The Humper Game Pt. 02 Ch. 10

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Entertainment value—with redeeming social value added?
9.6k words
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Part 18 of the 67 part series

Updated 06/08/2023
Created 04/26/2018
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WilCox49
WilCox49
160 Followers

Author's note:

This is, in all its seven parts and their many chapters, one very, very long story. If long stories bother you, I suggest you read something else.

No part of this story is written so as to stand on its own. I strongly suggest that you start with the beginning of Part 1 and read sequentially—giving up at any point you choose, of course.

All sexual activity portrayed anywhere in this story involves only people at least eighteen years old.

This entire story is posted only on literotica.com. Any other public posting without my permission in writing is a violation of my copyright.


We were all so tired Friday morning that nothing happened. We were off to the showers earlier than usual, just because we didn't do anything beforehand except oversleep. Jenny became aware of noises from somewhere and came awake, looked at the time, and jumped out of bed—well, not literally, not from a hammock!—to roust out Sam and me. Anyway, that allowed for a little more time enjoying them in the shower, but not enough for what I really wanted to do. Jenny, soaping my cock, said, "Down, boy! Behave yourself and you'll get something later, I promise." But she was about ready to come from my soapy hands on her, too. I was sorry that she didn't let me finish it.

We were in the cafeteria a few minutes early. Two other couples we regularly sat with were also early, and they laughingly admitted that it was because they had also overslept. Since those guys only had one girl apiece to satisfy, I had to assume that they had done it several times before sleeping.

When the signal sounded, we kind of hurried to get food. At one of the stations, one of the servers, a rather stout, grandmotherly type who always greeted those she served, asked me, "And how is your special week going, young man?"

I was a little surprised, but she was always very friendly, and I told her, "Really great, for the most part. There were some rough patches the first day, but we worked them out, and almost everything since has been wonderful."

"You may not believe it to see me now, but up to twenty years ago I was one of the instructors, most years through a decade and more. No one your age would be happy with me teaching him now, but I still miss it sometimes."

I tried to think of something pleasant but not flippant to say, but in the end I just thanked her, and said, more seriously, "I knew that your department contributes a lot of instructors, but I never thought about what happens as they get older. I don't know what qualifications they have to have, except some training and, well, either enjoying sex or being able to act like they do. Maybe sometime you can tell me more." I meant that last. She had me interested. I thought about Bella, who was surely much younger than this woman—Miss Macgregor, Molly Macgregor, I suddenly remembered she had once told me—and still trim and beautiful. Even now I had no good idea how old Bella was, but my estimates kept being pushed upward.

At the table, I mentioned this to Sam and Jenny, speaking for them but not everyone around. They both were interested, and to my relief they saw nothing at all funny in the exchange. "You know, outside of the academic instructors, most of the staff is women," Jenny said, equally quietly. "There are some men in housekeeping, but they're overwhelmingly women. Ditto for the secretarial parts of administration. The groundskeepers are mostly men, yes, but not so overwhelmingly, and they're really a smaller group, I think." I was very impressed that she had observed all these things. I had, myself, knowing that I wasn't seeing the whole island or even the whole school, but I hadn't fully thought about them.

I mentally kicked myself. I was trying to train myself to be more observant and aware. I had surprised myself in a way, thinking back, to realize that I had been doing this since I came here, and maybe before that, but thinking about how Mr. Miles had done things had made it a conscious process. And here was all this data that I hadn't really thought about! We didn't see much of how the staff lived when they weren't on duty, but if many more women than men were present, living and working here for years, it seemed likely that the men were getting a lot more attention than the women. Social and sexual attention, both.

We finished eating, and visited our separate rooms and lavatories. I handed some things to Sam to run back to her room, and then we went off to our instructors' offices.

Except that the door monitor stopped us and told us we were all to go to a specific room number—which happened to be Bella's office.

I knocked, and we entered when invited. Inside were Bella and John and another man, whom I didn't know but whom Bella introduced to Sam and me as Jenny's instructor, James. She introduced herself and John to Jenny.

