shears beneath the bow tie. I shuddered as the gleaming metal touched my bare skin beneath the shirt. She carefully closed the shears, slicing through the thin fabric of the dress shirt. She continued carefully around my neck until the shirt separated from the collar and bow tie, sagging under its own weight. Next she slid the shears down first one arm, then the other, cold air rushing onto the skin of my arms. She finished by circling the fastened cuffs of the shirt. She gingerly set the shears aside and theatrically tore the buttoned shirt apart at the chest, yanking it like a magician until I was sitting with only the collar, tie, and cuffs still surrounding my wrists and neck. I blushed once more while Meagan's friends cooed and wolf-whistled. I rolled my eyes. She approached with a wide permanent marker, drawing a shiny black puppy nose and whiskers on my nose and cheeks, followed by a muzzle. She traced the nose down to my lips, coloring my lips black like a dog's.

Rachel stood next. "I think I'd like some dessert. Chocolate mousse, anyone?" She chuckled darkly as she lifted a bucket filled with rich brown mousse topped with fluffy whipped topping. She unceremoniously proceeded to hoist the bucket before smushing it down comically onto my head, covering my face as the mousse slid with a splat down my chest and back, pooling in my lap. There was no hiding my arousal now.

Jill took two banana cream pies and squished them sensuously into my chest, allowing the filling and pie tins to slide down into my lap. Meagan followed with a set of sticky blueberry cream pies of her own. I let out a soft moan at my humiliated and messy state. Meagan fastened the now familiar dog bone shaped gag across my lips and behind my sticky head. She followed with a heavy leather harness with adorable leather puppy ears on the headband, locking them into place with small luggage locks. Leather puppy paw mittens were tugged over my hands and buckled tightly at the wrists and more locks were applied. finally, myy socks and shoes were removed one at a time while leather puppy paws were pulled into place on each foot, again secured with locks. As a final indignity, a long puppy tail was attached to my shorts with an oversized safety pin. I playfully gave it a wag, much to the girls' approval and delight.

Jill selected another pie. "Oh Tabitha!" she purred. Tabitha looked just in time to see her world go white with sticky cream as Jill thrust the pie into her unsuspecting face. "NOOO!" shrieked Tabitha, clawing the dessert from her eyes before retaliating, smushing a chocolate cake into Jill's laughing face. All hell broke loose as the girls slipped and wrestled in the resulting slop, Rachel and Meagan laughing and hiding behind the loveseat. Blasts of squirty cream managed to find them behind their refuge however. As the giggles died down, most of the newly created mess was again directed towards me. "Ladies, our pet is getting jealous." Meagan purred.

Meagan hoisted a jug of golden honey, glistening in the summer sun through the window. "You couldn't be any sweeter, Dear!" she said lovingly. "But, I'm willing to give it a try!" she giggled before upending the massive jug of honey slowly and carefully over my body. The others approached with torn feather pillows, taking turns laughing as they forced handfuls of feathers over my sticky body from head to toe. Meagan strapped a collar and leash around my neck and led me into the backyard, glowing warmly under the setting sun. There a large dog kennel had been set up, complete with a plush dog bed and stainless steel dog bowls filled with water and a mound of unidentifiable brown slop. "Your new home, my Pet!" she grinned. I obediently crawled inside as she locked the door shut with a comically large padlock.

"We're headed out on the town. We'll be back in the morning." grinned Meagan through the bars of the puppy cage. "Stay!" she giggled.

I heard their giggles fade as they returned to the house. A car started in the distance, driving off into the night.

A freezing blast of icy water from a garden hose was my alarm clock late Sunday morning, followed by a deluge of liquid dish soap. Four sets of hands with rubber gloves gleefully dragged me from my kennel and began scrubbing and giggling, removing the now solidified gooey mess. I shivered under the attention as much as the cold.

"Today is Ladies' Night at the new club in town! They have a trivia night you're gonna love!" Meagan explained as she toweled the icy water and remaining mess off of me. Meagan tugged me into the bathroom and unlocked my mittens. As I re-entered the hallway she was ready and swiftly re-attached the mittens over my wandering fingers with the snap of the locks.


The girls tugged at my leash dragging me down the line towards the club entrance. The imposing bouncer did not look amused. "Sorry Ladies, but your 'guest' doesn't meet the dress code." he growled. Meagan stepped close to the bouncer, smoothly picking up a black permanent marker from his podium, then turned and uncapped the pen. The cold tip of the marker tickled uncontrollably as it danced along my ribcage on one side, then the other. I looked down to see the large letters "SERVICE DOG" written hastily on my sides in black ink. She re-capped the pen and handed it along with $100 from my wallet to the bouncer. He grinned. "Very clever. You're in."

The bouncer unclipped the velvet rope to let us pass, handing us a slip of paper denoting our trivia night team. "We're team 3!" Meagan informed her friends. It was still early enough that there were plenty of seats. Meagan and her friends found a booth to the right of the dance floor with a good view of the stage. They dropped their bags and began giggling and chatting excitedly. "What would you like to drink, ladies?" Meagan asked, withdrawing a notepad and pen from her handbag.

