UMD Stories

The Oren Show
Story by BlueGriffin
Posted 6/15/25     765 views
"I hope you have a good time during your summer vacation." Oren said to his car as he drove through town. "I'm sure the weather should be amazing."

"Eh, it's just Bora Bora. Just beaches, my bitches, drinking and flirting if any of the guys are interesting." Came back a bored voice. Sofia, having grown up with her uber rich family had grown use to the months long trips between school years keeping that tradition alive during college with her other rich friends. While she did have her clique to hang out with that didn't mean she wasn't socially exclusive knowing at least others from her class on a by name basis even if she didn't hang out with them. Hence why one of her "friends" Oren had gotten her phone call just days ago with an offer. Her usual cleaning staff had finally struck it rich with their weekly lottery pool, so Sofia now had a house with no one to clean it while she was gone for the summer. So why not pay someone else to house sit? She'd stock the house with food, let him stay there for the summer, and as long as he kept it clean he'd get paid for it too. With no plans of his own, Oren didn't see any issue having a personal mansion to himself.

"Well I'm sure it will be fun regardless." Oren said, pulling up to Sofia's driveway. "Thanks again for the offer and I'll see you in a couple months. Text me if anything changes." He heard a squeal of girls greeting girls and a click as she didn't even say goodbye. Pulling up to the two story house he stopped outside of the garage, hustled up to the keypad and after the door opened, finished pulling into the missing spot for his car. Grabbing his duffle bag with his clothes and a second bag for his electronics, he pressed the button to shut the garage door and walked inside of the kitchen. Seeing the garage door remote and keys for him, he set his bags, down putting the remote in his car before going to the front door and testing the keys. Finding they seemed to stick a little in the lock, he made a mental note to oil it up, leaving it unlocked before grabbing his bags and heading up stairs.

Sofia wasn't kidding when she had said it had every amenity he could have asked for. The lavish bathrooms with a tub you could practically swim in and built in jets, a whole movie theater room with snack bar, a recreation hall for gaming of all types. Opening another one of the closed doors, he blushed seeing the telltale details it must belong to Sofia. The partly open walk in closet, bed and canopy, and vanity stocked with makeup of all sorts. Pushing the door back, he made a mental note of maybe not exploring every room as he looked for a guest one to put his bags in, missing that the door hadn't fully closed. Up on the second floor he finally found one with a nice enough view of the gardens and pool in the backyard and a half library across from it with a nice skylight and balcony to view the front. Finally settled in his bearings he dropped off his bags and checked out the kitchen and dining room. What waited for him was a shock as Sofia hadn't stopped the house's usual monthly food delivery. There was enough food for a house of five to live on comfortably, but upon closer inspection a lot of it was junk food. Dips, pastries, some fruits and vegetables, but it was closer to what you'd serve at parties even some cakes and pies which made much more sense given Sofia's lifestyle. Shrugging, he at least had options for a while. Going to the living room, he flicked on the extra wide screen TV, put on some headphones and a movie, and kicked up his feet, ready to enjoy his own personal vacation.

------

"Oh what was that number again?" A worried voice muttered to herself as she looked at the note in her hand. Well what was a note before she had nervously crumpled it, sweated on it smearing the ink, and maybe her hand writing wasn't the best when she wrote it given how excited she was getting her first client. Melissa was walking down the sidewalk, shiny black boots, latex hobble skirt and corset top, hair pinned into a ponytail with bold makeup on her face. So it hadn't been as easy of a start up becoming a dominatrix. Sure online she could chat and act confident and say the right words, but in the real world, there was travel, and outfits, and props, and a loootttt of "clients" that turned out to be looking for more of a "good time" than a "good time". So when she found something local and legit she was over the moon. If only she knew which house it was.

"Ohhhh, this is the worst. Come on, it has to be one of these. Itit was that big one?" She looked at the number on the house before looking at what was the number on the paper, turning it upside-down. "Yeah that seems like it's right" Walking up to the front door, she jiggled the handle. Finding it unlocked, she knocked, calling out. "Hello. I'm here for the dominatrix session?" She said, holding up her bag. Feeling a bit sheepish at her hesitancy. "*Ahem* I mean, someone has been a naughty boy and has earned some punishment." Reviewing what she could remember about the note, she knew he wanted to be messy, was roleplaying as a clueless guy and her a sexy dom, he had set their safe signal for them, and he was waiting for her to show up. So she walked in trying to keep an air of professionalism, but was more than a little impressed by the place.

