Sherry's Test

This story is meant as a completely fictional, unrealistic fantasy and the characters bear no resemblance to any real person.

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So there I was at my school reunion with Matt, mixing with old school friends and their significant others. On the stage was the principal and other teachers competing with each other as to who could make the most boring speech. Some things never changed and I hoped I was a better teacher than they were.

"Oh God, will I be stripped on stage in front of all of them?" I wondered.

In a weak moment, I had agreed to Claire's demand that she could complete her revenge on me by stripping me in front of everyone at the school reunion.

Matt, of course, was overjoyed at the prospect. I couldn't help but relent although I had made her promise that she would not go overboard and keep it light, lighter than what both of us had been put through recently.

So now the question was, "When?"

I looked at Claire, sitting a few seats away from me and she showed no sign of having any plans for me. Matt seemed equally inscrutable and normal.

The proceedings on stage were over to my surprise without me being called up to be stripped.

"Oh well, might as well relax and enjoy my reunion," I thought, but not without a strange tinge of disappointment.

"Oh God! Have I become this much of a humiliation junkie that I am disappointed by this?" I wondered.

"Or is it being the center of attention that I crave for," I continued pondering.

"Probably a combination of both," I concluded as the audience rose up from the auditorium and headed to the banquet hall for the party.

Matt and I picked up glasses of wine and started circulating.

I could barely recognize some of my old friends. Some, I could barely remember even after they introduced themselves. Some, it was good to meet up again and catch up on what had been happening in their lives. Some of the teachers were there too and I found them as boring socially as in the classroom. The band started playing on the stage and some started dancing.

Matt and I alternated dancing with some rounds of socializing, armed with wine and hors d'oeuvres.

I ran into Claire who had come by herself and couldn't help whispering to her, "Hey did you give up on your revenge idea?"

Claire smiled, shrugged and said, "I changed my mind."

"God, hope she didn't see the disappointment on my face," I thought as I continued dancing and socializing.

I was told by quite a few envious women that I looked absolutely stunning in my red dress.

Some of the men were afraid to be too complimentary in front of their significant others but did mention that I looked great.

I was happy to receive all this adulation and so was Matt. He had the prettiest woman in the room on his arms and his air of confidence showed as he conversed with the other males. Despite being a poor school teacher, he had learnt how to play the stock market well and moreover had a flourishing after-school private coaching business. A successful entrepreneur with a pretty fiancee who was his submissive slave - what man would not be strutting around confidently with that going for him? I was happy for him and proud of the fact that he did not talk down to anyone and treated everyone with the utmost respect. He was classy. Perverted, devious, demented, but classy nonetheless. A rogue and a gentleman. He is, I am sure, going to work this into one of my punishment scenarios.

"I am sorry I called you a rogue," I could picture myself saying during my naked apology squats that he was so fond of.

Of course, being impetuous, I would follow it up with "I am sorry you are such a rogue." And if the scenario were to be played out in front of his family as they often are, I am sure I would get appreciative laughs as well as applause. Needless to say, my sassy comments and impetuous outbursts only added to the allure of my punishments.

Anyways, coming to the current story, by the time an hour had passed, I had caught up with most.

Harry was there too and he had turned out much better than I had expected him to. Before, he was good looking without much of a personality. But had grown into an interesting, self-assured man.

The band took a well-deserved break from playing and I saw Claire go up on stage.

"Ladies and gentleman, we have a surprise for you that I hope will be as entertaining for you as it will be for me. Sherry, will you please join me on stage?" she said much to everyone's bewilderment.

"Oh God, here we go," I thought as I made my way up to the stage and joined Claire.

I looked at the audience and was sure they had no idea about what was to transpire.

"They probably think I am going to sing or do something equally innocuous," I mused as I contemplated my impending humiliation and felt weak in my knees.

Ever since I had agreed to Claire's demand, I had been pondering on the event with the usual mixed feelings of trepidation and excitement. I had even got myself off a few times visualizing this. Yet now I wasn't sure.

Matt intuiting my hesitation came over and whispered, "You can do it sweetheart. Make me proud."

