Legal Disclaimer: I own my stuff, but not the original source material. That belongs to whoever. Also, the opinions and interpretations I use here may not reflect the same in said whoever that owns the source material. Look, I'm just a poor college librarian. Suing me isn't going to get you anything but tears.
Warning: This work may be offensive to some readers. Additionally, this fic contains sexual content featuring an underage character in sex work. There are also references to deliberate acts of mental abuse done with the intent to brainwash said minor. This is a Dead Dove. Feel free to back out if need be.
Author's Note: Read the warnings/tags. And a reminder that authors do not need to know if you're going to not read a fic.
Submitting Info:
Stacked with: Hogwarts (Post Term 16); Ministry (Pre-Open); MC4A (Summer Year 5)
Individual Challenges: Moulin Rouge; Rouge Element; Not There; Red Lights; Red Bull; Red Wave; Ruddy Nose; Missing Rainbow; Slytherin MC; Magical MC; Magical MC; Criminal MC; Neurodivergent; Rian-Russo Inversion; Rian-Russo Inversion; Ethnic & Present; Claimed; Ship Sails; Hold the Mayo; Lunar Era; Old Shoes (Y); Short Jog; The Story Goes On; Bucket Listing; Two Cakes (Y); Eating Cake (Y); Green Ribbon
House: Slytherin
Ministry Challenges: August Bingo [2B](Brothel AU);
Other Hogwarts Challenges: 365 [38](Arch); 1000 Prompts Challenge [954](Familiar); Days of the Year [Sept 10/Swap Ideas Day](working on a project); National Picnic Month [10](Suave); Shark Awareness Day [14](Apex); International Cat Day [18](Tempermental); National Dog Day [13](Vocal); Teddy Bear Day [14](Greedy); Colors [04](Chocolate); Crystals & Gemstones [02](Mesmerizing)
Other MC4A Challenges: TrB [1A](Secret Heir); CM [5C](Plug/Dildo); AU [1E](Mafia/Mob); Chim [Kyrie] ("Rewrite the Stars" - The Greatest Showman; Race Bend; Sienna);Hunt [Su Con (Ointment)]; Fire [x3](Struggle Bug); Garden [Lemonade (Rated M/E)]; Harvest [Items (Rope); Settings (Office); Tropes (Deal with the Devil; Race Bend)];
Representation(s): Desi Harry Potter/The Madam (OC); Brothel AU; Chim Song Prompt
Primary & Secondary Bonus Challenges: Lyre Liar; Muck & Slime; Rock of Ages; Abandoned Ship; In the Trench; Surprise!; Second Verse (Ladylike; Not a Lamp; Persistence Still; White Dress; Found Family; Nontrational; Sneeze Weasel; Spinning Plates; Unwanted Advice; Brooms Only; Lock & Key; For the Vine; Lovely Coconuts; Trickster's Union); Chorus (Odd Feathers; Pocky Pockets; Wabi Sabi; Bee Haven; Fizzy Lemonade; Machismo; Peddling Pots; Mouth of Babes; Tomorrow's Shade; Eternal Boredom; Larger than Life; Unicorn; Bast's Blessing; Creature Feature; Wind Beneath); Demo 1 (Bad Beans; Under the Bridge); Demo 2 (Sitting Hummingbird; Call Me Dantes)
Tertiary & Generic Bonus Challenges: T3 (Tether); SN (Rail; Negate); FR (Evolution); O3 (Orator; Oust); Once (Moses Supposes; Santa Fe; Inchworm); CM (Brier; Yogin); War (Monomania; Orator; Sanctuary; Ennui); TY (Avasa; Enfant)
Word Count: 1857 words
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Clipped Wings
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The Madam had Harry arranged on the breeding bench in her office again. His wrists were clamped in cuffs beside his head, just far enough over the bench's edge that there was no way that Harry could easily use them as leverage. His attention caught on how the black leather of the bench both contrasted and complemented the sienna of his skin and the rich chocolate of the cuffs' leather. It was a strangely mesmerizing sight despite how familiar it had become. His legs were tied to the kneeling section of the bench. The position forced his ass upwards like he was a dog in heat begging to be, well, bred. It also left his cock and balls dangling defenselessly in the small gap between his body and the bench.
It had become their normal thing in the time since she had brought Harry to the Blue Canary. It was rare for him to not spend several hours in the Madam's office in some sexual position or another as part of the training that she had promised him. He was usually tied up with rope, too, or bound in some other way. He had learned that the Madam had a very expansive collection of the stuff that matched the breadth of her wardrobe.
Harry had only seen a few of pieces from the wide selection of furniture that he was sure that she had. He wasn't certain if that was because the Madam preferred the breeding bench that he ended up tied to or because moving such large equipment took a great deal of effort. So far all of his lessons have taken place in her office, and between sessions, Harry was locked away in a dark room just off of it that was barely bigger than his cupboard under the stairs at the Dursleys. At least in the dark room, there was an actual cot with a pillow and thin blanket as well as a sink and toilet.
The Madam trailed both her hands down the arch of his back, occasionally pausing to trace one of the many scars that he had. Harry shivered a bit as she reached the apex of his butt. Her fingers wrapped around his hips as her thumbs moved down the valley between his cheeks. He kept himself from tensing as she rubbed against his anus briefly before bracing a thumb on either side and pulling his cheeks apart enough that his hole instinctively clenched in an effort to keep furled.
He shivered again at the cool air hitting his hole that was still damp with lube from where the Madam had fingered him earlier. She had pressed against that spot inside of him that made him leak a watery clear liquid that smelled like the semen he had used to swallow from the men in the alleys. She had kept pressing on it until he had stopped leaking entirely, feeling like a washcloth that had been wrung out and draped over the brim of a sink. He honestly didn't know if he could handle that again so soon.
