Despite wanting to try your best to be loyal to Debbie, you realize you can't possibly resist the unstoppable weight of Maddie's shoe pressing harder and harder down on you. All resistance is clearly futile, so all you can do is give up and suppress the urge to fight back, lying still under her sole.
Thankfully, your reward is an immediate relief from at least that crushing pressure, as she quickly takes her foot off you and picks you up from the floor. "Good, you understand already." She's smiling again. A phrase from her past comes to mind: "Cooperating is in your best interest! Now, let's get you put away."
Of course, you have no choice in what comes next. The best you can do is shout objections... until even those disappear. Not that they ever really mattered.
...
Maddie leaves Amanda's office well before lunchtime, with an extra bounce in her step and with her new prize possession stashed safely out of sight of any prying eyes. The hours go by, while she does the usual tedious routine - change trash bags, wipe surfaces, etc. - until it's finally closing time at the mall. One of her employee perks is a pass at the fitness center, and she has no particular reason to skip her evening workout.
Well, at any rate, that's what she's thinking when a distressed looking Debbie rushes up to her in the main foyer. "Wait! Sorry, is your name Maddie!?" She calls.
Maddie turns, surprised, toward the pleading voice, as the shorter girl rushes up to her.
"You know Amanda at my store, right? You cleaned her office earlier today? She says my man was on her desk then. He's about four inches tall, did you take him?" Debbie rushes to ask. Her voice penetrates your hiding spot just enough to somewhat recognize its sound, which makes you struggle to cry out and be heard. All that does is slightly tickle Maddie, however.
Anyway, Maddie frowns convincingly, having rehearsed this exact conversation. "A man four inches tall? Sorry, your name's Debbie, right? Are you pranking me, or coming on to me? Because if you're doing a bit then you don't have to. You can have my number anytime." She hints flirtatiously.
"...uh, no. Thanks." Debbie is caught off-guard. This custodian reminds her of all the girls that full-sized Joe, (before he became what he's supposed to be), used to cheat on her with. (Except this one's hitting on her, instead of him.) "So... you didn't see him?" She follows up lamely, feeling slightly awkward.
"Uh, if you're serious?" Maddie puts on a baffled look, and tells the truth: "I didn't see anything like that while I was cleaning there, sorry."
"Damn! Even as a toy, he keeps leaving without permission!" Debbie fumes under her breath.
"What was that?" Maddie pretends she doesn't understand.
"Uh... nothing." Debbie remembers herself. "Sorry to bother you." She turns to leave.
Finally, after a long, long, day, Maddie gets home to her apartment. Witness protection hadn't exactly given her the most standout accommodations, but then, that was the point wasn't it? Not standing out?
Anyway, she's worked a whole day, run two miles, done fifty squats and sit ups... and possibly found something worth millions of dollars. A productive day! She feeds her cat, eats a leftover salad bought from the food court yesterday, and then showers off the day's filth.
A particularly big piece of lint washes out of her butt crack in the shower. Whoops, she'd forgotten about that little tissue! Well, whatever.
Eventually, she towels herself dry and crawls into bed on all fours, bending down.
...
After hours of suffering, confinement, darkness, and turmoil, you find yourself quite suddenly forced upwards and your head breaks out of your prison into open air.
While you're grateful for how much more easily you can breathe, now, you're still very much a prisoner. Everything from the shoulders down is still stuck tight in Maddie's cramped, throbbing asshole. On either side of your head Maddie's spread-apart cheeks block most of your view. "Didn't I say to quit shouting if you wanted to keep your head out?" She scolds you firmly, looking back up at her protruding hips.
As soon as she's done asking, Maddie's anus squeezes around your neck forcefully and you get the message. "Say 'Yes, Mistress'." She demands. A twitch of her muscles is all it takes to make it clear that even though the position you two are in technically has you on 'top', she's the one in charge here.
"Yes, Mistress!" You cry out as soon as she relaxes, letting you talk. "I'm sorry, Mistress! I should be more quiet when you put me away! Please don't punish me any more!" You hope to at least get out of this confinement.
"Punish you?" Maddie involuntarily shakes you around along with her hips as she quivers with laughter. "This ass is your home now, not a punishment. Now, use that mouth of yours to show some appreciation already unless you want some REAL punishment." She orders, then drops flat and lets her cheeks clap together over you, sealing you in darkness again. You know she means, and do as you've already been trained to do with Debbie's butthole. Just for a different owner, in a different placement, now.
You work fervently for about an hour worshipping Maddie's pucker with your protruding head before you feel everything tumbling around, as Maddie flops over to her side in bed. "Okay, that's enough for today." She murmurs sleepily, squeezing her muscles around your neck for emphasis. "It's bedtime, so get back inside there. Now."
As much as you don't want to go back in her, you'll just be strangled some more and then forced back anyway so... you have to. You could almost swear you hear a sucking sound as you brace your pinned arms and pull your head back inside your newest owner's exit, sealing you firmly in your pungent, humid new 'home'.
Like anything else in your position, you're pretty much stuck there until Maddie wants to let you out. You just try to breathe as shallowly as possible in the meantime, trying to sleep as best you can despite the heat, smell, and the thundering sound of your Maddie's vitals all around you. You only hope not all the 'training' Maddie wants to give you before she sells you will be as bad as this.