Like I said before, demented. What kind of a man would want his fiancée to allow herself to be stripped in front of her old school friends as a means to making him proud? Crazy! But then here I was, equally demented to be turned on by the prospect.

Matt nodded to Claire and stepped off the stage.

"Friends, Sherry, my arch rival in school; Sherry, my nemesis; Sherry, the hussy who once stole my boyfriend has agreed to do penance. She has agreed to let me punish her in front of you all," said Claire in an excited tone as the audience stared incredulously.

They still had no idea what the punishment entailed and that merely added to the excitement, including mine, I am ashamed to admit. A certain tension was building up in the room, but for me it was erotic tension.

"Sherry?" asked Claire and I guessed that she wanted me to acknowledge my acquiescence.

"Yes, Claire. I am sorry for having stolen your boyfriend, one that you liked so much. I had no idea and I am willing to let you punish me so that you may find it in your heart to forgive me," I said turning towards to her and now slipping into my familiar helpless heroine role.

Claire waited for the suspense to build. The tension in the room was so thick, you could have cut it with a knife.

I felt hot in my face as the audience stared at me. I could not help but marvel at the ingenuity of it all. I had expected to be stripped on stage before the party but she had desisted. She made me think it was not going to happen and gotten me to relax and mix with everyone. It would have been one thing to be stripped right in the beginning with an air of anonymity, before I had gotten to catch up with my friends. Now, I had circulated normally and re-established my contacts. We had all gotten to know each other all over again. To be stripped in front of them now would be so much more humiliating. But a part of me was happy for it. Humiliation by changing the situation rather than upping the ante of the games was great. I enjoyed it. My pussy reveled in it.

I stood and contemplated my situation. One minute, I am the life of the party, the elegantly dressed stunning girl no one could look away from and the next, I am on stage waiting to be stripped and humiliated in front of them all. That too after I was led to believe that nothing was going to happen and it would be a normal party. This was genius. No way, a novice like Claire could have come up with this. It had to be Matt. Matt, the bastard. Matt, my gallant and demented fiancée. Matt, who loved exhibiting his fiancée in public. Matt, who I loved dearly.

I looked reproachfully at him, letting him know that I saw his hand in all this and he gave me one of his 1,000 volt smiles. I couldn't help but smile at the corner of my mouth.

"Ask properly," said Claire.

I stared at her and she motioned to the floor with her eyes.

"Oh God!" I thought as I flushed and knelt before her. I was sure I looked so incongruous kneeling like that in my gorgeous red dress but Matt assured me later that I looked incredibly fetching. Nothing like a well-dressed lady kneeling to heighten one's anticipation of things to come.

I repeated my apology kneeling in front of my ex-nemesis and again asked her to punish me as she saw fit.

She motioned me to rise and I did so. Claire came over and stood behind me and said, "Shall we get this naughty girl's dress off?"

The audience was stunned but figured they were expected to nod and did so.

She slowly and sensuously peeled off my beautiful red dress and I stood before my old school friends in a beautiful Victoria's Secret pink slip.

She had me swivel around with my hands on my head and I am ashamed to say that it turned me on immensely. The embarrassment still exceeded my arousal by far and I blushed helplessly as I made eye contact with my friends.

Matt loves to see me blush like this and a considerable amount if his devious creativity is dedicated to devising new ways of making it happen. Considering the humiliating odyssey, I have been on the last few months, that was no mean accomplishment.

She turned me around to face the audience and gave me a few smacks on the bottom. I blushed and winced as I felt the audience stare at me, stunned that I would be willing to subject myself to such degrading treatment. Little did they know that it would get worse. Far worse.

"Shall we get her slip off?" asked Claire.

The schoolboys who were now men with girlfriends or wives had no choice but to be silent or nod discreetly. The girls however were not restrained and I heard a loud, "Yes!" from a lot of them. Some of them were patently jealous of me and I could understand them wanting to see me humiliated but even some of my friends joined in. I would need to have a chat with them later and discover their motivations.