Bella had seemed to act as spokesman when John was present, and she continued this with James there, as well. The men were noticeably younger than she was, though seeming old in comparison to the three of us.

Bella told us, "Today's format is somewhat different from what we have followed before. The morning is to be devoted to what are often called voyeurism and exhibitionism, though those truly mean something somewhat different. At its most basic, you are to perform sexual activities with others watching, and to watch others doing likewise. We realize that you have all done a fair amount of this, much more than most of your fellow students. For them, they are meeting briefly with their own instructors, and then gathered into groups of three couples with their peers for this purpose. Since Phil and Samantha have met and interacted with each other's instructors, we decided that it made more sense for the six of us to act as a group.

"To begin with, each of you will perform a sexual activity of your own choice with your instructor. After that, you will watch sexual activities among your instructors.

"The afternoon is to be devoted to going beyond the limits of your own partners, both watching and doing. Since your entire class has spent weeks of gym class in sexual activities with various of your peers, this probably will be rather anticlimactic. Nonetheless, you will be grouped with others from your class for this purpose. The odd size of your own partnership will make this a bit difficult, and you will have to manage that yourselves, without help from us. You will need to see that each of you has some form of sexual intercourse with one other from the group, in such a way that you are not doing so with your own partner, and that everyone present participates at least once. Because of the odd number in the group, one of the boys must perform twice.

"Following the afternoon session, during the afternoon or evening, you are to engage informally in similar activities with others of your choice. You may perform sex acts among yourselves, with others watching, or you may simply swap partners among a group of you, each pair being watched in turn. That is, the latter is your specific assignment, but the former may be done as well.

"Phil, you and I will begin. The choice of activity is yours, but I ask you to choose anal sex, in the full form which I taught you to perform and which you performed on me."

I was stunned and confused. Bella had made clear that she loathed and resented the whole process. She was able to enjoy to some degree simply having me in her ass, but this was offset by a great distaste for it. And she resented having me go from her ass to her pussy and back, and especially having my cock in her mouth after I had had it in her ass. "Bella, you know what I said about that. I am not going to do it. Even simple anal sex, I think."

"Yes, I know what I said, and what you said. Please, Phil. Don't make me degrade myself by begging."

Stranger and stranger. Then I suddenly realized, from somewhere I was never able to identify, what was going on. It wasn't that Bella wanted me to do this, it was that somehow she was being required to ask me, and required not to show by how she asked that she didn't want me to, to ask me as if she desperately did want it.

"Bella, I will not make you degrade yourself. Don't beg, because I will not yield to you even if you do. Please take off your clothes and lie down on the bed. If this is indeed my choice to make, we are going to do something we will both enjoy more." I took off my clothes as well.

I lay down next to her and kissed her. She responded hungrily. I trust that I have made it clear that, as instructor and lover, Bella had never been slow or reluctant, but I had not seen her begin responding this fervently so quickly. I thought for a few moments that she was going to come just from my touching her breasts. Once before, she had come simply from my fingers on her pussy, but now she began to moan and gasp as soon as my hand was down there, touching her, and within a minute she was coming, with my finger inside her.

When she finished, I kissed her firmly, then pulled her legs around so that I could get to them more easily with my mouth. She again began to be urgent almost immediately, and came very quickly. I moved away from the most sensitive areas for a minute or so, and then began again. "No, Phil, please, I need you inside me. Please!" she said. I ignored her and continued with my tongue. In a few minutes, she came again. And again a few minutes later, even more violently than before.

I got up and moved her again, and positioned myself and went inside her. Her arms clasped me hard to her, and she said, "Oh, Phil, thank you!" I began thrusting, and her body became tense as she moved with me. She came again, and I was hard put not to do so too. I had missed my usual morning time with one of my partners, after all, but I was somewhat short on sleep, and that may have slowed me down enough. But when she came one more time, I came with her.

