Public humiliation

Looking at her, you realise that you're going to have to make an example of her in public. Fortunately, various sex toys and bits of equipment are in a box behind her desk, and a collar and leash is there ready and waiting.

"On your hands and knees, bitch," you tell her, plucking it out of the box, and closing it around her neck before taking the leash. "We're going for a walk first to the poolside." With that, you smack her ass to get her going, her butt rippling from the impact, and she starts to crawl through the corridors. Ten minutes later, you're at the pool, and you can see some of the other guests enjoying themselves here already.

"Perfect. Now then..." you say, putting a foot on her head to press it to the ground while you grasp the buttplug still wedged firmly in her ass. "Let's get this out of the way first." Your first pull only moves it a few millimetres, her ass gripping on to it tightly, and she's already howling under your foot. As you pull harder, you realise why - it's a huge beast of a thing, and her sphincter's getting slowly stretched wider and wider as you pull on it. You're working it back and forth to get it out, enjoying her struggle, and eventually you think you've reached the widest point, her asshole stretched three inches across around this metal monster in her ass.

"This is what you wanted, right, manager? For everyone to realise how much of a needy slut you are?"

"YES!" she screams from underneath you. "FUCKING RUIN ME ALREADY!"

You're having too much fun to hurry this along, though, and twist the buttplug around inside her some more, listening to her babble as her ass is stretched out even further, and then you have an even better idea. "You want to get fucked so badly, prove it. You're gonna have to push the thing out yourself." With that, you slam it back into her asshole again, hearing her grunt as it goes it, and then let go.

You can feel her straining underneath you - you've got her hands pinned now as well, so there's no help beyond what she can muster from her ass. It's slow, and you can see her legs trembling with the effort.

Hnng. Hnnnnhg. Haaa. Hnnnng.

It's at two inches across now, when she starts to beg. "Please, sir... I can't. I can't do it. Please, take it out. I caaAAN'T DO IT!" She's crying as she begs, still trying to get it out.

"You've learned your lesson, have you? Anything that really matters, you need a man to do it, is that it?" you ask, teasing.

"YEEES! PLEASE, SIR! I NEED YOU TO DO IT!"

Since she's asked so nicely, you figure you could be kind, just this once, and soon your hand is wrapped around the wet base of the toy. You grab her ass with the other hand for leverage, and then yank, hard, and rip the buttplug out of her, and she snaps. "THANK YOUUUU!" she screams as she cums, squirting hard as her gaping asshole quivers in pain and pleasure, and her legs give out from underneath her.