The Humper Game Pt. 02 Ch. 07

Story Info
Wednesday's instructions and practice . . .
9.3k words
4.72
7.5k
5

Part 15 of the 67 part series

Updated 06/08/2023
Created 04/26/2018
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
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.


The alarm clock woke us Wednesday morning, all three of us. It was set early with the idea that we'd hit the lavatory and have time for sex and a shower and still be in time for breakfast. We explained this to Jenny, and all got dressed enough for down the hall. The three of us together attracted a little attention, but no one said anything—to us, anyway. We were quick in the lavatory, and went back to the room.

There wasn't going to be time for me to do anything with both of them. Jenny just sat on a chair, and said, "You two go ahead. We'll see what happens later when it happens. This time I'm going to pay attention."

So Sam and I made love. Please understand, this was not about technique, though the training we had gotten helped. But the first rule Bella had given me, that each of us was focused on pleasing the other, was the guiding principle. Not because it was the rule, though, but because that's what we wanted.

When we were all done, we again put on enough to go down to the showers. We found an unused area, one of the—not exactly stalls, but what else do you call them?—and got busy.

I had twice as much to do as the last time, and they each had half as much. Think so? Nope. Division of labor didn't factor into it. First one washed my back and the other my front, and then they switched. Special attention to my cock from each, and it was waking up before the first one was done. I did do most, not all, of the washing on them, enjoying every caress and squeeze I could get in. Soapy hands on these intimate parts are pretty stimulating all around.

We got dressed and went to breakfast. Jenny's nominal partner didn't even show up anywhere around us. They sat squeezed up against me, one on each side. Even with spending a lot of time answering questions, I got enough to eat, and we were all done by the time the signal sounded.

We walked together to the staff office wing. I told Jenny, "If they send you to the same room number for the afternoon, I'd say don't go. Come to where I am." I gave her the number of Bella's office. "That's not an order, it's a suggestion. It's more likely to get you in trouble than me, so you'll have to decide. If we're all there and not supposed to be, we'll have to wing it on the assignments. I don't know how these threesomes are supposed to work."

We went our separate ways. I knocked on Bella's office door, and entered when invited.

Bella looked at me. "I'm trying not to hold your interruption last night against you. You were right, it was a problem, and it needed to be addressed, and we hadn't given you or anyone any way to contact us. If you need to do so again before the week is out—which I trust you will not!—what you should do is ask to be connected to the instructor on duty. I would say it was fine, except that the timing could hardly have been worse for me."

I said, "Once I realized what activity I had interrupted, I regretted not being perhaps ten minutes later."

Bella looked at me sharply, but just went on, "So then, please tell me how you proceeded last night."

I summarized what I've already told you. I finished, "We were all three already exhausted, or more might have happened. I felt I had to spend a lot of time with Jenny, she was really feeling bad, and what she needed wasn't sex, it was comfort, and you can't really do that on fast-forward. Sam is just wonderful. With some partners the whole thing would have been tense and full of jealousy. She made sure I put Jenny first. We had just been talking about how worried we were about her, face and body language had said she was unhappy and it was something to do with her partner—and Sam was the one who brought it up. And then Jenny knocked at the door, two seconds later."

"How did she happen to come to you? Everything else makes sense, but not that. Unless it was nothing more than your previous relationship."

"I'm sorry, I left that out. She was combing her hair in the lavatory, and knowing what I know now I don't see why. I expect the combing part was because she hadn't had time after washing it after yesterday's activity, what I don't know is why the lavatory and not her own room. At any rate, when I went to wash my hands, the sink next to hers was open, and I told her it was obvious something was wrong, and that I'd be happy to listen whenever, if she wanted to talk, and to ignore everything I'd said if she didn't. And when that, that bozo left her, and she was faced with another sleepless night alone, hearing everyone around enjoying themselves, she just couldn't stand it. She wasn't expecting anything except time to talk, and she felt guilty about taking that. She might have come to me even if I hadn't said I wanted to help, she is my closest friend even ignoring sex, but I doubt it."

