Start her training

“Are you...” she says, then trails off. She's really getting worked up now, and we haven't even finished the bread basket. “Are you going to make me... do things... with you?”

“Like fuck?” I ask. “No, I would never make you do that. You're going to ask me. I'm going to wait until you offer me one of those deals like in pornos, where the teacher offers to raise a student's grade for sex.”

“I would never ask a student to do that!” she says.

“Oh, you think that now. But that's only because you're just a little horny. You're “I just got divorced and I want to get back out there” horny. I've worked up a little training program that will take you way beyond that.”

I explain to her the rules that I worked out with Binita. No dating apps, no checking out other guys, but I do let her look other guys in the eyes since she needs to do that for work. I explain how she has to masturbate two hours a day before bed, but no cumming until the end, and she has to stop when she thinks about other men. I write up a list of “I'm a slut” affirmations on my phone like the ones I made Binita say, but she's a teacher, so instead of making her say that I'm smarter, I include a bunch of stuff about her loving breaking taboos and breaking the rules. She reads the phrases off my phone and records it all on her own phone, and unlike Binita, she gets a really sultry read on the first try. I don't make her listen to it as often as Binita because I don't think she can really grade papers with that in her head, but she's definitely listening to it during in spare moments and when she's working that pussy while looking at pictures of me.

There's only one thing left, but... “You know, with my other girl, I told her that she couldn't tell anyone about what I was doing with her or do anything to get in my way.”

Caitlin grits her teeth and rubs her twat extra fast, then freezes, a sure sign that she was on the edge of popping and had to stop. She grits her teeth and says, “Are you going to tell me the same thing?”

I hold my phone out to the side of the table to get both of us in the shot. I say, “Smile!” and take a picture of us. She is smiling in the picture, and it really looks like we're on a romantic date.

“That's not necessary. I don't think there's any version of this story where you say something and keep your job. Honestly, it's kind of hot imagining you trying to find a way out of this when there isn't one. I think our food should be here soon, so you can stop frigging yourself now.”

She stops, and I'm right, the food comes a minute later. As we start eating I tell her to take off her brown jacket, but that doesn't really improve the view. Her loose blouse doesn't do her figure any favors. I tell her to undo a couple of buttons, but cleavage isn't her strong suit, so that doesn't help much. I'm pretty sure she has a fit body, but I'll have to wait to get a really good look at it. We eat in silence.

When we're done, I say, “Okay, I know this isn't going to be super quick. Based on my other girl, it's going to take a bit for you to accept that I'm the only cock you're ever going to get and accept that you need to start acting like a good little cum-bitch to get it.”

She winces at the profanity, but stays silent.

“However, there are some things we can work on before you get to that point. Like, did you know that you're a shitty teacher?”

Caitlin shrugs and adjusts her glasses. “I wasn't trying to become a teacher, I just didn't know what else to do after grad school.”

“Yeah, well, from now on, liven up your lectures a little.”

She looks surprised, like nobody has ever suggested this before. “How should I do that?”

“Put a little emotion into it! Have some enthusiasm! Also, don't just write on the board, get some slides with some pictures! It's history, there has to be some interesting pictures of this stuff!”

She sighs. “Okay, I'll put a little more effort into my lectures. Honestly, I thought you were going to suggest-”

I burst out laughing. “No, no no, I'm not done yet. That stuff you thought I was gonna say? Yeah, that's definitely happening. For right now, let's start with your clothes. This brown-on-brown bagginess makes you too forgettable in class. Dress sexier from now on, work to keep the students' attention.”

I absolutely could have asked for more than that, but don't worry, I will. I'm just working up to it.

She pays the bill, and we walk out to her car. She drives me back to my apartment and I get my bag out of the trunk. I'm about to turn and head inside when she grabs my shoulders.

“I'll suck your cock!” she says desperately.

“What?”

“Right now! We can go behind those trash cans over there, and I'll suck you off! Just unmatch me in the app! I tried to unmatch you, but it wouldn't let me, and I couldn't delete the app, but I'm sure you can unmatch me! I'll suck your cock right now if you just let me go!”

Wow, that is unexpected. I have to admit, the plan is going to take awhile, she's hot, and I'm horny.