The Humper Game Pt. 02 Ch. 15

Jenny looked at me. "You get me all hot watching you screw girl after girl after girl after old woman," she complained, "and then you aren't even good for a quickie, and won't be before morning. Come on, love, let's get to the lav so we can get to bed."

I fixed her, though. When we got back and were all undressed, I turned out the light, but then I picked her up and laid her on the bed and kissed her thoroughly, and then ate her pussy (disregarding her protests) until she came a couple of times. She kept the volume lower. When I was done, she made some sleepy remark about perfume, and rolled on her side. I was asleep almost before I got spooned against her back, myself.

Saturday morning we did not have an alarm set for running, but my bladder is just as good. I heartlessly woke Jenny to go with me, as I wasn't sure she would stay awake if I left her behind. As promised, I saw that she got some morning exercise in a horizontal position, and then we went back to sleep. When the alarm went off, we somehow managed to get up and shower, a not-so-quickie included, in time to eat breakfast. I was very nearly late checking out, though.

After breakfast, we sat in the cafeteria studying until lunch.

I had expected that Miss Milliken had probably been on early duty at the girls' monitor's desk, but if so we weren't in time to see her there. She was helping serve breakfast, though, and looking sleepy. She gave Jenny and me big smiles. I didn't know whether the Grimes cousins and Miss Macgregor were scheduled off duty or cooking in the kitchens themselves or what, but we didn't see them at either breakfast or lunch.

Sam arrived for lunch, also looking really sleepy. She said, for our ears only, "Whatever comes up this evening, I'm going on strike if it runs so late." She flirted a little with some boys who had come to lunch with Jim, who had come to flirt with Jenny himself.

After lunch, we went to Jenny's room to study. This time it was just the three of us, as Claire and Barbara were with their partners. We did keep at it, except that the girls turned out to have made another little date without telling me. Marie knocked at the door. She seemed surprised not to see the other two, and she saw that I was surprised to see her. "Didn't they tell you I was coming?" she asked.

Jenny said, "He might have decided to prove he's in charge and make me go find you and grovel. I'm pretty sure he won't do it now you're here. And Claire and Barbara made other plans, which may or may not involve classwork, but are likely to involve some time studying biology." And as it happened there were, just then, the sounds of Claire enjoying studying biology next door. The three of us laughed at the timing, and Jenny explained to Marie.

Marie looked at me and said, "If you didn't agree to this, maybe I should go away." I didn't answer directly, but I went and took her in my arms, and I thought the kiss that followed made my views clear.

Now, you already know I have a thing about redheads, and I told you that Marie's voice kind of grated on me, but if you think I didn't find her attractive, think again. She was another astoundingly beautiful one. Her skin was a beautiful chocolate brown, her figure was wonderful, everything except the voice was great. And under the circumstances I was more than ready to overlook the voice. Her body type wasn't my favorite. She was taller than I was, with a solid frame, and generally pretty muscular. But there are many, many beautiful, sexy women in the world who don't match my ideal, and her breasts were larger than those of any of my regular girls, my "harem." You already know that Jenny had vetted her as sweet and nice. I hadn't known her before, even to speak to, but I had often heard her talking to others—her voice, unfortunately, drawing my attention—and I had known she was nice and bright and had a nice sense of humor, and she laughed a lot in the nicest way, never hurtfully.

"If it's OK with Jenny and Sam, we're on as far as I'm concerned. But you said you really weren't happy about having an audience."

"I also said I've had to get used to it. Ms. Miller yesterday was no hardship. These two are lending you to me, and I should complain that they want to watch?"

So we made love again. And it was as wonderful as the first time. Marie continued to insist that she didn't usually come so soon or often or easily. I had to believe her. But what on earth could I be doing that brought it on? Maybe it really was nothing but this reputation I had gotten, making it a self-fulfilling prophecy, still growing in influence. I didn't know then, and don't now. But Marie was beautiful, sexy, and eager for me, and why really doesn't matter in the end, does it?

