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Chapter 84 by redrobinundead
Does Avery want to hear the Dean's special offer?
If it means securing her vote, of course!
Rationally, I should have turned the Dean down. She promised there would be no consequences for me not agreeing to her special offer and given what I had already agreed to, the offer was bound to be some further way to humiliate me. The Dean was an honourable woman, I'm sure I would be able to win my vote with the quality of my teaching alone. But then I thought back to Bridget; how all of this would be for nothing if I was denied from being with her. I had already agreed to so much, I couldn't risk losing her.
Slowly, I nodded. "Yes please Dean. What can I do for you?"
"Well Avery, I'm glad you've decided to hear me out; now I'm sure you'll be very interested in what I'm offering. But before that, I must say I have been quite impressed by you. All week I've heard reports from Delia and Carlene, and Bridget's mother about how well behaved you are when you're naked. You're so respectful and obedient; it's a marked difference from the arrogant, self serious man I initially took you to be."
I was shocked to hear about the positive feedback. Professor Sands was probably being genuine by singing my praises but Professor Suther, I'm sure, was up to something. The Dean stood up from the arm chair and walked to the other side of the room leaving two table lengths space between us. She leaned against the table and continued speaking.
"I still have some doubts though, the man they described seem too good to be true so I've decided to test it for myself. Let's see whether they were right about you. Take off your clothes."
What? The Dean had just commanded me to undress in front of her, for no ostensible reason. Her manner had changed from earlier, she seemed much less comforting though she maintained a neutral tone. Was this some sort of test? After all, she hadn't offered anything in exchange for the request. As I sat there trying to work out whether this was some sort of trick the Dean snapped.
"I'm waiting Professor. Strip."
She seemed almost annoyed by my hesitancy. Something in her voice made it clear that she was being serious. This was my boss; and somehow despite the countless women who had seen me naked already the Dean wasn't one of them. I couldn't undress in front of her. And yet, could I really afford to have the Dean off side? Hesitantly, I moved to loosen my tie. "No, not like that. Stand up and move to the middle of the room where I can really see you."
I complied, standing awkwardly in the centre of the Dean's office. I took off my tie and jacket. I bent down and removed my shoes and socks, and placed all of the items neatly to the side. Then, I untucked my shirt and slowly undid the buttons. As my bare torso came into view it looked as if the Dean licked her lips, but I couldn't be sure. She was took quick. The Dean otherwise stood stoically watching me. Removing my shirt I then undid the fly off my trousers and pulled them off entirely leaving me in just a pair of navy boxer briefs.
It was at that moment that the Dean's assistant Zoe barged into the room holding two coffees. "I'm sorry I took so long, I had to go all the way to the other side" At the moment she saw me standing in the middle of the room in my boxers and her eyes immediately lit up. "Oooh. I see Professor Finn has agreed to the new contract" What? How did she know about the arrangement? This must be why she was so excited to see me earlier in the waiting room.
"Yes he did Zoe, and in fact we were just about to discuss some special conditions I had for him. On that note, Professor I didn't say stop. Keep going."
I was mortified. The Dean was going to have me fully expose myself in front of her assistant. I tucked my thumbs into the waistband of my boxers and pulled them down, bending at the waist to do so. When I stepped out of them, I covered my penis with my two hands as I stood upright to face the Dean and Zoe.
"Hands to your sides, Professor!" She said, appropriating Professor Sands favourite phrase. Before I could react she added "Actually, let's have your hands on your head so you're not tempted to cover up." I had **** but to lift my hands and place them on my head, revealing every inch of my manhood to my boss and her assistant. Their reactions could not be more different.
Zoe gasped and then squealed in delight. She capped her mouth with her right hand and fanned herself with her left. "Wow, who knew you were packing so much heat down there?" It was shocking to hear Zoe speak so crassly in such a professional environment.
Speaking of professional, the Dean's reaction was completely unreadable. She showed no emotion whatsoever. In a calm neutral tone she offered one directive. "Turn around, face the other way." I turned, showing them my ass.
"Damn Professor, break me off a piece of that cake!"
