UMD Stories

Ultimate Halloween Walk of Shame
Story by SkunkGuy2020
Posted 11/12/21     1956 views
The rental box truck lumbered down the rainy interstate, streetlights reflecting as brightly off the roadway as above it, the windshield wipers the only competition to the growling diesel engine. Both took turns overpowering the feeble FM radio. Surely there were more exciting ways to pass a Halloween night, but none more rewarding. This year, he'd chosen "Trick."

The lorry wasn't fast, but there was no hurry now. It's task was complete. He just needed to return the truck and slip back into the blissful comfort of his new Ferrari. He wondered how it'd handle in this rain. After all, he'd still only put 300 miles on it so far.

He grinned widely as he allowed his imagination to drift to the chaotic scene he'd created. Finally, after his brutal humiliation last year at the hands of his ex-girlfriend and her sorority sisters, he'd taken his revenge in the most amazing way possible.

He shuddered as the memory of last Halloween came flooding back. Kathy, his cheerleader high school sweetheart, had just pledged to her sorority and to celebrate, she'd invited them to attend their annual Halloween costume.

"Will you wear a clown costume for me?" Kathy had purred.

"You don't even like clowns."

"It's a theme party. Please do it for me?" Kathy had begged melodically, her piercing blue eyes punctuated by fluttering eyelashes.

"Anything for you Sweetie!" Peter offered, still smitten as when he'd first worked up the nerve to ask her out at 17. Even after dating for over 2 years. They'd both be turning 20 soon.

The night had arrived, the memory was still crystal clear. She'd picked him up, again at her insistence. As he positively jumped into the passenger seat, he was surprised to see her forced smile. He was even more surprised to see she wasn't dressed as a clown as well. She instead wore a long, deep red velvet cloak with the hood covering her platinum hair. They sat in awkward silence for the 30 minute drive to campus.

Reaching the driveway of the sprawling Tudor style mansion which had housed the Pi Delta Pi sorority for over 100 years, Peter was surprised to see a parking space reserved for Kathy. He offered his polka-dotted arm to escort Kathy to the door, which she curtly accepted.

As they entered, Peter's eyes had difficulty adjusting to the darkness within, lit only by a myriad of candles. As he glanced around the room uncomfortably, it was clear that he was the only boy here. It was further clear that of the 40 or so others in attendance he was the only one not wearing a very stern expression and a simple little black dress. This didn't look like it was going to be a fun party.

At that moment, movement to his left caught his eye. Kathy's velvet cape slid heavily to the ground, revealing her stunning figure was also clad in the same little black dress. She ignored him and addressed the oldest attendee, whom Peter assumed was the sorority mother. "Hello Kathy, am I to assume this is Peter?"

"Yes Charlotte." Kathy offered, waiving her hand fluidly towards him like she was presenting a boring work trophy rather than introducing her long-term boyfriend.

"Thank you for coming Peter." smiled Charlotte, in what was the least welcoming smile Peter ever remembered experiencing.

"This way please." Charlotte led the way past row after row of glaring girls to an alcove off the main hall and down a creaking, circular stairway to another dark, candlelit room. A large circle of uncomfortable looking wooden chairs surrounded a central wooden chair worryingly inside an inflatable pool with a scaffold fixed above. He couldn't make out details of the scaffold due to the darkness, but he could guess. "Would you please take your seat?" Charlotte motioned towards the obvious torture implement in the center. As he sighed heavily, he lifted his clown shoes gingerly over the wall of the pool and slipped. A tittering of laughter emitted from the girls who were now filing in. Charlotte and Kathy fastened his arms to the chair's wooden armrests with ancient leather straps.

Once everyone was seated, Charlotte addressed Kathy. "Kathy, you've pledged yourself to Pi Delta Pi, is that right?"

"Yes Ma'am" Kathy replied meekly.

"Our sorority has many important rituals, some built on tradition, some based on our considerable experience over the past century. One of those is that High School Sweethearts are prohibited. Our sisters have found they almost universally distract and prevent the achievement of full potential represented by Pi Delta Pi. For that reason, we ask you tonight to choose between Pi Delta Pi and Peter."

"I choose Pi Delta Pi." Kathy offered energetically.

"Then complete the ceremony." Charlotte ordered.

Kathy approached and reached for a velvet rope. Giving it a solid pull, a clank was heard above. Then nothing, then slowly, a heavy black mass descended onto Peter's comical wig and costume. Wave after wave of thick treacle poured onto his head and pooled in his lap, pushing his wig and clown hat into the pool below. Peter felt his face flush below the greasepaint he'd carefully applied. Giggles burst through to waves of laughter from the ring of beauties surrounding him. His manhood immediately betrayed him and leapt to life, was he somehow enjoying this?

Approaching again holding a trash bag, white feathers were dumped ontop of his new molasses coat.

"Hmm, needs something else." Kathy mused, before reaching for a large cardboard box. Upturning the box, Peter coughed and sputtered as he was was lost in a cascade of rainbow glitter.

