All characters depicted are 18+. This story contains themes related to crossdressing and feminization.



"And the most popular maid for our Halloween Bash special is...Maid Vicky! Come on up here girl!" cries the announcer as a bashful looking maid is practically dragged to the cafe’s center stage. As her picture was taken by every patron of the maid cafe in all of her cute glory, all "she" could think about was "How did I get here?!"



It's pretty simple actually. Victor here has a close friend who recently started a maid cafe. One of her employees called out sick. She begged Victor to help fill in as their Halloween Bash was heavily advertised and pre-orders were already sold out. She promised him a large portion of the tips, overtime pay, and even a date with one of the other maids. She knows he has a huge crush on Maria. Finally relenting, he asked what role he would need to play, whether it was cooking, cleaning, or whatever.



"Oh, so Ash is the one out, so you'll be serving in their role! It'll be great, we have a uniform ready to go and you're the same size as them. Thank you, thank you, thank you Vicky!" yelled Sarah as she hugged him. He hates that nickname but felt pretty good about filling in as a butler. Anything to get closer to Maria would be fantastic honestly. And he’d get to see her in one of those cute maid outfits lying about Sarah’s room. He needed the cash too. Overall, it was a great deal! Or so he thought.



The first day of work comes and Victor is led to the changing room where his uniform awaits. That’s when he starts to feel that this is not such a great idea. "Nuh-uh, I'm not wearing that! I thought I was filling in for Ash, where's the butler outfit?!" complains Victor.



"Oh Vicky, Ash is short for Ashley! And you can't back out now! I'm short-staffed and people are waiting in line outside. Please! Please! Please! I'll owe you so much! Like- I’ll tell you everything that Maria likes! That includes guys who aren’t afraid to embrace femininity!" squeals Sarah as she tugs on Victor's shirt.



Burying his face in his hands, Victor relents, much to Sarah's joy. She has him undress and throws pieces of the uniform at him. He starts with a pair of orange boyshorts, then purple-and-black striped stockings, followed by some frilly orange bloomers. 





The main dress itself is a fluffy black and white dress with purple frills for embellishment. Tiny orange bows decorate the chest and waist, while leaving enough room for the imagination on his chest. It even comes with multiple petticoats to really sell the volume of this concoction. 



Defeated and sighing, he pulls on the witchy cafe maid dress and slides on the petticoats. Sarah gets to work on Vicky's nails and makeup. While Vicky is mortified throughout this process, his ears filled with the sounds of his dress and pettis rustling alongside Sarah's instructions for how to act like a proper cafe maid.



"Ok, so you can't embarrass me, you have to serve your ‘Masters’ whims at all times. So sometimes that means taking pictures with them, doing cute little poses, flirting with them, sometimes..." Sarah rants as she slips on Vicky's heeled boots and laces them up. 



She explains how at the end of each day, patrons will vote on the best maids. The ‘Best Maid’ would have to say thanks to all the customers while doing poses and sometimes dancing or singing for everyone. Vicky just nods as she places a wig cap on him and glues his wig into place. "It would be super embarrassing if everyone found out you a boy, so this is for extra security! Although some of those customers are super into that!"



After taking a moment to admire himself in pure embarrassment, he is led out to greet the swarm of cafe patrons.



Vicky serves as best he can. He takes orders, delivers them correctly, and cleans admirably. Unfortunately, that's not all what the customers want. He is asked to sing, pose, dance, and even make videos for and with patrons. Some of them try hugging him and as he shyly pushes them away, that makes them like him even more, the pervs! 



At the end of the day when he thought it is all done, he hears Sarah make the big announcement. As he stands on stage pretending to revel in the glory of this “honor”, Vicky sees Maria smiling at him and giving him a little wave. After dancing and prancing for way too long, Vicky gets off stage and Maria approaches him.



"Hi Vicky! Congratulations on winning best maid tonight! Y'know, I thought you were just going to fill in for Ash as a butler because that's her role, the girl patrons love it honestly, but after seeing you in our witch cafe maid outfit...I think I like you better this way." She kisses Vicky on the cheek as she walked to the backroom. Vicky stands still blushing, thinking about what he just heard. He spots Sarah and is about to rip into her about the butler trick.



Sarah approached and said, "Hey! You did awesome tonight Vicky! So Ash is still out for a while, would you be ok filling in for her the rest of the week? I can make sure Maria is your pairing. She said she’d love to wear a butler’s uniform if you wear the maid outfit again…" Vicky pauses. His anger subsides into a blush. He gives a small nod as he straightens out his uniform and makes his way to the backroom as well. Maybe he will work on his dances later tonight…


Sketch Stream Pic 206

Art by @HinaYui