Humiliation Chapter 2
The Aftermath
I received the dreaded phone call and made the appointment for Darius and a colleague to inspect my books. Location was to be my office as expected. They turned up on time with broad grins on both faces.
"I don't think we need to beat about the bush Ben. We say, you do. This gentleman is Glen. He is from commerce, but today he will have the same right as me to check you out so obey him as you would me."
"Good morning, Ben. Please remove all of your clothes for me."
Plenty of finesse in that statement, not. What else could I do though but obey him. So I undressed. I think he was quite surprised that a white boy should be so well endowed. Darius had obviously not told him. I was now stood in the centre of my office with two lieutenants, fully clothed, walking round me scoping out my body.
"He has a very nice cock for a white boy, Glen, doesn't he?"
Glen moved in close to me and started stroking my cock. It looked very good as it started to grow. Darius took a picture of it while it was still just chubbed.
"Yes he does. I think I will take him in the missionary position. It will be interesting to see that erect and pulsating as I fuck him."
I knew at least one thing that was going to happen to me that day. I thought I could live with that if he was anything like Darius. The humiliation would hurt, but I didn't think the fuck would. I hadn't seen his penis by then of course. ************************ The next month Darius gave me a copy of the picture on one of his visits and told me it was his favourite. I laughed then because we had come a long way from that time. ************************** Glen made me undress him. By then he was rock hard and I was looking in shock. It was only a little longer than mine, but it looked like an iron bar.
"I think you should do the taste test on this, Ben. The sperm taste that is. I'll just get comfortable."
I have to admit I was quite enthusiastic. The cock was as hard as any penis I had ever touched. If he was rough when he fucked me, which I half expected, he was going to hurt like hell. There was no give in the tool at all. I worked hard on both the cock and the small ball sac. Once I had him panting I had a go at his nipples as well. Disappointing. They were so sensitive that before I knew it I had a mouthful of cum. I looked up at his face and could see he was disappointed so I jumped in quick to try to save something from my mistake.
"I promise I'll leave your nipples alone next time and hold you off from an orgasm for at least twice as long." He grinned at me and told me what I hoped to hear.
"You have just saved yourself a rough fuck, Ben. I love to be kept hanging for a long time. My orgasms get better exponentially if I have to wait. That is why I am going to fuck you as soon as you can get me an erection again. I know I will take a long time to cum. But first I am going to punish you for this first mistake."
"Before you punish him, Glen, I think we should carry out a very close inspection of his anus."
Glen grinned and I guessed this was where the humiliation would really get going.
"Lay across your desk Ben. Grip the front edge, move your feet in close but spread wide. Now push back as far as you can."
My desk wasn't very wide so it meant my arse was pushed well back, and with my legs well spread as well my anus must have been on display as well.
"If you grab one cheek Glen and I grab the other we can spread him very wide to inspect his hole."
That was the start of about ten minutes of having my anus stretched and fingers prodding around inside. Also, loads of embarrassing comments.
"I don't know if he usually tops, but you can see he is no virgin down here. I only fucked him once and he was pretty slack then. Oh yes Ben, I noticed how much you enjoyed me fucking you so I know you are gay. That is how we will eventually get you off the island if we ever want to."
"I think I am ready to fuck him now, Darius. Where is your lube, Ben?"
He rightly assumed I had some handy. I thought he would take it very slowly, therefore gently, to make it last. I wasn't wrong. He was already erect again, stimulated by playing with my arse. Darius was sat comfortably in an armchair off to the side so that he could watch everything. I had never been fucked like it. Dildos are pretty inflexible, but compared to Glen's cock a dildo was floppy like jelly. The result of that was that he used it like a guided missile placing it at different points in my insides every entry. I had never, before or since been so completely fucked. I don't know how many times I orgasmed, but it was a lot. When Glen eventually orgasmed I thought he was peeing in me there were so many hard jets of his cum. He eventually slid out of me and was fulsome in his praise.
"Darius, I hope you will bring me with you frequently on these check trips. I have never had a fuck this good and judging by the amount of cum on the floor I am assuming Ben enjoyed it as well."
I was like a nodding dog. I couldn't speak, but I sure was a happy bunny. Darius's comment dampened my spirits a bit, I could envisage some humiliation coming.
"I think we should just do some more exploring then Glen to see how much cum pours out of his arse, and then you can punish him before I take my turn. Do you want him to clean your cock first?"
"What a good idea. On your knees, Slut and make my penis pristine clean."