As the mess settled, the sorority sisters stood and turned, reaching beneath their chairs to withdraw enormous cream pies. In a line, each approached Peter, smashing the sticky cream wherever their imaginations dared, smiled, blew a kiss, and exited the room. A few lingered behind, watching his punishment with raised eyebrows and a hungry smirk. Soon however, only Charlotte and Kathy remained.

"Now say your goodbyes." Charlotte offered almost as an afterthought.

"This is for the best," I offered weakly, "At least you can focus on school now. I hope your sisters enjoyed the show. Though I'm not sure why they asked me to wear a clown costume."

Kathy leaned into my ear and whispered, "Oh, they didn't ask you to wear the clown costume. That was my idea. It makes this more fun!" She tugged out the waistband of my comically oversized polkadot clown pants, dropped her pie down onto my traitorous cock, and snapped them back, before unceremoniously grinding the sloppy pie into my groin. "Bye Peter!"

A side door was opened and I was half led, half pushed into the dark alley behind the mansion. I squelched as I gathered my bearings, thankful at least I was just an unrecognizable blob, then trudged down the road, the first steps of a very sticky and humiliating walk home leaving a trail of glitter and feathers behind.

The approaching exit snapped him from his humiliating past to the triumphant present. Taking the turn, he saw the illuminated sign of the truck rental agency in the distance ahead.

None of this would have been possible without this embarrassing breakup. He'd been brokenhearted of course, but was soon lost in other projects he'd not had time for before. He'd lost interest in university, withdrawing from his engineering program. He instead spent some time starting a small development company and day trading for fun, and that was when he tried his hand creating his own crypto-currency. Thanks in no small part to a boost in a popular message board, his cryptocoin had hit meme status. Practically overnight he'd been able to cash out his position, he wasn't quite a billionaire, but for the first time in his life he had what they call, "F You Money."

With resources, anything was possible. Drawing from his engineer training, a plan had taken shape.

It really hadn't taken much, just invites, securing a venue and catering a Halloween fancy dress party for a couple local sororities and fraternities, including luxury coach service of course. The rest was taken care of by a production company who, upon seeing his budget, had no trouble believing he had permission to produce a messy game show inside a local sorority. Finally, a shipping container was arranged to be parked in the alley. It was into this the production company loaded every stitch of clothing, towels, bedding into carefully labelled individual bins. Peter personally locked the shipping container with a Sargent and Greenleaf padlock. "They're good enough for securing nuclear weapons, they should be strong enough for my purpose." mused Peter.

The last preparation was the most devious. The production company had covered every horizontal surface with plastic sheeting. Stairs had been covered with plastic, then a layer of foam. As the crew pulled away, it was time for his part of the mission, hence the need of the van. And the lease of a commercial bakery for a month. He hurriedly worked from the attic of the enormous house, placing all manner of pies, along with hundreds of cakes, tortes, custards, and puddings everywhere. The house smelled sweetly of chocolate, jellies and cream. Buckets of thick slime, barrels of marshmallow fluff, molasses and treacle, pans of maple syrup, mounds of heavily whipped cream, pools of baked beans, tubs filled with nacho cheese sauce. The stairs posed a particular problem. His solution was to position a drum of lube with a long rope at the top. as he cleared the last floor, he pulled the barrels over coating the stairs for an extra challenge.

He taped the ornate card to the front door. "Trick or Treat! All of your personal effects are secured. In one of the treats, you'll find the keys to your stuff. Happy hunting!" He climbed into the rental truck and pulled away just in time to see the charter bus in his rearview mirror.

Back at the rental agency Peter was grinning ear to ear, he dropped the rental truck keys into the night slot and positively leapt to his car, whistling as he thought about what the girls were in for at the house. He'd not even considered putting cameras up, that seemed a bit creepy even for such a crime as he'd just undertaken. No, it would be utterly impossible for 40 very drunk, costumed girls to to stay clean and still find the hidden key. Best to just let human nature take its course and be there for the aftermath. He glanced down to buckle his seatbelt, his heart nearly stopped. There in the passenger seat, was a familiar rectangular pink box. Inside the pink box was a large sheet cake with a picture of a clown on it. Baked inside that, was the key. In the understatement of the year, Peter breathed, "Oh shit!"

He was by now several hours away from the scene and had the makings of a perfect getaway. He now faced an impossible choice. He could either pretend this never happened and look for an article in the university newspaper this weekend about a sorority full of very angry girls still wearing Halloween costumes and covered in desserts, or he could deliver the cake. Against his better judgement, he started the car and pointed it back to the campus.

At the front door of Pi Delta Pi, the mood was upbeat. The first girl to the door paused at the note, fumbled drunkenly at the latch, and burst through the door where she immediately slipped, planting her costumed bunny tail with a splat into a large chocolate gateau. Flipping on the overhead lights, a vast field of pastries and desserts met her gaze. Overwhelmingly sweet smells poured through the house. Her first thought was that someone had replaced reality with piles of frosting.

