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Humiliation Chapter 5
A Period of Promiscuity
True to his word, it was almost three weeks before Jamal called me.
"Good morning Ben."
I replied and thought, here we go, great sex on the table.
"I wonder if you could join me for a lunch conference today. I have a couple of proposals I would like you to consider. If you are free I would like a meet in my office at about 1100 hours for some fun and then a working lunch at 1300 if that suits you. Dominic asked if you could bring Skyler for the fun part. He would like to meet your lover because as he said to me, `Ben is such a nice person his boyfriend must be as well.'"
I laughed.
"Tell him flattery will get you everywhere, and we would be delighted to join you for both sessions. Do I need to bring anything with me for the business meeting?"
"No, just your brain, Ben."
I told Skyler and we showered and douched in my bathroom at work before heading for the commerce department.
What a surprise awaited us. We walked into Jamal's office and immediately Sky lunged at Dominic and the two of them spoke at the same time, basically saying the same thing.
"Dom/Sky, how wonderful to see you again after all these years."
Jamal and I just watched mouths agape as these two old friends unfolded their life stories, well the last five years anyway. It turns out that they went to school together but lost touch after they were sixteen.
Sky looked embarrassed as he turned to me and told me.
"Dominic and I discovered our sexuality together. We gave each other our first blowjobs and discovered the first joys of penetrative sex. Both of us decided we would rather bottom than top so we never became boyfriends, just friends with benefits."
He giggled then and I knew this was going to be a fun session. I turned to Dominic then.
"So it was a special occasion last time when you fucked me?"
He had the good grace to blush as he replied.
"Yes, you don't mind do you, Ben? You are so sexy and it was so much fun. You can get your own back today if you want to. You can even spank me as well."
I laughed, "Oh I will. But I will probably want you to fuck me again as well if we have time. You are a very accomplished lover. I think Jamal is very lucky, handsome, sexy, accomplished as a top or bottom. No wonder Sky is such a delight, he had such a wonderful partner to start with."
The mood was now set. Jamal asked us if we needed to shower. A negative on that one so he smiled.
"In that case, I would like to be the choreographer today. We can rotate that position every time if this one is successful and you would like to do it again."
No dissent so he began.
"I am sure Dominic would like to see what his friend looks like now so Dom, you can strip Skyler, and play with him for a few minutes. Ben and I will watch to start with."
I watched the interaction between two loving friends, and it was a total pleasure. Dominic was gentle and erotic leaving Sky naked and erect, blushing a little as he saw the bulges displayed by Jamal and myself.
"I am going to do the same to Ben, so you two can sit and watch."
Jamal was as good as I expected. I was delighted to be stripped by him and then played with for a little while as he told the other two what was going to happen next.
"Ben is going to strip me now and then, after I have opened him up I am going to have a quick fuck to orgasm so that I can better enjoy the remainder of the session."
No problem for me. Normally a top, yes, but Jamal's cock punishing my prostate I could live with any day.
I was quite surprised how things progressed from there. Jamal tried to rack up the humiliation. I had flash backs to my induction session with Darius and his father. To make things even he started by getting Sky to strip Dominic so that we were all naked and erect.
"Alright Ben. I want you to lay over my desk on your back. Boys, take a leg each and get them wide spread and well back using just one hand. I want you to use the other hand to stretch Ben's cheeks so that his anus is spread."
Jamal pulled up a chair then and sat while he played with my arse. He used fingers to stretch my anus more, making comments about the soft pink skin he had uncovered. Lubing his fingers on one hand he started to ream out my arse. He got to all five digits on one hand and fucked me like that for a few minutes.
I looked at the two boys. Dominic looked bemused and Skyler looked shocked.
"If I open him up very well and all of us fuck him we may be able to double fuck him before the session is over."
I was dumb struck and didn't know what to say or do. When I did get my head round it I was angry and about to say something when I felt Jamal's cockhead slide over my sphincter. He was as gentle as a lamb as he slid all the way in. A slight spike of pain as he entered my intestine and then he started an incredibly sensuous fuck. I watched him for a few minutes before speaking.
