Rather well

As Tracy walked from her second class to the dean’s office, she kept wondering about what kind of “deal” she was possibly getting herself into. There was a very low chance this was a payback for her prank. As far as Courtney knew, her outfit had some more ventilation than normal. Tracy wasn’t too familiar with really anyone here, but the dean was the first one to greet her so she had a good feeling. She looked like she had a very light Latin skin tone, perhaps mixed with a little bit of Asian. Tracy was not sure of her exact age but she must have been in her late 30s or early 40s. Still, maybe there was a way to con her out of her clothes.

As Tracy neared the door, she read the words: Dean Carrie Van Dyke. She knocked on the door, she didn’t see herself ad THAT inhuman. Shortly after, Carrie opened the door slightly, to see who was there, and then all the way. “Hello, Tracy. I take it you accept the offer?”

“Yes. I’d love to help my favorite teacher.” This wasn’t a complete lie. This job was a jack of all trades. She could actually help her indeed favorite teacher, as well as keep an eye on her to make sure she doesn’t notice her lack of attire and embarrass her more. Carrie motioned inside. “Actually, can we do this outside? It’s a little unprofessional, but it’s just so nice out.”

The dean looked around and grinned a little. “Yes, we can do that. It is quite fine out here. I know a nice secluded area just outside. Let me grab the papers.” She walked inside grabbing a thin packet and then looking over to a smaller one and grabbing it too. Tracy also peered onto the shelves where there were pictures, framed papers, some trinkets, and likely the most misfit item, a pair of average heels. Tracy tried to think nothing of it. Dean Van Dyke pulled the door shut and led Tracy out of the building and through the main exit.

The bright green grass was wet because of the sprinklers, it was mostly normal as it was only second period. Tracy watched the roughly 20 feet tall sprinklers that were still going in the distance. She followed the dean down a path that led through some bushes and trees. Although no one could see them from the building, it was still sunny in the area. After passing through the bushes, that Tracy barely kept from clinging to her clothes, Carrie sat down, taking off her shoes and jacket. Tracy followed suit and knelt down and sat on her legs. Tracy admired the elder woman’s very well maintained body as she reached for her clipboard. “Now, I’ve already mostly filled out the interview questions. So I’ll mainly be talking to you about the job itself and some of the protocols. I may also just ‘talk’ with you because I could really use an excuse to not work.”

“Ok. Sounds good. I’m eager to help my favorite teacher.” This wasn’t a complete lie. It was true that Courtney was by far her favorite(for several reasons), and that if she had the chance, she’d keep her from finding out about her lack of cover. But this job was a “jack of all trades.” She needed money, got to actually help her actual favorite teacher, and keep an eye on her to make sure that she doesn’t find out about her nudity and embarrass her more.

As Tracy read through some of the questions on the packet, she noticed the dean slowly unbuttoning her shirt, eventually stopping at the last button in the middle, realizing what she was doing. “Do you mind if I unbutton my shirt?” Tracy shook her head. It was clear that her breasts wouldn’t be held back by that button. She did the right thing by sparing it, she saw the gray bra that held her just barely too big boobs hurt out another inch. “Good. It’s getting warmer. Plus, we’re all women here anyway.” She took back the clipboard and started. Dean Van Dyke carried on with the job specifics and what she should do to help for maybe 5 to 10 minutes.

After she was mostly done going over the questions and working regulations, Carrie held out the clip board. “Great! I’ll just need you signatures on these pages and that’ll wrap up your interview.” Tracy took the pen and papers and filled in her neat, crisp signatures. She handed back the clipboard and watched the dean unclip the job information and look through the second packet. “What do you think of your teacher, Dr. Orlov?” Tracy knew exactly where this was going: Courtney’s nudity.

“I’ll be honest, I’m surprised that someone as smart as Dr. Orlov can be so oblivious as to not see something literally a few inches in front of them. I know that she is intelligent in a lot of forms, but social cues is not one of them. I don’t know if it is psychological or if it’s something else but-”

She was cut off. “I know that she trusts you. She said that you helped her with her skirt before her class and she believes that if you hadn’t, there’s be no way that she got recognized for the way she kept her class’s attention.”

“I...” Tracy decided to tell her the truth. “I tricked her. I managed to strip her naked. I told the next class to make sure she stays that way.”

“Which is why I think you’re perfect for the job. I need you to keep her naked and keep her unaware.” Tracy looked slightly confused. “She trusts you. That means you can keep her in check. And that you can tell her she’s wrong when she ask why she or you are naked.”

“Wait, what?” Tracy didn’t know if what she heard was right.

“Don’t worry. It’s all optional. Although, it’d make my plan come through much faster. Not to mention, the pay.”

“You’ll have to say this all again. You want me to get naked and hope that she doesn’t catch on?”

“I said it’s optional. If you were listening, you’d hear that I would be paying you more. Still, I understand that sometimes, you won’t be there to keep Orlov from dressing herself. I have come up with a system where you can strip her like you did in your first class so that she doesn’t notice. Details are still in the works” She saw the confusion defining Tracy’s face. “If you’re still confused about the whole nudity option, read this. The very papers I hold now are copies of what I gave to your friend and mentor. Look through them.”

Tracy took the papers and read through them carefully. This must have been a result of her students literal undivided attention. She was amazed that she hadn’t pulled this off herself. However, it would be somewhat suspicious to see someone who doesn’t work at the school give you forms that tell you to wear the same outfit everyday. “No sign or even wording of nudity in here.”

“Of course this variation was altered to be directed towards students. Your handiwork was a great start to this. I thank you for your coincidental cooperation. With an almost perfect outfit, all I had to do was nothing. Courtney said her shoes were uncomfortable, so I relieved her of her pain, resulting in perfection.” Tracy returned to the “directed towards students” repeatedly. There was no way she was actually planning to go through with it.