"You really do have such a pretty hole, Harry," the Madam said. He felt the ring of muscle twitch as something warm went through him at the compliment. "Oh, do you like being told that you're pretty? Does it make you feel good?"
Harry forced himself to nod in answer to the Madam's question. If she was asking, then she was looking for a response immediately. She didn't care about how he didn't actually know if the squirmy warmth that filled him with all of the compliments she gave so profusely was enjoyment or not. She just wanted him to agree with her. If he didn't answer quickly enough, she would hurt him in whatever way was easiest from her current position. Given how often she was around his genitals and ass, Harry had learned quickly that arguing with the temperamental woman was not worth it.
"Good boy," she purred, and the warm feeling filled Harry's insides. His anus twitched again, trying to clamp down on an intrusion that wasn't there yet. The Madam chuckled mockingly. "Don't worry, little bird. I won't leave your pretty hole empty for long. I just need to check a few things."
With no other warning, she shoved two fingers into him. Harry cried out in surprise. She pulled her fingers out slightly before pushing them back in roughly. This time, she hit that spot inside him that was still achy from the morning's session. Harry let out another sound as his whole body shuddered in response to the touch. His cock twitched as it sometimes did during the Madam's lessons.
Thankfully, she didn't start up the steady taps of the area that she used when she wanted to drain him dry. Instead she began to pump her fingers in and out. She twisted the fingers occasionally and spread them like they were scissors she was opening to cut something. He could feel his cock beginning to swell as she played with his hole. He started trying to instinctively rock back on her fingers. The cuffs and rope kept him from moving too much, of course, but attempts made the Madam chuckle in delight.
Harry couldn't hold back the low moan that escaped when she pulled her fingers completely free.
"Just wait here, little bird," the Madam ordered as she moved away, humming cheerfully as she went.
He could hear her walking across her office to the spot he knew well. It held two doors, one of which was the door to the dark room where Harry waited when the Madam didn't want him. He heard her open one of the doors and then the sound of something heavy rolling across the fine hardwood floor. He shivered in anticipation when he heard something click into place.
Harry shivered again when he felt something much thicker than the Madam's fingers breaching his hole. She didn't push whatever it was in very far, just far enough to get past his stretched rim. She rocked it a little, including twisting it in place. It took another sound of something clicking in place for Harry to realize that what she had put into him must now be connected to what she had rolled from the space beyond the door that did not lead to his room.
Experimentally, he clenched around the intrusion to get a feel for it. He could tell that it was made from something soft yet at the same time unyielding. It reminded him of the stuff that covered the bodies of Aunt Petunia's curlers. The thing was a cylinder rod that was probably much longer than the inches that were in him already. He could also feel a ridge near the rounded tip that he just knew would rub against that sore spot within him every time the rod moved in or out any amount.
He had sucked the cocks of enough people in the last year that a fake one was immediately the image that his mind provided him with for what was in him. He moaned at the thought of being fucked by something other than the Madam's fingers. It wasn't like the idea hadn't occurred to him. Even before the Madam bringing him to the Blue Canary, Harry had realized that it was inevitable that he would end up taking it up the arse. He had seen what kind of place the Blue Canary was when the Madam had first walked him through to her office, and if he hadn't, the way that the Madam was training him for the work that she was expecting him to do in exchange for feeding him and letting him stay would have made it clear.
In the back of his mind, Harry wondered if it counted as losing his virginity if the cock was fake.
"Pay attention," the Madam snapped at the same time that she smacked his left ass cheek. Harry jolted at the sharp pain and clenched around the dildo. He moaned loudly, earning a slap for his other cheek. "Listen to me, little bird: I'm setting a timer for how long the machine will run. You can come as many times as you want, but I will not be stopping the machine early. Do you understand?"
"Yes, Madam," Harry confirmed right away. He shuddered at the idea of being fucked while sensitive from coming. The Madam had already introduced him to that experience, and it had not been pleasant. He would have to do his best to hold out for as long as possible. He didn't have much hope of succeeding, especially since he had noticed that the Madam hadn't specified how long the timer would be running. Asking the Madam was not a good idea just like asking for mercy from her wouldn't be.
He would just have to take it for however long the Madam desired.
As if she could hear his thoughts, the Madam stroked down his back like he was a dog in need of soothing. She shifted her hand as she continued the motion over his ass to add a hint of bite from her nails. Then her hands left him entirely. There was a brief moment of silence before he heard the quiet snick of a tiny lever being thrown.
With a motorized whirl, the dildo began to move. It shoved into him a startling amount, farther than even the Madam's long fingers could reach. Even as well-prepared as he had been, the stretch felt sudden and burning. He only had a moment to ponder the new sensation of fullness before it began to pull out both too slowly and much too quickly. He tried to chase it but the Madam had secured him just as well as she always did. His frustrated groan turned in to a surprised cry as the dildo slammed back in to the same depth as before.
"That's it, little bird," the Madam cooed. Her fingers were back, this time carding through his hair. It was just as soothing as he had thought it might be whenever he had seen Aunt Petunia doing it to Dudley. It made him feel like his muscles were made of jelly. He couldn't hold back the breathless moans that escaped every time the dildo filled him again. "Sing as much as you want. I want to hear how much you enjoy this. The clients will, too. They love it when my birdies sing."
She clenched both her hands suddenly. Using the two fistfuls of his hair, she forced him to look up at her. The movement made his back arched so that the dildo hit that spot inside him directly on each stroke inward. It punched out a moan each time.
"I have so many songs to teach you, little bird," she told him with a pleasant smile that still managed to chill him to his core. "I look forward to it all."
Harry screamed as his first orgasm of the session tore through him.
Despite the pain from the relentless overstimulation, it was not his last.