We lay there, and she was panting and panting. I tried to hold my weight up off her so we could both breathe. After a minute, she put her arms around me again, and pulled me down, and kissed me. "Phil, that was spectacular. Like never before. Thank you."

I pulled out and started to get up, but she shifted her weight on top of me and pushed me down to the bed. My cock was still somewhat erect, if soft, and she took it into her mouth. She sucked and licked, and stroked with her hand, until I was very hard again and starting to thrust, and then took me in past the soft palate and down into her throat. I did not come immediately, but I couldn't help thrusting, particularly as she was moving her head to add to it. And it wasn't many minutes before I did come again.

She came over and kissed me again, and then stood up and began dressing. I followed suit. In a minute, she said, "Samantha, it is your turn. What are you going to show us?"

Samantha had an innocent look on her face that I was already learning to distrust. She said, "After seeing that, I know that anything we do is going to come up pretty short. And if I understand it, John is going to have to do something with Bella soon. John, please eat my pussy until I come, at least twice." They got undressed and got onto the bed. She perhaps pointedly didn't kiss him.

I knew her reactions well enough to see that she was pretty turned on already, and she enjoyed herself. She came quickly enough the first time, but she made him work for the second. She plainly enjoyed the process of being aroused again and being near orgasm, and didn't let herself go over the edge until she was ready. This time, unlike the first, she didn't hold back on her vocal expressions, either.

She quickly got up and got dressed, and John followed a bit more slowly. His cock was huge at that point, and I winced in sympathy with both his feelings of frustration and whatever Bella was going to have to take from him in a few minutes.

Jenny was perhaps by nature a bit more sympathetic than Sam. She asked James to perform sixty-nine on her, with him lying on top. He came when she still hadn't, and when she had him out of her mouth she told him to keep going. It was a few minutes, but he succeeded.

Jenny got dressed, but James did not. Bella turned to me with a smile. Neither man looked happy. She said, to all of us but I thought especially to me, "We had a little disagreement about what we should do for you to watch. The two of them wanted me to allow them anal sex, with all that you were asked to do along with it. I was not willing. I wanted normal intercourse. They insisted that I had allowed Phil to do this yesterday, and felt I was unreasonable to reject their wishes. Of course, that was part of my job as his instructor, and I could not accept that job without allowing him to do this, and I said that it was only for that one time, that Phil himself had said that he would not do it again without a very strong reason. But they were certain that if I asked him to do it again, asking as strongly as I could, and as honestly, not signaling him that I wanted him to refuse, he would comply.

"We finally made a bet. I was to try, really try, to convince Phil. If he did indeed do as I asked, then I would allow each of them to do so, as well. But if I was right, and Phil refused me, then I would perform anal sex on each of them, using a dildo of course, and that they would then clean the dildos off with their mouths, to be analogous to what they were asking of me. And now it is time for them to carry out their part of our agreement. Perhaps, having had to do this, they will be less eager to insist on women doing something they dislike."

She took a tube of lubricant and two dildos. John undressed, and the two men got onto hands and knees on the floor. Bella put on a disposable glove, and lubricant to the two men. She worked some of it in through the anuses. She applied more to her finger, and inserted it into John, moving the finger around, and then the same for James. She thickly lubricated a dildo, and then inserted it into John's anus, and moved it in and out for several minutes. He winced a number of times. Finally she withdrew it, and stuck it into his mouth, thrusting it in and out, at one point apparently forcing the end down into his throat, so that the scrotum model was against his mouth. She said, "Now lick and suck it off as I remove it." When she had removed it, she put it in the lavatory, on the counter next to the sink. She lubricated the other dildo, and did the same with James.

In one way, I was appalled at what she was doing. In another way, I approved completely. Having heard what had happened to Ellen, I was especially outraged by the casual way in which the girls, and the female instructors as well, were required to put up with such treatment, and I felt strongly that this must be imposed on them by a policy designed and mandated by the male instructors. Given that the men here had wanted to make Bella do this three times in succession, I could not stir up any sympathy for them. And I found myself pretty aroused by the whole sequence, first by watching the girls with their instructors and then by this.

