One more addition

With the inspection complete, it's time for the addition of one key component of this whore's attire. You open your drawer and pull out a larger than average buttplug. The moment Diane sees it her eyes shoot open wide, either having forgotten about this component of the contract or because the plug is larger than expected.

"Bend over on the desk." You instruct.

Diane obediently does as you say, bending over on the desk and lying on her chest. Thanks to her skimpy attire, you don't even have to worry about lifting the bottom of her dress as her compromising position prevents it from even being able to cover her ass fully. With her asshole exposed, you apply some lube before shoving the plug inside. It takes some effort and results in some squeals from Diane, but sure enough you manage to get the thing inside and seal up her back door with a satisfying *POP*.

With the plug secured firmly inside, you than grab another item from your drawer, a short chain with a link at one end and a leather belt of sorts at the other. You link one end to the plug before wrapping the leather belt around Diane's waist, thus ensuring that she never loses her trusty plug. Diane looks back with curiosity to see what exactly is going on with this whole setup.

"You're not to let any cum out of your ass until the end of the day, understand. Make sure all of the men plug you back up when they're done with your asshole." You instruct Diane before she nods in understanding.

Finally, you grab a permanent marker from your desk and write some things on her body. On her lower back you draw an arrow pointing at her asshole with the words 'deposit cum here' in big block letters. Then across both ass cheeks you write the words 'please plug when not in use'. Finally, above her pussy you write 'company property.'

With the final components of your setup complete, you stand Diane up and pull her dress back down to cover her holes as best as it can. Thankfully the chain connecting her plug to her belt is just short enough to not be seen protruding from the bottom of her dress. You give her a good look up and down, ensuring she's ready for the day ahead.

"Alright then, time to show you your new office." You say with enthusiasm before giving her a slap on the ass and leading her out the door.