Jay showed me into the office. I am not sure why he needed to talk. Most of my cases are already wrapped up for the week. He looks at me through his glasses.
"Rich, I'd like to take your temperature on something," he says taking out his phone. "What do you think of Maria?"
"She's a good paralegal," I say. "I worked with her on the Wilkinson case. Have to say, she's probably the reason we won."
He nods, "Right, but you know what I mean."
Yes, yes I do. A few weeks ago, after we won the Wilkinson case a few of us were caught on camera at a gas station celebrating like frat boys. Maria let her hair down and took off her bra dancing for us. Her nice full tits were bouncing to the beat. It was glorious. But a week later the boss had me to his house and let me have Maria. That was an experience.
I closed the door and took a seat, "I, um, I think she's amazing. Why do you ask?"
"Would you like to date her?" Duh.
"Associates can't date paralegals; those are your rules, not mine."
"There may be a loophole. I want her to get her law degree. You're right, she is competent, but shall we say her priorities are not in order. I think you can be a good tutor. Make sure she passes, by any means necessary."
We shake hands and I straighten my tie. The boss tells me that she'll be leaving the office to go to school full time at his expense. This could be fun.
Maria,as it turned out, was a good student. She would show up at my office after hours and we would discuss her classes and her assignments. She had her priorities mostly straight. I stole a few touches here and there, but she didn't seem to mind.
The boss set up rules and regulations for how to handle Maria if she, in his words, slipped up and sent me an email before all of this started. I tried to discuss it with her, but she stopped me stating she knows his rules and she was okay with it.
A few months in, she showed up half an hour late. Her black hair was wet and up in a bun and she was wearing bright pink yoga pants and a yellow tank top. Her black bra was poking out ever so slightly.
"Rich, I'm so sorry. I had a bad day and laid down for a nap."
I try to hide my amusement. I have been waiting for this. "Well, why don't we talk about it?"
She pursed her lips and tilted her head, "Well, I mean, I just..." she stopped and looked down before she blurted, "I failed my criminal law test."
"Oh darling, that sucks. You know what this means, right?"
Her lips quivered but she nodded.
Damn. Being late constituted a spanking, a swat for every minute late. But failing a test, that was another story. I crossed to my filing cabinet. It held a wooden paddle I was to use if needed. I palmed it, but I didn't like the weight.
"Maria, we're going to go off book. Don't tell Jay."
She looked up at me with those big, brown eyes and nods. I motioned to the table the boss ordered and she dutifully bent over. My stomach jolted at the sight. She was nothing if not compliant. How far could I take this?
I slid my belt from the loops and laid it on her back. Then I pulled her yoga pants down, her ample firm ass was already bare. I was okay to do this, just nervous.
"Are you ready?"
Maria sounded a little annoyed. "Yeah."
I took my belt in my hands and cracked it down. She yelled out in pain but I saw a hint of a smile on her face. I could feel my pants tighten with arousal.
"1," she counts under her breath.
