Prepping Diane for the week ahead

That night you dropped Diane back home to her apartment early to allow her to get some rest before the week ahead. You also did this with the ulterior motive of selecting her outfits for the week ahead. You're not surprised to find that her wardrobe already has many clothing options which you deem whorish enough for her new role. Diane's outfits around the office have always been on the more risque side, with the curvy MILF getting perverse enjoyment from teasing the men she was selling your software to, but seeing her complete wardrobe that night revealed that the rest of her clothing was even more revealing than before. She likely refrained from wearing these for fear of having an HR complaint made about her.

After having her try on a few options for you to see how they would look, you managed to pick 5 options for the week ahead.

For Monday, you chose out a black mini dress. At the top it had a low cut revealing plenty of cleavage to entice the men. As for the bottom of the skirt, it barely managed to cover her ass. Should she ever bend over for any reason, you're sure her whole pussy would be put on display for anyone behind her.

For Tuesday, you opt for her to wear a matching red skirt and top. The top is basically just a thin strap of fabric covering her chest and the skirt is fairly low rise, leaving most of her midriff exposed. The skirt itself comes down to just above her knees, perhaps on the longer side for the outfits you'd be having her wear around the office from now on.

For Wednesday, you choose to have Diane wear an extremely short orange skirt with a sheer white blouse and a pair of black pantyhose. The blouse is left with most of the top buttons undone, revealing plenty of cleavage. As for her skirt, this is perhaps the shortest you can find in her wardrobe. When you have her bend over to test it out, you can see her bare pussy underneath. The men of the office would have no issues accessing her holes in this, particularly with the no-panties rule embedded in her contract.

On Thursday, Diane will be taking a dive into the more risky clothing options. On the bottom you have her wear a relatively short black skirt, but what makes the outfit so risky is that rather than choose a top for her, you simply have her wear a purple bra, hopefully large enough to be considered a shirt should Sofia from HR see her.

For Friday, you manage to dig out an old pink party dress of hers which she probably hasn't worn since her twenties, clearly before she had her breasts enhanced. This is made clear by how poorly it manages to conceal her breasts, with the pink fabric being stretched thin to the point that it's practically see-through and even then it doesn't fully cover her nipples. There are also some gaps in the dress exposing her midriff and her hips. The dress itself is also quite short, allowing proper access to her holes at all times.

As per the contract, each of the outfits are to be worn with a pair of heels.