"Thank you. Do you know, I've never heard you speak disparagingly of anyone before, or heard of it? At any rate, you gave us a problem we weren't expecting, and it caused a lot of argument, but the upshot is that your suggestion was accepted. Since we wound up with an excess of boys, we have a few couples to whom another girl was added. This means that each of the girls gets half as much practice time as normal. Since O'Malley is, um, experienced with you already, and the three of you have expressed willingness if not demanded, she is to work with you. Is there anything else?"

"Only this. What about the partner of —?" Again, I gave the name, and of course he was Jenny's partner's boyfriend.

"She is being asked about the situation right now. I think the same will be done for her, though we may have a bit more trouble inserting her into a couple, or rather, finding a couple who will accept her. We try very hard not to change these arrangements once they are made, as it is hard on all involved."

"Now, let us go into the bedroom."

We went in, and at her direction I got undressed, as she did likewise. We sat on the edge of the bed, turned somewhat toward each other. "The activity to be learned today is anal sex. This is something you, personally, did not participate in in gym class, from either side, is that correct? And is this something you did with your collection of girlfriends? If it is, you neglected to mention it."

"You're correct. Last week, which as you know was the girls' week for their periods, it was proposed that I do it. One of those little proposals which assumed that I didn't need to be consulted. I put my foot down very hard, and vetoed it. I expected that it would be covered this week, and it's not something that attracts me, quite the opposite. I admit to being curious, but it seems distasteful."

Bella looked at me. "There are parts of what I, and your partners, must do to you which I find most distasteful, rather like one activity yesterday, for much the same reason but with additional ones. I was very tempted to simply say I would not do them, in which case you would have had a different instructor. Some allowance is made for those unable to perform deep throat, for example, but unwillingness is not acceptable.

"Now, I understand that in your gym game you have seen this done, on the girls by boys as a sexual act and on the boys by girls with dildos to simulate an erect penis. We will be doing the same here, though I think you will find much that is different. But we do not bring in male instructors to the male students, or other male students for that matter."

She proceeded to give me quite a bit of theoretical instruction. We would begin by arousing one another sexually. Initial lubrication would be provided by saliva. Many actually engaging in this do this by licking around and into the anus, she said, much as was done by either party in oral sex. In our case, we would glove our hands—which she said was common but by no means universal—and spit onto the glove, and apply the lubrication with a finger, around and into the anus, making sure there was quite a lot. If there was difficulty in doing this, particularly for her, a tube of lubricant was available.

At this point, when she was to use a dildo on me, she would do so. The goal was to simulate the action of an erect cock, and the dildo, unlike those had been used in gym class, which were essentially featureless, was a detailed reproduction of a male organ. Of course, it would not ejaculate.

When I was performing this on her, I was to first enter her vagina for additional lubrication, and in fact to move back and forth between anus and vagina to improve lubrication. And then, at the end, after I had ejaculated, she was to take me into her mouth and perform oral sex on me until I came again.

Her loathing for these last two stages was impossible for her to disguise. She was not meeting my eyes as she described them, and she was practically spitting out her words. Suddenly I realized something.

"Bella, I'm sorry, I just realized. It's not doing these things with me that bothers you so much, is it? It's that your husband, whom you love and who loves you dearly, insists on them even though you hate them, isn't it?"

The blood drained out of her face, and she said, "How—?" and cut off. She breathed very deeply for a few moments. Then she said, very low, "You're very like Miles, aren't you? He does that sort of thing all the time. It's as though the two of you read minds." She still was failing to meet my eyes.

I said, "Bella, I am sorry. Truly. It hit me, and I came out with it, without thinking how it would make you feel. I shouldn't have said it. Please forgive me, once again."

