Chapter 7

Annie grimaced and blew air on her palms. Her after-dinner trip to the pantry hadn't gone to plan, once again foiled by her vigilant mother and her leather strap. The predictable result: burning, swollen hands and no cinnamon rolls.

Sometimes you win, sometimes you lose.

She smoothed down her maid's uniform and entered the upstairs bedroom without knocking.

Chadwick lay naked on a clear plastic sheet on the bed, knees pulled up and legs spread wide. She was watching porn on the wall-mounted screen (the director’s cut of Brown Town Tales) as the new fucking machine at the foot of the bed pounded her. Schlop, schlop, schlop. Each iteration buried the massive dragon dildo deep in her ass, stretching the woman’s butthole in ways that seemed impossible just a few months ago.

Annie giggled. “Am I being replaced?”

“Never! Wanna take over?”

“Maybe later.” Annie sat down on the bed next to her and started massaging Chadwick’s large, naked breasts. God, I love these fat udders.

“How long have you been at it, Mrs. C?”

“Half the movie. Must be an hour, give or take.”

Annie glanced at the dildo with its wide, fist-sized knot at the base. The original green color had turned a dark brown, a perfect match for the small pile of feces that had accumulated on the plastic sheet. Annie scooped up some of the mess and held it under Chadwick’s nose.

“You are one filthy slut, Mrs. C. Gets me all wet, seeing you like this. I’m proud of you.”

“Thank you, Ms. Annie.”

Chadwick licked and sucked, swallowing the mix of lubrication and shit. She pointed at the diaper on the floor next to the bed. “I’m gonna gape for a while, but I’m prepared.”

“Yeah. It’s a big one. Only sluts like us can take a thing like that.”

“I have wide hips; I can go bigger.”

On the TV, a curvy, shit-covered blonde was furiously masturbating in a bathtub. Annie pointed at the curious filth spread around Chadwick’s pussy. “Anything you’d like to confess, Mrs. C?”

“W-what do you mean?”

“You know exactly what I mean,” said Annie, pinching Chadwick’s nipple hard enough to make her gasp. “How often did you come without permission?”

“Only once.” She winced as Annie strengthened her grip. “Okay, twice! I just can’t help myself when I watch Brown Town. I’m sorry, Ms. Annie.”

“Oh, you will be, Mrs. C. Looks like you didn’t learn your lesson last time.”

Chadwick looked up, the dildo still pounding her ass. “How about I eat you out, Ms. Annie?”

“You’re gonna do that whenever I tell you. That’s not something you can bargain with.”

Annie shut off the fucking machine and pulled the dildo out. Chadwick turned on her stomach, hands at the small of her back. More stinking mush seeped out of her gaping asshole, and the woman didn’t bother with clenching it shut.

“Can’t have you run around the house for this,” said Annie, getting the leather cuffs from the nightstand drawer. “You’d shit on the rugs with that wrecked ass of yours.”

Cuffed hand and foot, Annie pulled Chadwick into a hogtie. She donned a glove on her right hand, making the latex snap, and reached for the tube of capsaicin cream. The stuff worked wonders on sore muscles, but it was not advisable getting any on genitals. It explicitly said so on the label.

Chadwick winced as she turned to the side, but still pushed her crotch towards Annie.

“Ready?” asked Annie, her gloved fingers coated with cream.

“No, but go ahead.”

Annie rubbed the cream on Chadwick’s labia, spread it around and on her clit, then pushed her finger inside the vagina. She grinned. “And now we wait.”

“Oh God! It’s starting!” Chadwick grimaced, pulling on her cuffs. “Fuck, that burns. Oh God, oh God, oh God!”

“Bad, huh?”

“Yes! Yes!” shouted Chadwick, sweat forming on her forehead. “Oh God, and it really can’t be stopped?”

“No. But since you’re a repeat offender, let’s put something on your asshole too. And I think it’s best if we gag you.”

After spreading more cream and strapping the large red ball gag into Chadwick's mouth, Annie snatched the pink massager from the floor and hiked up her uniform dress. Watching Chadwick squirm and grunt, she flicked the switch, making the toy hum.

Oh my God, that is so fucking sexy.

It took more than an hour until the effect of the capsaicin had somewhat subsided. With her head next to Annie’s lap, Chadwick endured the burning sensation, grunting and biting down on the gag. One of Annie’s larger butt plugs made sure she didn’t void her bowels on the bed.

Shit, that was intense.

“Are you okay, Mrs. C?” asked Annie, unbuckling the cuffs and the gag. “Learned your lesson?”

“For now,” mumbled Chadwick, working her jaw. “How was it for you? How often did you come?”

“Three times.” Annie exhaled and rubbed her crotch. “God! My clit’s still tingling.”

“So’s my asshole. Can we take that plug out, please?”

“Sure,” said Annie, grabbing the base of the plug. “Push.”

Chadwick grunted, pushing while Annie pulled. Despite her loose ass, it took some effort to get the huge, dirty thing out.

“Oh my, that’s quite the gape, Mrs. C. I think it’s best if you stay like that for a bit until it closes. If we put a diaper on you, you’ll fill it the moment you get up.”

“That’s fine, Ms. Annie.” She reached between her legs. “It’s turning into a proper slut’s asshole. See? I can get a hand in.”

Annie gave her a kiss on the cheek, fondling the woman's large breast. “Yep. You’re almost where I am.“ She got up. “Gimme a minute, I’ve got a gift for you downstairs.”

