Sure you'll take the deal (but...)

"Alright, it's a deal!" I say. I take Caitlin's hand and lead her behind the garbage cans.

It's not even a dumpster in an alley. That would give decent cover. No, this is just a couple of cans next to the building. If someone pulls into the parking lot, I'd give it about a 50% chance that they see us there.

As soon as I've got her behind the trash cans, I say, "On your knees, bitch." She drops to her knees instantly. Her brown, corduroy slacks may not be attractive, but at least they protect her knees. "Now pull it out and suck it like a good cum-bitch!"

With all the complaining that Binita did, I'm expecting her to whine a bit before relenting. Nope, Caitlin just opens up my pants. I take off her glasses and put them in my pocket before she pulls my pants down. When she pulls down my underwear, my hard cock pops out and slaps the tip of her nose. She doesn't even react, she just grabs my cock at the base and shoves it in her mouth.

"Oh fuck, you are eager!" I say.

She pulls my cock out of her mouth with a loud pop from the suction. She jerks me off as she says, "No, you're making me do this," then quickly shoves her head back on my knob.

It seems like this part was her idea, but whatever. I take a minute to enjoy her tongue sliding around my cockhead. Then I pull out my phone and start a video. "Hey, give me a double thumbs up!" She holds up her hands and gives me two thumbs up while my cock is still buried in her mouth. I make sure to get a good shot of that, then nod for her to get back to work.

Caitlin's really good at this, or maybe I'm just horny as fuck. I grab her head and shove it down on my dick. Her throat makes a "gluck, gluck" sound, but she doesn't protest. I sink my fingers into her thick, brown hair and move her head on and off, making her deepthroat me down to my pubes. The bitch just sucks harder. When I hold her head down completely on my rod, I can feel her little tongue push out and lick my balls.

I let go, and she pulls off completely, gasping for air. It's only for a couple seconds, then she dives back onto my cock.

"Okay, you're a little too fucking good at this. Tell me the truth, have you ever hooked up with a student before?"

She pulls back. She doesn't hesitate to answer, but she doesn't look up from my feet. "Never. I've only ever done anything with my ex-husband."

"Have you ever thought about hooking up with a student?"

"Constantly!" Caitlin sucks my cock back into her mouth, moving her head faster than before while rubbing the shaft with one hand and my balls with the other.

"Here it comes!" I say. She pulls back, and I shoot my goo all over her face. I've never shot it out so hard in my life. The first shot hits her nose, and the second shot plasters her cheek. I've still got the camera recording video, so I make sure to line it up and get a good shot, although the light isn't really good enough to see her face well.

I hear a car coming, so I duck down to hide behind the trash cans. As it approaches I say, "Hey, how about a smile?" I make sure not to phrase it as a command because I want to see if she'll really do it. She does! The car rounds a corner in the parking lot, and its headlights bounce off the walls. For a moment, her face is perfectly lit up, smiling like it's picture day and covered in cum. That seems like a good ending for this homemade porn, so I stop recording.

I stand up and wipe my dick off on her shoulder. I give her a hand standing up, like a gentleman, then pull up my pants.

"So... will you unmatch me now?" asks Caitlin.

"Sure, that was the deal!" I say. I pull up the app and look for my current matches. I find her name and make sure that she can see me unmatching her.

She smiles and her shoulders relax. "Okay! So, I guess that settles things!"

"It sure does!" I say. "Plus, I know everyone will love seeing these pictures and video once I edit out my face and post them online."

The wind goes out of her. "What?! Noooo, you can't!"

"Prof. Barnes, you offered to fellate one of your students in an alley. Nobody ordered you to do that, it was your idea. I have a moral imperative to make sure the school knows what kind of predator they hired."

Caitlin looks down at my feet again. "Is there anything I can do to save my job?"

I shrug. "I don't know. Is there?"

She sighs. "I'll do everything you asked me."

"Everything? Cutting yourself off from other men, the nightly edging, listening to that slut affirmation recording every chance you get?"

"Yes."

"Well, how will I know that you're being a good girl?"

She looks up at me, and I can't quite read her expression, but it's not resistance or disgust. "I'll send you pictures. Pictures of me doing it."

I make a big show of thinking about it, scratching my head, looking up thoughtfully, etc. Then I say, "Okay, if you really want to do all that stuff, I can hold off posting our homemade porno for awhile."

She nods.

"Well then, I guess that's it then! Thank you for a wonderful night! See you in class, Caitlin!"

I leave her behind the garbage cans and head up to my apartment. I've got a little homework I need to do before bed, but not history. Obviously I'm never doing that shit again!