"Phil, I certainly forgive you. I need to deal with my own feelings, not to let them control me, it seems. I truly do thank you for requesting me as your instructor, and as we do this I will do what I can to enjoy it, and when I can't to act as though I were. On this particular topic, I think most of the available female instructors do not enjoy certain parts, and I believe that when you get out into the world you will find that most of the women available to you as sexual partners will be unwilling to engage in anal sex at all, certainly not these parts. There is also the possibility of infection to the gastrointestinal tract and the urinary tract from these activities. And some risk to you of a urinary tract infection, simply from unprotected anal sex.

"At any rate, we need to proceed. After all this extra talking, we are a little short of time. So please come and kiss me, and see whether you can make me respond as you have so far."

We engaged in normal foreplay. I was certainly aroused, and she gave every evidence of it herself. She told me to lie face down, and placed the pillows under my hips.

She picked up the dildo and put on a disposable glove. "I believe that normal practice, among those who enjoy these activities, does not involve gloves for fingering, and as I said does involve directly licking the anus." She worked saliva into her mouth, until she had a large mouthful, and then spat it onto the palm of the glove near the base of the index finger. She did this repeatedly, applying it from time to time to my ass. She eventually spat onto the index finger itself, and then inserted it into me. It felt about like it had when she had done so to help me understand the location and role of the prostate. She said, "It is very important that this be done, and I'm surprised at Miles for omitting it. Though you were outside and all that and the dildos used there were not as large as a typical penis. Fingering allows for some initial stretching of the anal sphincter, so that when the erect penis, or its imitation, is inserted it is not so painful." She continued to finger me, in and out, round and round, for a few minutes. I found it highly uncomfortable, especially when she went far enough in to put pressure on what I now knew to be my prostate gland. And yet, I found it sexually stimulating, too.

Finally, she picked up the dildo. Making sure I could see, she licked it all over, coating it with thick saliva. She then moved back out of sight and slowly and gently, but firmly, inserted it. This was enough larger than her finger that it did hurt. She moved it in and out, in and out, gradually speeding up. After a few minutes, she thrust it all the way in, as far as the simulated scrotum would allow, and moved it in and out in little jerky motions. After perhaps a minute of this, she withdrew it. I found that I was panting slightly.

She took the dildo into the lavatory, and then removed and discarded the glove she had been using. She came over to me, and asked me to stand up. There was a very wet spot on the pillowcase where my cock had been dripping. She said, "Now it's your turn. I hope you can be as gentle with me as I tried to be with you." She kissed me, and then dropped down and briefly sucked on my cock, which certainly did not need any stimulation. She lay face down on the bed, then took the pillows and used them to prop up her hips. This gave me obvious access to her anus and vagina, and to pretty much everything between her legs in fact.

I put on a glove and collected saliva as she had, rubbing it on and in as far as I could without really entering. I kept this up until there was quite a collection there. I lubricated my index finger, and slowly pushed it in, moving it in and out and around, trying to do as she had done to me. She gasped when it first entered, and whimpered a little bit from time to time. I couldn't tell whether this was from pain or pleasure or arousal. I removed the finger and spat onto it for more lubrication. The second time I did this, she said, "That's enough with your finger. Please continue with your penis. Dispose of the glove first."

I peeled the glove off and disposed of it. I separated her buttocks a little more, and then made sure that the labia were apart and the vagina open, and went in. She gasped and moaned again. She said, "Oh, please don't come in there now. If it feels like you're lubricated, go on!" I moved in and out twice, but she was very wet and I saw no reason to prolong this, besides my own desire. I pulled out of her and slowly and carefully pushed into her anus.

She gasped again, and moaned in rhythm to my thrusts. After a minute, I was pretty much fully in. I did as she had instructed me, and pulled out and moved back into her vagina. A moment later, I moved back again. She moaned and moved somewhat with me as I thrust. My hands were on her hips, but from watching and listening I was sure she was near orgasm, so I slid one around under her and tried to massage her pussy some. She gave a couple of sharp cries and came, and I thrust all the way in, moving just a little, grinding against her, and came myself.