“A gift?” asked Chadwick, her right hand still inside her own butt. “What kind of gift?”

Without answering, Annie rushed off and returned minutes later with the small, non-descript box that had arrived this morning. She opened it and pulled up a wide steel collar with a large, sturdy ring in front.

“It’s time you got a proper collar,” said Annie. “Your doggie collar sends the right message, but I think we’re beyond leather.”

Chadwick sat up. “You bought that for me?”

“Technically, you bought it,” said Annie, grinning. “I put it on your account. But it’s custom-made with a high-security lock. When it’s on, it stays on.” She reached for Chadwick’s stiff nipple. “I see you approve.”

“I do. Put it on me.”

The collar snapped shut around Chadwick’s neck, and she traced her finger over it, feeling for the almost invisible seam in the back, next to the lock. Annie turned the key two times in the cylinder.

“Wow,” said Chadwick. “That thing is heavy.”

“You’ll have to get used to it, because you’ll be wearing it round the clock from now on. But that’s not all.” Annie reached into the box and threw a few steel medallions on the bed, each ten centimeters in diameter with a steel shackle like a padlock.

She held them up so Chadwick could read the engravings: Annie’s Bitch, Diaper Slut, Shit Eater, Expert Cocksucker. “You’ll have to earn the cocksucker one, but Annie’s Bitch sounds fitting, doesn’t it?”

“It does, Ms. Annie.”

Annie fed the medallion’s shackle through the ring at the front of the collar, and it closed with a metallic click.

“And now scoot over, Mrs. C. You’re not the only one who needs a proper ass fuck. Let’s see what that machine of yours can do.”

After an extended session with the machine, watching another movie of Chadwick’s porn collection, Annie’s asshole had given up any attempt to close. It hung open like a red and brown crater, leaking lubricant on the plastic sheet.

“I think I’ll have to borrow one of your diapers,” said Annie. “Otherwise I’ll leave a trail to the bar.”

“To the bar?” asked Chadwick, exhausted from a couple of orgasms and already diapered.

“Yes. We’re going out.”

Chadwick swallowed hard. “Going out?” She tapped her diaper. “Like this?”

“Sure. It’s not like we’re gonna pick up guys, or anything. Just a girls’ night with a few drinks. Call Jules and get dressed.”

At the dive bar in town, the barkeeper stared at Chadwick’s collar and the medallion, but said nothing. They sat on stools in the corner near the crooning jukebox, their diapers hidden under short dresses. Annie ordered round after round.

“You gotta keep up, Mrs. C.” said Annie after knocking back her seventh bourbon.

Chadwick took a sip of her fourth glass. “I’m trying, Ms. Annie. I’m already tipsy.”

A man, rugged, but handsome, walked up to them. “Good evening, ladies,” he said, tipping an imaginary hat.

“You’re wasting your time, buster,” said Annie, slightly slurring her speech. “We’re here to drink, not to fuck.” She lifted both dresses to show off their big white diapers. “We had a session with a fucking machine, and now our asses need some time to recover.”

He took a step back to process that information.

“That so,” he said finally, scratching his head as he stared at Chadwick’s red face.

“Yes,” said Annie, holding Chadwick’s left breast like a melon at the market. “But we’ll suck your dick in the men’s room for five bucks.”

Chadwick almost spat out her drink. “Wh-what?”

He scratched his head. “I’m happy to… uh… buy you ladies a round.”

“No ladies here, buster. We’re not above making a bit of whore money. Right, Mrs. C?”

Chadwick stared at her feet and said nothing. The barkeeper shot them both an amused glance, then refilled Annie’s glass. It didn’t seem as if he was planning on kicking them out or calling the cops.

“God, I’m wasted,” said Annie, almost falling off her stool. “I’ll do it. Let’s go.”

She grabbed both the man and Chadwick by the arm and dragged them through the taproom toward the narrow hallway to the restrooms. The air in the men’s room reeked of urine and stale beer, but at least the floor looked like it had recently been washed.

“What are you waiting for?” asked Annie, rummaging in her purse until she found a condom. “Get your dick out and wrap it! Oh, and cash up front, obviously.” She held her hand out until he fished a crumpled bill from his wallet. “Thank you,” she said, handing the bill to Chadwick. “Can’t be too careful in this business.”

He stared at Annie as he unbuckled his belt. “You’re really gonna do this? For five bucks? That doesn’t even get you a beer.”

“It’s never about the money,” said Annie, sinking to her knees in front of him. “Get down if you wanna help, Mrs. C. This is your chance to cross the line from slut to whore.”

Chadwick hesitated for a moment, staring at the man with his pants down his ankles and a sizable dick out, already hard. She tucked the bill into her neckline, resting it against her left breast, and squatted down.

“Oh, dammit,” cursed Chadwick, her face turning red. “I think I had a little accident.”

He sniffed. “Did you just shit yourself?”

Annie giggled and almost fell over. “That can happen when your asshole’s loose. Do you want your dick sucked or not?”

He shook his head in disbelief, but his dick stayed rock hard. “I g-guess.”

“Good, because there’s no refunds in this line of work.” She farted and released the contents of her bowels into the diaper. “I get why you love your diapers so much, Mrs. C,” she said, giggling again. “Ohhh, it’s so warm and mushy.”

“Okay,” said Chadwick, taking a deep breath. “Make me a whore, handsome.”

He shrugged. “If that’s what you want…”

“Damn right, I do.”

Chadwick opened her mouth.