I was quite shocked when he told me to use my tongue and mouth. That was disgusting but even after I had kissed his feet and begged not to have to do that I did it. Then he made it worse. He held my head firmly and pissed in my mouth. I had no choice but to swallow it. Darius was laughing fit to bust.
"I never thought of doing that, Glen. That will wash his insides out."
I was allowed to go to the bathroom then and only just made it before throwing up. All the piss and any undigested food still in my stomach. I heard Darius tell me not to sit on the toilet he had plans for Glen's cum. I cleaned my teeth and used mouth wash, but I didn't feel any better because I guessed something horrible was going to happen with the cum in my arse. Not wrong.
"Back over the desk, Ben. If we pull his cheeks apart, Glen, your cum should run out."
They did and I could feel the cum running down my legs. After a suitable amount of time I was told to scoop the cum from my legs and eat it. That was as nasty as licking Glen's cock and I was gutted, also any last defiance in me fled. I became a totally passive creature, not wanting to upset them anymore. No let-up though, Glen showed his true colours then.
"Miserable little wimp, I'm going to punish him now. Next time he should show he is a man because he won't want this twice."
He wasn't wrong. I had to lick up my own cum from the floor and then resume my position. Darius went round my desk and held my arms so that I couldn't move and I found out why. Glen used the leather belt from my trousers. He doubled it over and laid into me. The pain was unreal and I started to scream. Darius quickly covered my mouth and leant his body over me so that I was pinned down. I don't know how many strokes I took before I felt another cock slide into me. I realised that Darius had released me and had gone round to my back. I was barely conscious but felt a hard fuck and another load of cum jetting into me.
I had never been treated so badly in my life and realised that they could do this every month if they wished. They used my bathroom to wash and dress, leaving me totally wasted over my desk.
"Thanks, Ben. That was an interesting afternoon. We'll be back next month to see if we can expand your knowledge of sexual abuse."
Then they were gone. It was some time before I could move and go for a shower. I checked my bottom and it was going blue already. The belt had done a good job of bruising me. I walked badly back to my desk, grabbing some cushions from the couch as I went.
I knew now that I was going to get off this island as soon as possible. I started working out how best to do it without losing everything. Moving my money would be no problem, that was already in a US$ account and could be moved anywhere in the world. My yacht I would sail out after I had filled it with all the personal stuff I wanted to keep, and I would strip the commercial floor of all the computers. We had moved to laptops recently so it would not be difficult to move them on board. My villa was the only problem and I solved that when I had a brainwave and approached the bank to transfer ownership of it to my company and then take an 80% loan against it. The manager was delighted and I used the excuse that I needed to re-equip with even better IT equipment. I told my lawyer I wanted the work expedited so that I could purchase all the new gear before the end of the month. In the event he didn't make it and I had one more session to get through. I was dreading it and wondered if Darius would make it any worse than the first one. **************************** I didn't have to wonder for very long. When he turned up he had Glen with him the same as before, but also a young guy, 20 years old I knew, because he worked for me, he was like the company gofer. He was very good looking and I could see he had a fabulous body. The nurse from my medical followed. I couldn't even begin to imagine the humiliation that I was going to be subjected to. This was like a nightmare. How would I ever be able to look the boy in the eye after we finished today?
"Hi Ben, You know Skyler, of course, even though he is pretty well on the bottom of the totem in your company. I'm going to let you show him how much you appreciate him even though you hardly know him. Evelyn you know as well. She is just going to monitor everything and help us if necessary and I thought we would film this one. Why don't you slide out from behind your desk and stand in the middle of the floor. Evelyn and Skyler will undress you today. We need to check that your bottom isn't still too bruised."
The bruising had faded and was barely visible.
Stood naked with four pairs of eyes scoping me made me blush, and it got worse.
"Why don't you inspect his bottom for me Evelyn and tell me what you think."
Evelyn looked round and noticed the coffee table in the sitting area of the office. It was a long wide one to accommodate the two couches facing it, they had low backs and were very stylish. I had bought them in England and had them shipped.
"Stand on the table Ben with your legs spread as wide as the table allows and place your hands on your head."
I knew that put my arse at a comfortable height for everyone to see without having to bend down. She went round behind me and started stroking my arse cheeks. It did feel good, but not what I wanted.
"Skyler, why don't you ask Ben to get your fingers very wet so that you can slide them into his arse to make sure that feels smooth as well."