I was again feeling kind of nervous as suppertime rolled around. I knew the girls could tell. My girls, I mean. And it seemed that the servers all knew what was up, in what detail I couldn't say. I got more smiles and friendly greetings that evening than I usually did in a month, and almost all of the servers were always friendly, pleasant women. I just couldn't help wondering what Miss Macgregor was going to spring on me this time. Or whom, I should say. I also got larger portions than usual from almost everyone, not really a bad thing, but I was late in recognizing this and came away with more food than I really wanted. I said something to Jenny and Sam, though, and tidbits magically began vanishing from my dishes. They smiled fondly at me.

Miss Macgregor wasn't the one who gave me instructions this time, but another of the older, grandmotherly servers. The instructions were simply, "Same time and place as last night," with the information that Molly Macgregor had asked her to tell me, and with kind of a wink and a grin. Sam was with me that time, and came in for a comment as well about her performance with me the previous week, how much it had been enjoyed. I was aware of blushing heavily, but Sam thanked her very blandly. I didn't know this woman's name, or couldn't remember, and didn't ask.

This time we decided simply to wait in the cafeteria, reasonably near the serving area, sipping beverages and talking. I decided that wasn't really a very helpful strategy after all, since I wound up hurrying off to the boys' wing lavatory shortly before we left. I returned and we sat for a couple of minutes, and then we got up and took our glasses and cup back into the serving area, obviously just properly cleaning up after ourselves. The woman who had passed the message on chatted with us for a minute, probably somewhat audibly to a few of those in the cafeteria, and then waved us on as Miss Macgregor appeared through the same doorway as the previous night. We followed her down the stairs to her room.

There we found two girls, again young ladies a few years older than we were and looking like girl students. These again were girls I didn't know, that is, I hadn't greeted and asked names of. There were lots of servers, and they did move from building to building and also in and out of the housekeeping team. One of these I hadn't seen that evening, and the other had smiled very warmly at me and given me a slightly fuller bowl of ice cream, with a little more syrup on it, than others were getting. Not enough to stand out, of course, had it not happened so many times that suppertime.

I asked them the same questions I had asked the others, more or less. Their names were Heather Manning and Madison Chase. Heather was not related to Ellen Manning, as far as she knew. They were both there at Miss Macgregor's invitation, but because they wanted to be, not to please her or anyone else, they were sure they wanted what was to follow, and they were not uncomfortable about watching me with Miss Macgregor or each other. I judged they had thought someone had been pulling their legs about Miss Macgregor's being included, but they answered seriously. Neither had any wide experience, but neither was a virgin, either. This time it occurred to me to ask them about masturbation. Each admitted to having done it occasionally, and they understood what orgasm felt like. I warned them that I wouldn't be able to perform for a while after each time, and that they would be asked to perform oral sex on me to help me to be ready faster. They had already been told about all that. Well, girls gossip—not that boys are really any better about it.

I told them that for the evening we were all on first names with each other, telling them my name and Jenny's and Sam's. I told the two girls to decide amicably between themselves who would be next. I explained that Miss Macgregor's turn would come first, since she had arranged this and was letting us use her room. And I told all three of them to get out of their clothes. I got out of mine, too.

When that was done, I took Miss Macgregor—Molly—in my arms and kissed her for a while. I fondled her breasts, and she was clearly aroused already and getting more so. I told her that I didn't really have a plan different from last night's, and asked her to sit down on the bed.

I proceeded to eat her pussy. She was mostly ready anyway, and it wasn't long before she came. I got up, and she said, "Can we do it like this, this time? Please?" Instead of going on hands and knees, she went over to the desk—making two others move out of the way—and bent over it, presenting her ass and pussy to me. I came up behind her and fondled her breasts, reaching down to give her pussy a little attention, too. She said, "Oh, Morris, Phil, please just go on in now." I bent my knees enough to get the head of my cock between her labia, moving it forward and back, and slid into her. She moaned, and rocked forward and back as I began thrusting. I had hold of her hips. She gasped and moaned, faster and more urgently as we went on. In a while, she started coming, and I came with her. I pushed in and held as I spurted over and over. She dropped a hand to her pussy, and her own moaning became more violent.

I pulled out when she was done. She bent over and took my cock, still mostly erect, in her mouth for a moment. She straightened up and gave me a kiss, then said to the two girls, "Whoever you've decided is next, get over here." When Madison came over, she told her, "You kneel down and start going, the way I told you earlier. If you keep him up some, it won't take as long." Madison looked a little uncertain, but got onto her knees in front of me and took me into her mouth, most of the way in, getting me wet, and then back so just the head was in. She wrapped a hand around the base, and stroked as she sucked and used her tongue. Ever so often, she rolled her eyes up to look at my face.