"Solidarity. Have you heard of solidarity, sisters?" I wondered as Claire again slowly and deliberately unhooked my tight fitting slip and peeled it off me, leaving me standing in Victoria's secret lace pink bra and panties. I have never been a fan of thongs and mercifully had decided not to wear one tonight.

But I had chosen pretty and reasonably new underwear because I had prior knowledge of my punishment. I was dressed to be undressed, I thought nervously and almost giggled. The nervousness was getting to me.

I was again made to twirl a few times with my hands on my head and blushed helplessly through it all. As I felt my perverted pussy get moist, I prayed fervently that it would not get wet enough to stain my panties.

I almost wished for the denuding to be over with in order to prevent the ignominy of my friends seeing a wet spot on my panties. Alas, as it turned out later, it was not to be.

Claire again swatted me a few times before menacingly resting her hand on my back and pulling on the bra hook.

As I squirmed on account of my bra getting tighter, she asked predictably, "What do you think, friends? Shall we get this bra off?"

The girls said "Yes!" and the men were mostly silent. It was a beautiful dream for them and I guess they did not want to ruin it by saying anything.

Claire now pulled my hair gently, causing me to raise my face a little. That was brilliant for a novice. She was demonstrating her power over me and the audience loved it. Unfortunately, my pussy loves giving in to power too and I felt myself get wetter.

"I don't hear you!" said Claire.

This time there was a louder "Yes!" and some of the men as well as their wives and girlfriends joined in.

"Sherry, would you like me to take your bra off and expose your boobs to our friends?" asked Claire.

"God she is rubbing it in. I am sure Matt must have trained her," I thought as I said, true to form, "Claire, please don't take my bra off. That would be so embarrassing!"

"Well you have always flaunted them. It's time to show them, don't you think?" asked Claire.

"No please. I never flaunted them!" I protested.

"Yes you did. You always wore tight fitting clothes and showed off your figure!" said Claire now adding to the drama and making sure that everyone would enjoy my comeuppance that much more.

"In for a penny, in for a pound!" I thought as I brazenly said, "I can't help it if you were jealous, honey!"

Claire looked angry but she had to know I was deliberately riling her to make my stripping more interesting for everyone, including demented old me.

"Well you are standing in your underwear in front of all your high school friends. And enemies if I may add. Not jealous of you, honey! Now it's time for them to see your tits," said Claire now visibly annoyed and deliberately using that demeaning term.

She took her time unhooking my bra and peeling it off and the audience looked mesmerized as slowly my breasts came on view. She stroked them sensuously and pinched my nipples lightly, again to demonstrate her dominance over me and my traitor of a pussy chose to get wetter as I looked at the audience staring at me with undivided attention.

She stood behind me and caressed and kneaded my breasts before asking me to do some apology squats.

She stood in front of me to the side with her back to the audience so that the audience got a full view of my apology squats. My blushing face, with embarrassment writ large on it, told her all she needed to know about the audience's stunned response.

Next, I was asked to do some jumping jacks, presumably so that the audience could delight in watching my jumping breasts.

I was now getting increasingly turned on and the wet spot I had been trying to prevent appeared conspicuously.

"Looks like the slut enjoys this!" pronounced Claire, pointing to the wet spot and now holding me by the ear like a naughty school girl.

I felt like sinking into the ground because much as my pussy enjoys these public debasements, I would rather it did not sing about it and proclaim it to the world.

"I can't help it. It is my body's autonomous response to humiliation," I protested trying to muster some semblance of dignity.

"Do you feel humiliated, sweetheart?" inquired Claire in a gloating tone.

"Yes, Claire. I do," I said meekly, true to my helpless heroine persona.

"Well good. Because that's how I felt when my boyfriend dumped me for you," said Claire.

I noticed that she did not name Harry but wondered if he knew. I sought him out in the audience and turned a deeper shade of red.