I could see that Skyler was uncomfortable so I guessed he had been coerced[CC1] into this. He came from another island so I guess Darius had used blackmail over his immigration status. I sucked on his fingers first and felt the first one slide over my sphincter. He was very gentle and took quite a long time to get to all four fingers on the hand he was using. It clicked then that he was obviously quite experienced otherwise he would almost certainly have rammed them all in together. He finger fucked me for a minute before telling Darius that I was very smooth and soft. I was blushing like crazy because he had struck my prostate frequently and got me a solid erection. The whole thing was made worse, and continued like that because either Darius or Glen always appeared to film it all.
I was now stood on the coffee table displaying a solid erection with all four people looking at it.
"That is very nice, Ben. Now I think you should undress Skyler and show him how much you appreciate him by giving him a very erotic rimming."
I did as I was asked and ended up looking at a body to die for. The boy also had a raging hard on confirming what I already guessed. I told him to make himself comfortable over one of the couches and I would try to make him feel good. He looked me straight in the eyes and I could see his distress as he whispered a thank you. I gasped as he turned away from me. His arse was gorgeous. How I would love to make love to him in private. Rimming him was no problem for me. I couldn't get enough of his cute butt. I spread him wide and comfortable before running my tongue down his crack and impacting his rosebud. He gasped initially but then settled down and accepted what I found out later, was his first rimming. I could have kept going all day. I had never before rimmed an arse that was so exciting.
"That's enough Ben. We can see you are enjoying that. Turn over Skyler. Ben is going to give you a blowjob now so that you can deposit the contents of your balls down his throat."
I must have annoyed Darius with my enthusiasm because he punished both of us after I had made Skyler orgasm.
"Stand up Skyler but keep your cock in Ben's mouth. When you are soft enough empty your bladder down his throat as well."
The boy was quite patently upset at that request, didn't want to do it and protested.
"Do it, or your immigration status will change dramatically."
He did as he was told but the look on his face convinced me that he was a very reluctant participant in my humiliation, he looked quite distressed. I would remember this.
I definitely annoyed Darius now because I didn't scuttle off to the toilet to throw up.
"You're getting accustomed to this activity, Ben. Let's see how enthusiastic you look at this next bit. Get on the coffee table on your back. Evelyn and Skyler can take a leg each and spread them wide and pulled well back. Make sure your arse is over the edge so that Glen and I can fill it with our sperm."
While I was getting in position the two of them got undressed and retrieved my lube from the desk drawer. They then tag teamed me. Clever, only remaining embedded in me for a few minutes at a time they could give me a rough fuck but take forever to cum. I was very sore by the time they pulled out. Skyler was erect again confirming to me that he was gay. Darius noted it as well and took my leg before telling him to take sloppy thirds. He was very gentle and didn't make me feel any more uncomfortable.
"He is so well opened up now, Evelyn, I think you should see how easily he will take your fist."
I looked in shock as this petite and pretty young nurse fed me all five digits on one hand before pushing hard enough to go over my sphincter. It hurt, but not as much as I expected. I then watched in awe as she fed me all of her hand and a good part of her forearm before pulling out and grinning at me.
"Well done, Ben. I think you are safe for another month. We'll be leaving you now, but Skyler can remain and help clean up the office and you."
They both dressed again, took hold of Evelyn's hand and left.
Skyler looked at me patently waiting to be told to go and never come back.
"Let's clean up the office first, Skyler, then we'll take a shower."
He nodded and followed me to the cleaning cupboard. The office was back to normal and smelling sweet in no time, then I took his hand and led him through to the bathroom. I turned on the shower, adjusted the temperature and then pulled the boy into it with me remaining. I turned him to face me and leant forward to kiss him.
"I'm pretty certain you are gay and don't mind me doing that."
He nodded.
"I'm sorry, Sir. That was so exciting to watch and take part in."
I kissed him again and started washing him as I continued talking.
"I think you are absolutely delightful Sky. Would you like to come home with me when we finish today and we can do everything we did this afternoon apart from the water sport?"
I nearly creased up laughing at his expression. I was smiling as I prompted him.
"Oh, yes please, Sir. That was so exciting. That's the best sex I have ever had. I have never topped before, but it was exciting. If we are going to do it in private will you fuck me as well?"
Of course I was going to. I loved the feel of him inside me, but his arse was gorgeous, I could make love to it, and to the rest of him forever.
I washed him completely paying a lot of attention to his perfect little bottom and then let him do the same to me. After we were rinsed he dropped to his knees and took my very hard cock in his mouth. He looked up at me to see that if it was ok, I nodded and then he gave me the best blowjob I had ever experienced. It was magic, and it earnt him another quite passionate kiss.