She walked upstairs, opening a few of the already rooms without much luck. "Oh I always wanted to try one of those." she said, eyeing something in one of the rooms, "but that wasn't what we talked about." She said, closing the door and leaving it alone. Finding what looked to be a girls room, she paused, almost worried she had gotten the wrong house. "Ah, I bet he's into more than just one kink. Good for him." Deciding maybe he was in the kitchen with the goodies, she walked down and found the pantry expertly stocked, "I guess he certainly wanted me to go all out. Grabbing a small wheel cart, she loaded it up and headed to one of the few parts of the house she hadn't been in. Seeing the flicking light from one of the rooms, she peaked in, seeing a guy on the couch watching a movie where a cafeteria was turning into a pie fight. Feeling a sense of relief wash over her, she smiled and grabbed one of the cakes. "Perfect timing."

------

Oren smiled as he watched the movie. Just as the pies started to fly and he let off a laugh, his face was smothered in a wave of frosting, chocolate filling his mouth. Hands shooting up to clear off his eyes and find out what's going on, a second wave of mess squished against both his ears. Spitting out a mouthful of cake, his managed to get out "what the" blinking enough to see someone sexy looking standing in front of him armed with a pie that quickly made his way to his face, grinding it around.

"-h yeah. What a dirty boy. In fact, it even looks like you cream your pants." The girl picked up a canister of whipped cream and placed the tip on his jeans. Still stunned at what was happening and trying to process it, he could only watch as she leaned forward cleavage right in his face as the tell tale hiss of the can started to empty on top of his pants, drawing out a picture of a dick and balls. Giggling she moved the canister on top of his head, piling up enough to act as a wig.

"I know I'm a vixen, but it looks like you've become the silver f-fox." She said, stuttering just slightly as a flash of confusion crosses her face. "B-but um, We can fix that." She walked around behind him and came back holding a large sheet cake. It looked like your typical sheet cake, flush with pink icings and golden icing flowers. Setting it on to his lap, she pulled out the can again and drew another dick. Walking around again, Oren tried to turn his head to follow where she was going, but felt her hand keep his head forward. " Nuh uh uh. You do what I said at the start of this though you might have had cake in your ears Whatever." The mystery woman said, sighing, and then clearing her throat as her "sexy" voice came back.. "To get your new hair color, you have to earn it." A weight hit the back of his neck and head as the last sheet cake pushed him forward, bending at the waist and pushing him on top of the cream dick and into the cake. Her hands make sure to grind both cakes into his head before letting up, the chocolate and red velvet cake giving him an auburn hair style with a few flowers sticking out. Faintly hearing a giggle, Oren was able to blink enough to see the girl taking a picture.

"Well I hope you got what you wanted. Thanks for purchasing and be sure to book again." With that she rolled the cart back to the kitchen and walked out, shutting the door behind her as. A minute later, without the covering of cake and pie on him, Oren wouldn't have even believed that she had even been there.

"Who was that?!?"

------

Melissa on the other hand, paused as she shut the door. "Oh shoot, I didn't give him my card. Um, here" She flashed her business card to the doorbell camera and then kept walking. Pulling up her phone, she looked over the couple of pictures she had taken, making sure they were good for a digital file to email to the client as part of the package they paid for. "I swear the client was supposed to be a bit older than that." She said to herself shaking off a couple stray traces of desserts. An email dinged in her inbox, anger capital letters asking where she was in the subject line. Pausing as she opened the email to see she in fact hadn't been to the client house and a phone number to call, a small scared "eep" came out of her as she glanced back towards the house she had just left and quickly rushed down the street, calling to try and sooth the client as she didn't have time to try to figure out who she had just messed up.

------

Later that week, miles away on a beach in Bora Bora, a bored Sofia scrolled through her phone at night, thumb flicking through the hundreds of pictures she had taken in various poses on the beach with her gal pals. A sigh left her mouth, the boredom of the beach life hitting her hard. What use was a tropical paradise when nothing interesting happened? All the guys were either taken, average looking, or too wrapped around her finger. Sighing once more, she flicked the app close and was about to close her phone, when she noticed a doorbell cam notice. Odd given she hadn't even scheduled anyone to deliver anything. Pulling up the footage, she saw a cute looking girl looking like she was trying to play dress up to act like a dominatrix. Her interest was peaked though not by the girl walking up to the house, but leaving it.

"Oh, Oren. Having a girl over? I can't believe it." She closed the app, switching to the house's security cameras. What she ended up seeing play out in the house had her on the floor laughing, rewinding it over and over and from different angles. The shock, the humiliation, the mess. It was exactly the entertainment she was looking for her and her friends. A thought struck her, causing a devious grin. "Well Melissa, it looks like you'll be getting a lot more jobs and Oren, you'll be getting a lot more visits. And my friends and I get our own personal show for us to direct and watch it play out."
Tagged male
Comments:
Deeppan9:
6/15/25
  Report
Very interesting concept
SkunkGuy2020:
6/15/25
  Report
Amazing! Can't wait to see what else is in store for Oren and Melissa
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