"Tyler, could I see you in my office for a minute?"
I looked up from my desk to see my boss, Jennifer, standing in the doorway to my classroom. She was looking especially sexy today in a tight green turtleneck that accentuated her massive breasts.
To be honest, every part of Jennifer was big. I've always had a thing for larger women, but Jennifer was by far the largest woman who had ever caught my eye. She was probably around 300 pounds, with a beautiful round face and gorgeous lips that seemed to be pleading for a cock between them. She usually wore her reddish-brown hair back in a ponytail, but today she was wearing it loose. I loved when she did that.
Snapping out of my mini-daydream, I told Jennifer that I'd be right down to her office. Fortunately I had just finished grading the last of my morning class's quizzes, and still had another half hour left in my planning period.
Reaching her office, I knocked on her open door. She got up from her desk and approached me, reaching around me to close and lock the door. When I heard the lock go, I knew this would be one of our fun meetings.
The door was hardly closed when Jennifer dropped to her knees and placed her hands on the front of my jeans, massaging the already growing bulge there. She fumbled briefly with my belt and zipper before managing to get my cock out of my pants, and she immediately started stroking.
"Sorry to disturb your free period, but I forgot my lunch at home and figured you could maybe feed me something." Saying this, she plunged down on my dick, taking me all the way into her throat on the first go. Jennifer was experienced with this.
Suppressing a moan, I closed my eyes and enjoyed the feeling of being deepthroated by my boss. Even after a few weeks, it still hadn't gotten old. I placed one hand on the back of her head and gently followed along with her motions as she lovingly sucked me.
"Jennifer, we are so going to get caught one of these days." My boss looked up at me as she once more took me down to the base of my throbbing cock, then quickly removed me all the way from her mouth. She stroked firmly up and down on my cock, which was now well-lubricated with a healthy coating of saliva.
"No worries. Vanessa is the only one next door and she knows, more or less."
"She knows?! You told her about this?"
Jennifer kept stroking as she smiled up at me. "Well I didn't want to, but she figured it out. She told me one day that she noticed how different I seemed before and after my meetings with you. She kind of implied that she knew what was up. But seriously, don't worry. I've got dirt on her too, so she won't tell. Can I get back to work here?" Without waiting for an answer, Jennifer swallowed my cock again. This time when she had it all the way down, she extended her tongue to lick my balls. I could already feel an orgasm building.
I let her keep this up for about another minute before I decided to change things up. I needed more than just Jennifer's mouth.
"Bend over the desk." I tried to make my voice as dominant and assertive as possible.
"No, I don't have time for that. I just want a little treat from you before my meeting. Maybe after work you can come over. Now, I want the load that I brought you in here to give me." She was using her no-nonsense boss voice, which I found incredibly sexy.
It was tempting to go ahead and just blow my load in her warm, waiting mouth. She was an incredibly talented cocksucker, and I loved seeing her already full cheeks bulging as she swallowed for me. But I also knew that despite her assertiveness, she had a submissive side. I gambled on her being in that kind of mood.
As she moved to deepthroat me once more, I pulled my cock away from her. She looked up at me with a raised eyebrow.