The second girl's wide eyes swept the scene, then her head snapped back to the note on the front door. "Girls, emergency house meeting, NOW!" she shouted. The chattering girls behind her quieted down as they took stock of the situation.

"Sally, Megan, check to see of there's another way inside." The two Alice in Wonderland costumed girls obeyed and bounced down the alley to check the other doors. They returned momentarily. "The rest of the doors are all locked too, but looking in the windows there are desserts EVERYWHERE! Also, there's a huge white shipping container in the alley blocking the service entrance."

"Ok, they want to play, we'll play." Growled Charlotte, her stern glare belying her frilly Bo Peep costume. Using her shepherd's crook she gingerly probed the desserts nearest the entrance. No luck. "We'll have to do this the hard way. Girls, split up and search the house methodically. The keys are most likely the farthest from the door, so start upstairs and work back this way."

The remaining girls tiptoed into the front room, trying and failing not to step in the desserts. Hands were quickly covered in icing and tempers were starting to flare. "Hey, watch it!" Julie had snapped at Becky as a chocolate handprint had inadvertently smeared its way across the ass of her fairy costume. The French Maid shot back, "maybe if you hadn't pointed that thing in my face!" That was all it took. The fairy lifted up a chocolate cake and dragged it down the Maid's face. "In your face, huh?" she chuckled.

Becky selected a custard pie, pirouetted and slammed it into the Fairy's face. There was no going back. It was on now.

Kathy adjusted the top hat on her sexy ringleader costume and surveyed the scene ahead. This seemed familiar somehow, but she couldn't place it. She gingerly stepped her high heeled latex boot over a bucket while her other foot shot out from underneath in the slick frosting. A chocolate sheet cake slammed into her chest as she collided with the floor. Winded, she allowed her face to settle into a plate of cream covered chocolate eclairs. She snuck a bite, then lifted herself back up. The taste instantly took her back to her first date with Peter, which had erupted into a playful eclair fight...

Elsewhere girls were struggling. Gone was any attempt at a methodical search, all the girls were either aggressively clawing through desserts in a frantic search, trying without success to ascend the impossibly slippery stairs, or just sitting down in the slop defeated. A few were otherwise engaged in some very suggestive wrestling and giggling. Snow White and Cinderella were currently smearing strawberry pudding into Belle's bodice who was breathing quite heavily.

A sexy cat girl had pinned a mouse girl into a corner and was heavily smashing cake into her curly hair. A sexy magician's sequined dress was streaked with cream, she was using her magic hat to pour chocolate mousse over one of the bunny girls. A sexy cop had lost control of her handcuffs, and was currently hogtied in the mess while being pied by a gaggle of sexy teddy bears and a skunk girl. A blonde curly haired girl wearing a bib and a bonnet had been gagged with her pacifier by a girl in a unicorn onesie who was scooping vanilla pudding into the front of her diaper. Cakes and pies were soaring through the air, only occasionally connecting with their intended target. Kathy struggled to make her way back to the entrance, only to be stopped in her tracks by the twin slams of a pie sandwich which obscured her view and tumbled her again to the floor. After a quick pie to the ass of her sexy witch assailant she resumed her trek at a crawl. She blushed as she realized just how turned on the ridiculous scene had made her.

Peter's car was almost to the campus now. Accelerating through the last 100 yards, he could see lights on in the mansion, although the sticky smears of pies and cakes now obscured most of the windows. This was not good. He slammed the car in Park, snatched up the box, and stood. Taking a deep breath, he calmly ascended the steps as one meeting their executioner.

He knocked on the heavy Tudor style doors. No response, but he could hear peals of laughter, shrieks, and the occasional moan on the other side. He reached for the ringer. A massive ancient chime doorbell rang throughout the house. All sound briefly stopped. The door slowly opened. Peter was almost knocked off the porch by the overpowering scents of whipped cream, vanilla and frosting. Behind the door what appeared to be a very messy circus Ringleader stood. "Peter?!" Kathy exclaimed. Peter shrugged apologetically and showed her the cake with the clown frosting. Kathy looked puzzled, then her frown morphed into a sadistic grin. Grabbing the cake with both hands, she slammed it hard into Peter's face and chest and ground it around. A metallic clang sounded as the heavy key bounced off the marble floor. "YOU did this!?!" She shouted. She snatched up the key from the marble floor. "I think this belongs to us." She said. She paused a moment, then dropped it into her bodice. "I'll probably let them know I found that a little later." Kathy smiled. A chocolate covered Bo Peep appeared behind her. "I should have known!" she said. She reached out with her shepherd's crook, hooked Peter by the neck, and hauled him inside. "It looks like we didn't teach you your lesson. You think this is the first time an ex boyfriend has sought revenge on Pi Delta Pi in over 100 years? We have another ritual for that!" grinned Charlotte as she bolted the door.
Tagged male+female
Comments:
briff1es:
11/13/21
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Great to see you writing for the first time in a while! A great story too!
SkunkGuy2020:
11/14/21
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thanks very much!
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