A demonstration

You and Emma sit in your office waiting for a few minutes before you finally hear another knock at your door. As the door swings open you see Meg walking in, a bag of toys in one hand and a leather leash in the other as she struts inside. Casting your eyes down to the other end of the leash you see Diane crawling on all fours beside your secretary.

"Here you are sir, where shall I leave her?" Meg asks.

"Just by my desk thank you." You respond.

Meg leads Diane right up to you and Emma before dropping her lead to the floor and the bag of toys on your desk. The bag lands with a thud, the weight of the sex toys within foreshadowing their size.

Emma's eyes linger on Diane, the obedient bitch down on all fours who is kneeling and staring at your crotch with a hint of desperation. Whilst you often visited your girlfriend's mother at work to enjoy her experienced holes, it was never enough for the depraved whore.

"Emma this is Diane, Tracy and Mia's mother. She also happens to be another one of our office whores. Diane, this is Emma, she'll be coming to work here shortly alongside yourself and the other office whores." You say, introducing the soon-to-be coworkers to one another.

"Umm... nice to meet you Diane." Emma says, looking astounded at the whole situation.

Diane simply nods in response, barely taking her eyes off of your cock long enough to do so.

"Diane, we're going to show Emma here just how much an experienced office whore such as yourself can handle when it comes to stretching out your backdoor, and we'll be using some of your favourite toys." You say.

A perverted grin crosses Diane's face as she's enlightened as to why you summoned her to your office. It was difficult to say if the mind-broken MILF enjoyed real cocks or silicone more these days. On the one hand, the real thing came with a man to spank, slap, **** or otherwise generally put her in her place. On the other, all her favourite toys came in a variety of shapes and sizes along with the pleasure of intense vibrations. There was a particular emphasis on the importance of size, given Diane's holes were loose like an old elastic band these days. Where the younger Office Whores would regularly partake in pelvic floor strengthening exercises, allowing them to tighten their fuckholes to squeeze the cum out of just about any cock, the buxom MILF rarely had the mental capacity to partake in such activities. Her ruined holes made her far less popular as a cum bucket for the men of your office than the younger, tighter whores. However, her superiors would often enjoy themselves by testing her limits with as many large toys they could find, watching as the depraved whore squealed with pleasure as the four vibrators shoved up her ass made her squirt all over her office floor. She almost functioned like a sort of stress relief toy in that sense.

"Why don't you bend down on all fours and face that slutty ass towards our guest Diane." You instruct.

"Yes sir." She obediently replies, assuming the position you told her to.

As she bends down, Emma has a direct view of her wide-spread ass cheeks, permanently reshaped that way from taking it in her backdoor on countless occasions. Even now, Tracy and Mia's mother has a small gape twitching in anticipation. You grab the bag Meg brought into your office and reach inside, first grabbing out a bottle of lube and then pulling out a ridiculously long red dildo.

You watch as Emma's eyes snap from Diane's ass to the toy in your hand as it flops around in the air. She stares in shock as the toy wobbles around in the air, extending almost a metre in length. Diane's eyes also shift to the toy, staring with lust and biting her lip in anticipation.

"Oh my God... that thing is massive." Emma lets slip, astounded by the toy's size.

"That it is." You say, laying it out on your table and starting to apply the lube to the toy.

"You can't possible plan on putting that whole thing up her ass?" Emma questions, as you spread the lube all the way to the base of the toy.

"Diane can take it, can't you Diane?" You ask.

"With pleasure, sir." She responds, shamelessly licking her lips at the thought of it.

You chuckle at her words, she really would enjoy this the pervert.

"Alright, here goes then." You say, grabbing the lubricated toy and stepping up to Diane's rear end.

You make sure to position yourself so as not to block Emma's view of the spectacle. You pull Diane's thong down a little, fully revealing her back door (not that the thin piece of string did much to cover it previously). With her ass fully exposed, you effortlessly stick the tip of the oversized dildo inside, affording a soft moan from the brazen bitch.

"Ahh! God yes!" She moans as you **** the dildo further and further inside.

You **** the toy further and further inside, meeting little resistance along the way. In the matter of a few seconds, it's in all the way to the base. Just to prove your point to the college redhead watching from behind you, you **** the entire flared base of the toy inside Diane's ass too, shoving it deep inside and out of sight. In order to really get it in there, you shove your whole fist in after, practically punching it deeper into her guts.

"Mmmmm! It's so deep inside of me!" Diane moans.

As you pull your fist out of her ass, you see the slightest hint of red between her cheeks as the base of the toy nears the surface of her back door. In a weak attempt to keep it in place, you pull her panties up to cover her hole, somehow making her ass look even more perverted.

"Holy shit, her ass just swallowed that whole thing up." Emma says, astonished.

"That's right, her ass truly is miraculous." You respond, stepping back and watching as the hilt of the dildo sinks further inside of her before completely disappearing from view.

"How you holding up there Diane? How does it feel?" You ask.

"So goooood. Will you play with my ass some more sir?" She pleads.