"Make the most of it Jamal. It's the last one you get. I didn't come here to be humiliated."
Without breaking his rhythm he grinned at me and spoke.
"Darius has told me what he and his father organised for you, Ben. I thought I would see what your reaction was if I tried it on. I had no intention of going beyond the point I am at now. I am going to bring you to one glorious orgasm and then, if you will forgive my wicked sense of humour, I would like us to continue, but with Dominic choreographing the remainder of the session."
I waited a few minutes while he continued to fuck me, but he was playing as well, and stroking the inside of my thighs. The demonstration of his skill as a top had me almost climbing the wall. My orgasm when it came was incredible. It had to rate close to the most fantastic I ever had. Jamal remained in me after his own orgasm until he was almost soft when he slid out leaving me feeling empty and wanting him to do it again. Crazy or what!
"If Dominic will organise that you do that once more before the session is over then we are staying."
Skyler spoke then.
"Oh good, I was just beginning to think I wanted to leave as well, Ben, but now I am happy again. I'm sure Dominic will be wicked but I am looking forward to being his slave again for a couple of hours."
Both boys were grinning like idiots so I guessed there was a story here somewhere.
Dominic took over then and came up with a dilly.
"I think that to get us all in the right mood, Jamal can take Skyler to bed and Ben can take me. We have to share the bed but it is a big one. Sky and I will decide after we have been fucked good, who was the most inventive and exciting."
Absolutely no argument from me on that one, and Jamal was showing the same co-operative spirit.
I pulled out all the stops and made love to Dominic with all the skill I could muster, but I knew I wasn't as good as Jamal. He was either a natural, or his experience was incredible, way better than mine. After we had all orgasmed and cleaned up we returned to the bedroom to hear the verdict. Skyler jumped into my lap and gave me a very passionate kiss before speaking.
"I love you more than I can ever tell you, or show you. Our love making is always special because there is so much love flowing between us, but Ben, Jamal is in another class for the pure action of lovemaking. I'm sorry, you aren't mad at me are you?"
I could see the worry in his look otherwise I would have been tempted to say something sarcastic or cutting, but instead I gave him the kind of kiss that Jamal couldn't have done because it was loaded with all the love I had for my boy.
"No, my darling boy. I would have to say the same. Jamal could easily become addictive he is so incredible as a lover, but I don't love him. I love you more than anyone else in the world."
A big sigh from Sky and applause from Dominic.
"You were superb, Ben. No one other than Jamal has ever come close to you as a lover. I'm sorry that I must now punish you for being second best."
The look had me laughing and the punishment had me almost cooing with pleasure. I had to get all three of the others new erections and then they had a round robin of fucking me. Five minutes each and every one had to be in a different position. It wasn't until I said I was getting a little sore that they all remained buried in my arse long enough to cum again.
That session set the tone for all of our future orgies. They only happened about once a month, but for me they became lesson sessions. Jamal taught me how to make love better each time. I was happy, Skyler was delighted and Dominic was over the moon renewing his lovemaking with Skyler and judging the improvements in my ability.
The two boys went off to play after that first one and Jamal took me for a working lunch. What he was proposing was that I start a computer training school. He wanted high school graduates to learn computer skills to a high level. Most were not going to university for degrees because of cost, but Jamal was determined that the boy and girls from this island would have marketable skills in the wider world. The deal we struck was that I would tailor a course, taking a minimal profit from it and in return I would get concessions from the government. It worked perfectly. I slid Skyler into the classes as well. By the time he was thirty I had a very good programmer in my company and still, in my bed. Dominic did the same and I knew that the two of them were having sex without Jamal or I present. Nothing devious, Jamal and I both knew about it. They were friends with benefits. The overall result of my learning sessions with Jamal and Skyler's with Dominic was that as we grew older, our love making just kept getting better.
I became a St. Kitts national after a few years, but my greatest pleasure, even though I was old by the time it happened, was to be able to marry Sky on our island paradise when all homosexual laws were abolished and same sex marriage became legal. Jamal had retired by then but he and Dominic went through the ceremony with us. I think it took me a week to recover from that party.
The End