The men went off into the lavatory to clean off. Bella said to me, "Phil, thank you for being reliable and meaning what you had said. You saw that I had no option but to hope that you would do that, and it meant a lot to me." To the girls, she added, "Please understand, I have enjoyed all of my interaction with Phil, but my happiness at his choice and what it meant, and my gratitude to him, made me far more responsive to him than I would normally have been. I hope the two of you understand how lucky you are in the partner you have been assigned."

When the men had come back in, Bella repeated our instructions. We were to report to a different office, where we would find several other couples. We were to arrange pairings among us, such that no one was paired with his or her usual partner, and agree within each pair on sexual activities to perform, while all the others watched. Beyond that, we were to do something of the same sort later on, optionally engaging in sexual activity ourselves with others watching.

We left Bella's office, office suite I suppose I should say, and headed off to the cafeteria together. We did visit our separate lavatories, and then returned to meet again at the entrance to the cafeteria.

Samantha had that innocent look on her face again. "Phil, you often try to be shy and avoid attention, but occasionally you have shown that you have an exhibitionist streak as well. On Monday evening, you began, but then chickened out. Wouldn't you like to give all these people a show, right now?"

Jenny was looking from one to the other of us as if in shock. I said, "Jenny, we'll tell you all about it later. Sam, are you sure you're ready to do this?"

"I wasn't the one who stopped on Monday, remember? I've been ready ever since then. Admittedly, sometimes time has been a bit short, but right now we have to fill the time before they begin serving anyway, don't we?"

"Just as you said on Monday, then? Only, don't you dare make any noises just for effect."

"What are you waiting for, Phil?" And she stepped up to me and embraced me and kissed me for a long time. After a few moments, I again dropped my hands to her breasts, fondling through her clothes. She sighed happily and kissed me again. Somewhere in there, as I rubbed her nipples, she gasped and said, "Oh, hurry, please!" So I unbuttoned her blouse and fondled for a bit through the bra only. Her breathing was much harder and faster, and her nipples were standing up and very tight. I reached around her and unfastened the bra, then removed both the blouse and the bra. I looked around for a moment, then tossed them to Jenny, whose face was very red. She looked as though she wanted to distance herself from us but couldn't take her eyes away. I continued to kiss Sam, cupping and fondling her breasts. She was gasping and moaning at this point, and I was pretty sure none of it was simulated this time.

By this time, quite a lot of people had noticed and were starting to crowd around us, leaving us a good amount of space but packed pretty tightly among themselves. Some were starting to get up on chairs so that they could see, and I noticed one fairly short girl sitting on her taller partner's shoulders, legs around his neck, his hands on her calves holding her securely. He was stroking one of her thighs suggestively, except that it was plain that his attention was really on us. As was hers.

There was also starting to be a lot of noise: calls to others to come see, comments between people, and some hoots and whistles and cries of encouragement.

I picked Sam up around her waist and sat her on the edge of a large, rectangular table, at the end. I unfastened her shorts and pulled them down with her panties still inside. I tossed these as well to Jenny, who was standing as if stunned. I ignored Sam's shoes and socks. I pulled up a chair, and put my mouth to her pussy. Her moans and cries increased. I put a finger into her vagina and continued using my mouth.

At some point, Sam let herself down onto her back, with her legs from the knees down hanging over the edge of the table. She began to move her hips in earnest, moaning urgently, and then came, with very loud cries, continuing for a minute or two. She lay there panting hard.

I pulled off my own clothes, dropping them on the chair I had been sitting in, which I moved back out of the way. I came up to Sam, and said, "OK, scoot yourself up," and took hold of her calves, straightening her legs, and pushed. She got busy moving herself, until her feet were all the way onto the table. I suspected that my pushing had caused uncomfortable amounts of friction.

WilCox49
WilCox49
160 Followers