Meagan jotted down each of the women's drinks on a scrap of paper from her notepad and slipped it and my credit card into my mouth above the gag. "Fetch!" she giggled, playfully swatting my butt.

I maneuvered through the crowd to the bar beside an auburn haired woman and her friend. I froze in terror. My boss! She looked at me coolly before exploding in a grin. Next, her eyes went wide with recognition. She mouthed my name silently, a questioning look washing over her face. My cheeks burned fiery red and I quickly scurried to another section of the bar.

The female bartender nearly doubled over with laugher as she saw me approach. She slipped the note and credit card gently from my lips, snapped a photo with her phone, and quickly mixed the drinks, carefully balancing our cocktails onto a tray. I gingerly lifted the tray between my mittened 'paws' "Wait!" the bartender shouted. I froze. She lifted a fifth paper bowl onto the tray and filled it to overflowing with a mound of whipped cream. "Don't forget your Pup Cup!" she giggled sweetly.

I maneuvered carefully back to our booth with the tray. Despite a close call, I managed not to topple the drinks. I slid the tray gingerly onto the table. "Good boy!" cooed Meagan. She leaned over to pat my hair playfully before setting the paper bowl with the mound of whipped cream onto the floor at her feet. Meagan slipped her heel off her foot and dipped her bare toes into the sticky cream. "Enjoy your Pup Cup!" she giggled softly. I knelt down and began lapping the cream from her gorgeous toes obediently as she dug her foot deeply into the bowl, painting my nose and face white with the cream.

The dance music stopped and a drumroll sounded as a single spotlight shone on a beautiful hostess in a shimmering blue sequined gown. Additional spotlights swept the stage, exposing three gunge tanks and three tables laden with colorful cream pies. arranged in front of a large screen. "Attention Ladies! Trivia Night is about to begin! The winning team will compete against each other for our ultimate prize!


The room was divided in threes and the trivia questions flew quickly, but our section proved to be the winner. The hostess invited two representatives from our team to the stage.

Meagan grabbed my leash and tugged me up onto the stage. Once again I was blushing brightly as I struggled to keep up.

The gorgeous hostess smirked, "Your puppy may have trouble answering questions with that gag." she observed.

"We'll take our chances." laughed Meagan. The hostess giggled and announced to the crowd, "Very well! Welcome our new contestants everyone!" The women in the audience cheered. "As a reminder of the rules. $500 to our winner. Twenty questions, twenty pies, and a very disgusting gunging for our loser. The three victims were led into the ominous looking gunge tank on the stage while Meagan stood by the tables laden with pies. "Remember, every right answer earns a pie to your partner. Every wrong answer gets you a pie in the face. The losing team will be gunged!" the audience cheered as the hostess' unnecessary explanation.

The first question was asked. I fumbled for the button to answer, only to have my words muffled uselessly.

"No, I'm sorry, that's incorrect." giggled the hostess, lifting one of the pies and twisting it in my gagged face. I accepted the humiliating forfeit graciously.

The next 18 pies followed a similar pattern, me growing increasingly coated in pies and increasingly frustrated by my inability to speak or to hide my growing arousal, desperate for release. Finally it was time for the last question:

The hostess gave a wicked look, "What's the top of a house called?" she asked. "ROOF!" I barked through the dog bone gag to the audience's laughter. The hostess smiled, "That's right!" she smiled. Meagan's eyes went wide as the hostess mashed the last pie into Meagan's perfect face, her lips forming a perfect O through the whipped cream as she processed what'd just happened.

"Still, I'm afraid that leaves your puppy 19 points behind." observed the hostess dramatically. You know what that means?" she asked rhetorically. I winced as the crowd counted down "THREE! TWO! ONE!!!!" a loud clack sounded as the gunge tank door slammed shut and a deluge of thick stinky brown and green slime slammed down onto my head and body, filling the base of the tank up to my lap. More colors flowed, purple, blue, bright yellow and finally a thick pink. As the flood slowed to a stream, then to a drop, the hostess approached with her microphone. "I wish you could see yourself!" she giggled. "Too bad dogs are colorblind." I rolled my eyes. After the crowd had thinned out, many of the audience taking selfies with me through the plexiglass of the tank, Meagan and her friends approached with towels and the leash. "You were a very good dog, Honey!" Meagan grinned, splatters of whipped cream still in her hair. The door to the tank was unlatched and I leapt forward, wrapping the girls in a very messy gunge-soaked hug.


Monday morning I was at my desk extra early, heads down trying to lose myself in my projects. I hoped I had scrubbed most of the permanent marker from my nose, but didn't want to risk it under the harsh office lights. Julia my boss came in a bit later than usual, but greeted me with a warm but professional "Good morning!" but forgoing her usual questioning about how I enjoyed my weekend. Intrusive thoughts kept sneaking up though. Did she know? Had she recognized me? I tried to push the thought out of my head, but found myself avoiding eye contact with her, ducking into the break room or pretending to inspect the printer whenever she passed by. Nothing appeared out of the ordinary, however.

Late that afternoon, Julia brushed past my desk, "Were you able to get me those project roadmap slides to me today?"

"Certainly, it was no trouble at all." I responded, heart pounding.

She raised an eyebrow seductively, "Good boy!" she winked.