UMD Stories

The Chocolate Tour: Part 3 (The Crossdressing Mudpie)
Story by SethJamba
Posted 12/21/20     680 views
"Vincent had his taste of blueberry pie, both in his mouth and his face! Two winners punished and the three other winners... their story is untold. Who is next on the list, the crossdressing Valentino!"

Valentino, a beautiful young Caucasian male with chestnut hair and blue eyes, wanted win the contest so bad. And he did... in his on self-centered way. You see, Valentino's parents always got him what he wanted. They seemed to spoil him, even as a child. Plus, his parents had a factory of their own and were very rich. He had everything a child could want. Plus he had an assortment of makeup, dresses, high heels, anything for his crossdressing obsession. How he loved to crossdress, it made him feel wonderful. Granted, he had a few other formal attire he loved to dress in, but he love skirts over suits. Anyways, his father started to instruct that his workers start to unwrapping chocolate bars until they found a ticket, which they did... only to give to the spoiled brat, Valentino. Excited for the trip, he arrived in Europe, wearing one his crossdressing outfits: a red dress shirt, red skirt, white knee high socks, and his favorite pair of black heeled Mary Jane shoes.

After staring at the map and given free access by Mr. Candyman, Valentino became bored just trying to find a single room worth visiting. His dad had a factory and he had been there countless times, so there wasn't anything that caught his interest yet. He looked away for brief minute and saw those two other winners, the foodie -Austin-, and the medalist -Vincent-, seemed to have left, going whatever they had in mind. The cowboy -Michael- and the other teenager -Creek- were still observing as if they haven't been to a factory before. Valentino decided he would just tour the factory on his own rather than plan to visit a certain room.

Starting from the grand hall, he saw many rooms: a room with berries on walls that were edible apparently, a bubble room with soda that may people fly, even a room that had geese that laid golden eggs for Mr. Candyman's famous Easter Chocolate Eggs. While all seemed very interesting, one room caught Valentino's eye most of all.

A garden room. As bizarre as it seems, Mr. Candyman did have some pastries that he created for bakeries around the world, so he must have this place to grow the required contents. Valentino could not help but smirk at this development. As he opened the door, he became shocked at the stunning development.

The garden room seemed to have a garden WITHIN the factory, with the many berries that are produced for the dozen pie flavors. Of course, like the other males who had wondered off -and gotten messy- Valentino was interested in the room itself. From Valentino's experience, gardens are usually not found in a factory, rather a certain place. But he didn't care. He found that this was actually quite impressive. He walked through the assorted crops in his heels and came across a device. Unknown to him, it was a similar device to the one Vincent had encountered.

Valentino saw this contraption, wondering what it was. There were no labels or instructions for this device. There was a button marked with a warning, but the crossdresser paid no attention to it. He was most impressed with the contraption rather than the warning. It seemed that this... thing was capable of unloading a dessert of some sort for someone. Why Mr. Candyman had this in his factory, Valentino did not care. As usual, his curious got the better of him, and pressed the button... and it began.

Valentino saw the dessert (which he presumed were pies, tarts, or cake) fly out the cannon, landing in the garden. It fire once. Twice. Thrice. Until it was jammed. But he was impressed nonetheless. He HAD to get one of these for himself. Taking his phone, he quickly snapped a picture of the device, and sent it to his father. But there was apparently poor connection, so the crossdresser walk absentmindedly until he found a enough bars to send the pic. And he did... while in the line of fire as the machine was just unclogged itself.

A chocolate cream pie was unloaded first, striking Valentino's red dress shirt in the back. This got his attention, as he turned around... just as another pie struck him in the face, hitting his cute face with makeup that he spent hours on. Another chocolate pie struck him in his dress shirt, the brown mixing with the red cotton. Each crust of the pies that struck slid down to his skirt and landing on near, but not own his Mary Jane heels. A few more landing their blows upon the crossdresser's attire. At least three hit him in the face, affecting his hair as well. One struck his collar, the crust stuck to it and his neck. Another hit his stomach, along with his red skirt. Two more pies flew, landing oh his dress shirt. And finally, the last pie hit Valentino straight in his face. As humiliated he felt, Valentino was somewhat actually aroused from the experience.

Unfortunately that would have to wait... considering Valentino had accidentally been staggering back from each impact, he was back in the garden, where he twirled...

And landed in mud. Yes, mud, MUD! Of all the things he landed in mud. Granted his heels had already been ruined from the dirt in the garden, but he landed right in a mud pit. Slowly rising from the muddy pit, Valentino wiping his eye lids to recover his sight to the best of his ability. He got out of the sticky terrain and went back to the machine to see his reflection... and gasped in astonishment.

While he was originally covered in cream from the machine's pie, he was now coated in mud. His red dress shirt and skirt now had multiple stains of mud. His once white knee length dress socks were now brown from the mud. And his black Mary Jane heels were now both muddy and coated in the crust of chocolate cream pie. Of course, Valentino's skin also sported mud and cream from both experiences. Even though he felt humiliated by the outcome, he smeared the contents across his attire, mixing the remaining cream and mud all over his body, aroused by his new appearance.

Valentino was leaving the machine, when it once again turned on its own. And once again Valentino got a parting four pies as goodbye, each were a chocolate cream pie. One gave him a chocolate surprise to his face, the second hitting his muddy dress shirt in the chest, the third one hitting his left side, and the final one, weirdly, struck his muddy shoes. Now he was coated in cream, crust, and the two brown substances. Luckily the machine seemed to have officially stop after those four, so Valentino took his leave at last, not before trudging his expensive shoes through the crust and mud littered floor.

Since he felt humiliated by this experience now, Valentino decided to head back to the grand hall, infuriated by Mr. Candyman for his invention striking him and all his glory. He planned on have a little "discussion" with the owner for that incident. After seeing that contraption at work and for once in his life, Valentino did not want something...
Tagged male
Comments:
tarnia:
12/22/20
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amasing story i would love a hair messing story^^ like a hair washing station with frosting and thick batter^^
washme01:
6/16/25
  Report
Good story.
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