I kind of collapsed on top of her for a few moments. She said, "Phil, that was wonderful, and you did exactly right. When this is done to me for real, not for instruction, I often use my hand to help me come, but you managed that for me. That showed great insight. But now, I need you off me. It's time for the next stage."

I got back up off her, and pulled out, and stood facing the bed. She hadn't said anything about how she wanted me positioned for this. I was conscious of her distaste, which she wasn't now showing, and my own as well, but I was determined to see it through. She turned to the side of the bed and sat, then stood up, and put her arms around me and kissed me again.

"Thank you for that. I always find it a horrible experience, but this time was much better. You probably need some extra arousal, and I would like some, so please, kiss me again and caress me as if we were going to make love normally. At this point, I will avoid holding your penis."

So we kissed for a few minutes, and then she sat on the edge of the bed and took my cock in her hands, treating it as she had in teaching me about oral sex the day before. It didn't take long before I was completely ready. I tried not to hold back at all. Then she took me down into her throat, and I lost it entirely.

When I was out of her again, she said, "Please precede me into the shower and begin. I'm going to want to do some other cleanup first." I paused in the lavatory to urinate, then went straight into the shower, adjusting the temperature for my own taste. I took soap and washed myself thoroughly, especially my cock and scrotum, the tops of my legs where the cock had hung down, and around the anus. I made sure my hands were as clean as I could get them. At this point, Bella came in, to the sound of the toilet flushing.

She told me, "After a man ejaculates in one's rectum, it is important to attempt to expel everything which will come out. The semen acts in effect as an enema, and will eventually produce cramps and diarrhea. I'm afraid that's what took me so long. An enema beforehand would in fact be a good idea, though rarely done, but emptying the rectum beforehand helps, and I had done what I could in that direction before you first arrived.

"Now, please clean me off. There is some real, unsanitary material there, but I always feel dirty far beyond that. Please, make me feel clean again."

"Do you need to be shampooed again today?"

"Not really. But thank you for your thoughtfulness, which made this all far easier, all along."

I took the soap and soaped her, moving her hair to hang down her front and soaping neck and shoulders, back, buttocks, and the area between the buttocks. I squatted to wash down her legs, going to the front of them.

I turned her around, moving her hair behind her, and did her face, warning her to close her eyes, then neck, shoulders, and breasts. I spent a lot longer there than was strictly necessary, but she didn't complain. I did her arms and hands, her sides and stomach, and her hips. I washed between her legs, and did my best to clean up into her vagina. I said, "I'm sure I'm not cleaning adequately there."

She answered, "Most men might stick a finger in for their own arousal and enjoyment, claiming to be cleaning. I expect that you enjoyed and were aroused, but you did as much as I could myself toward cleaning, and I think you truly did it so as to clean. I thank you."

I worked my way down her legs again, this time not neglecting her feet. I stood up again and said, "Bella, you are as clean as I can make you."

She took the soap and took hold of my cock. As she washed it, it became more rigid and hard. It had already been erect. She put down the soap, and rinsed me off there. She said, "Please, make love to me as you did yesterday. Only don't kiss me, I haven't cleaned my mouth and throat yet. But that was wonderful then, and you've been good to me today."

I backed her to the wall again, and bent my knees so that I could get into position to enter her. I took my hands to separate the labia, and she gasped as I touched sensitive areas. I entered her. I straightened up somewhat, and said, "We'll do this a bit differently today. Arms around my neck, please." She did this, and I grasped her thighs and lifted her to where I was able to stand up. I said, "Now your legs around me, please."

She did this, and I held her against the wall and thrust in and out, not letting her slip down, moving her a bit down to meet me as I thrust, then up a bit as I withdrew. I was grinding my lower belly against hers, and she began panting, even though I was doing most of the work. But she soon began straightening her body and then bending, using her legs against mine for leverage. And she came and came and came. Somewhere in it all I came too, but I had come twice recently and it was less powerful this time.

WilCox49
WilCox49
160 Followers