I shouldn't really be thinking like this but Zoe was not the type of girl who anyone would be interested in. At least not anyone I knew. She was short, and stout. Her skin was terrible and she wore large, thick glasses that accentuated the fullness of her brows. She looked very much like the stereotypical "loser" in one of those terrible, 90s high school movies in need of a makeover montage. And yet, I could not deny that hearing her talk about me in such terms was having its effect on me.
Much to my chagrin, my penis quickly rose until it was at full mast. I stood there with my hands on my head unable to cover my stiff erection; hoping that the Dean would not ask me to turn back, though I knew that was futile.
"Face me again." Sealing my fate.
Knowing that resisting would only make the situation worse, I turned around to face the pair with my throbbing erection leading the way.
Zoe gawked openly at me, her eyes somehow wider than before. "Holy s*** Professor! That's amazing! What are you doing teaching math? You should be making pornos or something." My entire body flushed salmon pink hearing those words.
"That's enough Zoe. Why don't you go back to your desk!" The Dean ordered. Pouting, Zoe took her leave, but not before taking another good look. Once again I was alone with the Dean.
"Well, I must say it's true. You are very cooperative in this state." She said, as she approached me. When she was an arm's length from me she continued. "I like this version of you. So, from now on whenever we are alone together you will be required to present to me exactly like this. Is that understood?" she looked me in the eyes in such a way that I felt compelled to agree. Sheepishly, I nodded my consent. "Good. and I mean exactly like this" she said as she flicked my erect penis, causing it to slap against my thigh before bouncing back into position. I gulped.
"Now. For my offer. I'm part of a networking society for high achieving, professional women in the area. Actually, Dr Bernard and I started it several years ago when we started to really excel in our careers. We have various activities for the ladies - some professional skills workshops, get to know each other events and so on. But we also like to give back to the community. Every now and then we host a big charity dinner! We each take turns planning the event, which includes organising the entertainment. And that's where you come in; you're going to be the entertainment."
"Me? I'm afraid I don't know how I could help you with that, Dean. I don't have any entertaining talents and I don't really know much about hosting parties."
"Don't you worry about that. All you need to do is turn up when I tell you and follow instructions. I've hired the best party planners in town, Sage Bianchi and Rorke Blazeman. I've told them exactly what I have in mind and they've assured me that they'll execute my vision perfectly."
Did she say Rorke?! Of course she did. Rorke was the best at his job, not that I would ever tell him that, so it makes complete sense that the Dean would use his company to plan the party. Rorke was also one of my best friends. We shared a special bond, both of us kept finding ourselves in incredibly embarrassing situations. At least if he's involved in the party he would make sure I didn't get into too much trouble.
"Ok, I'll do it." I said. Feigning more confidence than I felt.
"Great, well as long as you stick to your word you can count on my vote. Now, get dressed, you still need to stop by the clinic for your medical exam and the lawyer's office. And be careful stuffing that back in your pants, I wouldn't want the University's new tool to be damaged." the Dean said, gesturing at my erection. My salmon pink now turned a bright red as I hurried to get back into my clothes.
I exited the Dean's office and passed by Zoe who was sitting at her desk, talking on the phone. I caught the end of her sentence to whoever was on the other end "- I'm telling you, it was at least seven inches. Maybe longer." I realised she was talking about me and shivered. Zoe, turned in her chair and realised I was standing in front of her. She grinned mischievously. She lowered the phone and said to me "Oh Prof hold up. Dana had to reschedule. She said she'd come by your office some other time for the legal check. So it's just the medical check for you today. I'll see you later." She passed me a note with details of when and where to meet the doctor. With that she returned to the call and continued to described every inch of my body to her audience. I couldn't listen to any more of this so I rushed out of the room.
What have I gotten myself into, I thought. I pulled out my phone and called the only person who could help me process this crazy morning, Bridget.
What happens next?
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ENM Intertwined
Four hot guys find themselves naked and embarrassed
Four gorgeous guys, each with different personalities, end up becoming friends due to an embarrassing event that brought them together. To this day, the one thing they have in common is how they keep ending up naked and embarrassed in front of others.
Updated on Feb 15, 2026
by Speci@lty
Created on Nov 6, 2018
by Speci@lty
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