As I started to feel nearer to being ready, I told her, "That's enough of that, for now." She pulled back from my cock. I gave her a hand to help her up. With clothes on, she had seemed to be a golden blonde, but her pubic hair was much paler, and I was pretty sure she dyed the hair on her head. Of course, what do I know? There's generally a little difference. She was kind of plump, with large breasts. I cupped them and said, "This is kind of your last chance to change your mind."

"No, I want you to go ahead. Really! Especially after seeing that!"

So I kissed her while I fondled her breasts, and soon she was panting a little. "Oh, that feels good, when you touch me like that. Please, go on, can't you?" I kept up fondling her breasts and kissing her anyway, for another couple of minutes, then dropped a hand to her pussy. She was very wet, and she flinched and gasped when I touched her there. I rubbed gently, and her arms tightened around my neck and she closed her eyes, and didn't kiss back much when I kissed her. She was gasping and moaning, and I wasn't surprised when she came. Madison was a good deal louder than Molly. I kept stroking, but back from the most sensitive areas.

When she was through, she pulled me to her, my mouth to hers and kissing me hard, her body against mine and rubbing. She said, "Please, please come inside me now. Oh, please! That was simply wonderful, but I want you inside."

"Lie down on the bed, then."

She lay down on her back, spreading her legs. I lay down beside her, facing her, and rolled her over to face me. "I would normally spend some time eating your pussy, but I think I won't, this time, anyway." I kissed her, again stroking her breasts a little, and she moaned. I probed between her legs again. I knew she was wet enough, she had been before we started and then had had an orgasm, but I ran a finger into her vagina. She kissed me with more passion. After a while, I rolled her onto her back again and got on top, with my knees between her legs. Her hands came up to take hold of me and part her labia and guide me in.

She moved with me as I thrust, beginning pretty soon to moan urgently. When she came, I didn't, though I felt very close. When her orgasm was over, she kissed me again, and asked, "What next?"

I told her, "Madison, I'm afraid I'm going to be selfish with you. When I come out, will you please finish me off with your mouth?"

She looked startled, but said, "If you like. Miss—Molly made sure we understood you're in charge. But is it something I didn't do right?"

I said, "Not at all, and where I am now is wonderful. This is a whim, and as I said, I'm yielding to it, selfishly, for my own pleasure. I guess I could try to justify it by saying it's educational—you haven't done that before, it was pretty clear when you started on me earlier—but that's not really why. No excuse but my own selfishness, that I'd like you to do it."

I pulled out and came off, and lay down on my back. She experimented a little before she found a position she thought would work, and then she got down to business. I really was pretty close, and it wasn't long before I emptied myself into her mouth. I didn't think there was as much as there would have been before I screwed Molly, but she didn't swallow fast enough, and some ran down her chin from one side of her mouth. When she pulled back so I came out, she took her hand and wiped it up, putting it back in her mouth and swallowing. She swallowed hard, and then came back up beside me and kissed me, pretty quickly. She asked, "Did I do that right?" and I told her, "You did fine. You'll probably get a little better with practice." I kissed her a bit longer, then turned and sat up, then stood up.

I said, "Heather, it's your turn now."

I was deflating a little more this time, but she came up, knelt down, and took me in her mouth. It took quite a bit longer. I said, "This is the third time now, this evening, and it's going to take longer and be harder, for both of us." She looked up at me and kind of nodded, but didn't leave off what she was doing.

I was still a way from being ready when I told her, "Please stop now." I helped her up, and took her in my arms and kissed her. I said, "It looks like it will take a while for me to be ready enough, whatever we do. So there's no reason for you to keep that up." Heather was beautifully curvy, with light brown hair and a cute face with dimples. Her breasts didn't sag, but bounced up and down in a way I found entrancing. I kissed her at length, beginning to fondle her breasts. She was panting at the end of the first kiss, and kissing me hard and whimpering very soon thereafter. Her hand went down to my cock, possibly to check on it, and it was a little bigger and harder than it had been, but she continued to stroke it. I moved a hand to her pussy as well, and it felt like she was ready to come at a touch.