"Oh my God! So many of these boys like Harry had wanted to see my boobs but I had been extremely selective. Sometimes even the ones who had been on a dozen dates before getting dumped had not gotten to see them and here I was topless in front of them all. And then there was Neal, the handsome football jock I had a massive crush on but was one of the few who had dumped me! I had gone out a few times with him, eagerly jumped into bed with him a few times before he found someone outside school. He was with his girlfriend now, probably the same one he had dumped me for and now I was topless in front of them. And about to be fully nude soon. Hopelessly humiliated and hopelessly turned on. And my teachers! Oh my God! What were my teachers thinking! They had always looked on me as a sexy but proper girl. What will they think now!" I wondered as Claire stood behind me kneading my boobs and caressing me all over, swatting my butt a few times.

I continued scanning the room and noticed the waiters. They had forgotten about the appetizers and were now as mesmerized by the audience as anyone else. And the band. Oh God, the band! They seemed to have forgotten about the music as they stood happily taking in the sights. They would have some tales to tell at their next gig!

"Shall we get this down?" asked Claire.

By now, my arousal had spiraled out of control. The prospect of being completely nude appealed to some part of my fevered brain. I wondered if I should feign reluctance but repentant acquiescence seemed more appropriate.

"Yes Claire. Please I am sorry I treated you so badly in school. You have the right to take my panties down and expose me to the class," I said earnestly.

The audience clapped. I guess they were happy that I was not entirely averse to the proceedings. It gave them the license to enjoy themselves more. Moreover, subjugation from pretty women seemed to get their juices flowing, pun intended.

"You want the whole class to see your pussy?" asked Claire.

"I don't want it. But if that is what it takes to earn your forgiveness and friendship, so be it," I said with dignity and again the audience applauded. I myself was surprised by my ability to muster dignity and garner support in the most demeaning of situations.

Claire beckoned the band back to the stage and they came up to their corner. She whispered something to them and they started playing a score that conveyed excitement and suspense. I could not place that tune nor did I care to as I contemplated my impending nudity.

"Would you like music with your strip?" Claire said laughingly and I blushed as she knelt by my side and slowly peeled the panties off me. She made me turn a few times in between to give the audience different views of my slow strip.

The audience gasped visibly as the top of my pussy came in view and realized that I was completely bare.

Finally, the panties were at my thighs and my pussy was completely exposed. She made me do a few twirls to show me off from all sides before asking me to step out of my panties completely. My clothes lay in a disarray on the floor and she asked me to pick them up and lay it out on the podium the band was standing behind. I did so and one of the band members winked when I placed my clothes there which only made me blush deeper. There is something so humiliating about having to pick up the clothes one has shed and arrange them neatly. Made me feel like a little girl, it did.

I was now made to do the apology squats again. I chose to retain some modesty by keeping my legs close together as I squatted down but Claire would have none of that. She let me complete a set of ten and then said, "Now another ten, but spread your legs like the slut you are when you squat."

"Yes Mistress," I said meekly to the delight of everyone as I proceeded to humiliatingly spread my legs when I squatted down. Perversely, as I was wont to do, I lingered in the spread position, even making eye contact with members of the audience to rub in my humiliation before getting up to do the next squat. And I had to say, "I am sorry I stole your boyfriend" while doing the squats which made it that much more degrading.

But audiences everywhere seem to love stories of revenge and comeuppance and their enjoyment was clear on their faces.

Then she had me jog in place and I looked ridiculous doing that. Or so I thought but Matt later assured me that I looked incredibly sexy doing it.

All the while, the band played instrumental scores which to me felt weird but seemed to agree with the audience. Claire, I learnt later to my chagrin, had the waiters pass out popcorn to the audience so that they could feel they were watching a movie.

She then had me stand facing the audience with my hands clasped on my head and disappeared for a few minutes. In a way, it felt even more embarrassing to merely stand in front of all of them naked, letting the humiliation sink in. Harry shook his head reproachfully when I made eye contact with him. I had been so conditioned by my past punishments that I chose to make eye contact with everyone in the room and let my predicament sink in rather than avert my gaze to the floor.

I blushed profusely when I made eye contact with Neal and his girlfriend. Neal smiled and his girlfriend shook her finger at me. Maybe she was telling me to stay away from her beau. There is something irresistibly humiliating about exposing oneself to one's ex and here I had two. Neal and Harry. Neal, who had dumped me and Harry, who I had dumped.