I picked her up, startling her, and sat her on the bed. I knelt between her knees, put a finger into her, and began licking. She moaned, and her hips began thrusting pretty much immediately. After a few minutes, she came, and she was very loud about it, and it continued a while. When she was done, I moved back beside her and kissed her again. I was starting to feel that I was ready. She had her own hand checking that out. Without being asked, she went down and started in on me again with her mouth. I was feeling pretty close after just a minute, and I said, "Stop!"

She pulled back and looked at me. I told her, "I'm about ready to come in."

"Oh! I thought after Madison, you would ask me to do the same thing."

"No, that was a whim, and I already kind of regret it, it was selfish. As I said. I'm sorry that I don't think I'll be able to give her another go after this, to make up for it. I'll only ask that of you if I really can't come in you. For tonight, anyway.

"Now, I didn't offer Madison a choice, but would you rather be on top or on the bottom?"

"I don't think I'd know what to do, if I were on top."

"It's pretty much the same. You have a little more input into how fast we go, but you have a lot more control over how your body rubs on mine, and that's kind of critical, sometimes. But it's your choice, for tonight."

She didn't say anything, but she kissed me again, lingeringly. Then she just rolled onto her back, spreading her legs out. So I moved on top of her, and she guided me in. As I started thrusting, she was starting to move with me, but suddenly she stopped.

"Wait, please. I want to know—um, I heard girls talking, about one day you had last week. What does it feel like if you come in my ass, instead?"

"We're not going to do that tonight. Period. If you make arrangements with me for another go, and you're sure you want that, I'll say maybe, but no promises. After we're done here, if you want, you have in this room with you three who have done it enough to answer your question, and I suggest you ask one of them. But for now, move with me the way you were a minute ago." I began thrusting again.

Several minutes later, she was tensing up, and my worry was whether I could hold back long enough. I grabbed her ass and pulled her to me, then moved my hands a little under her and gave her hips a little support. She tensed even more, then came, again very loudly, enough to hurt my ears a little. I thrust in as far as I could, moving in and out just a tiny bit, almost to the extent of not really moving but only changing pressure. And I came. I'd had too much already, I guess. This was kind of weak, but I did come.

Heather didn't say anything until we had both caught our breath. Then she kissed me and said, "Thank you! It was never anything like that, before, and that's true about when you ate me first, too. I wish we did have time for me to take care of you the way Madison did, too."

When I sat up, Madison came and sat next to me. She kissed me, too. "I hope you'll stop worrying you were selfish. When I came, it was, um, she's right, none of the times my boyfriend screwed me were anywhere near that good, even when you just used your hand, and when you were inside was lots better than that. I'll never forget tonight, I'm sure it will never be better than this."

"You know, I think you're wrong about that. You find a young man you really love, and who loves you, and who's willing to try to listen to what you want, and unless he's totally inept it will be a lot better than tonight.

"Heather, if you wanted to ask what anal sex feels like, well, you probably have more opportunity to ask Molly other times, so I suggest you ask Sam or Jenny."

She looked at me, and then said, "I wish you'd kiss me once more, first. Please? Really kiss me?" So I did.

Then she sat there by me, distractingly and delectably naked, and said, "Sam, Jenny, how did it feel?"

Sam spoke up. "It's uncomfortable, in places, no matter what. I can't say whether that changes if you do it a lot, and regularly. Most of the girls found it painful and just completely unpleasant, all of it. There were some reasons, about what they told us we had to do, I'll say later about that, but they didn't have Phil doing it to them. Really. If you're going to do it, the first thing is to try to get yourself really empty back there soon before you start. Next, getting enough lubrication, and if it's spit it's more than you'd think, that's really important, too. And the guy, assuming it's a guy not a girl with a dildo, needs to start very easy, using just a fingertip to get lubrication inside, moving to a whole finger. That all needs to be lubricated. We used disposable gloves for that part, by the way, and I'd suggest that. But Phil was incredibly, unbelievably patient about this whole thing. He went slow, very slow, and kept adding more lubrication. It took him a good while to get to where his whole finger was in, and he moved it around, gently but firmly, to stretch the sphincter out. And all this is uncomfortable, but also kind of exciting and arousing.