Sugar Island

"The six-inch black one, Miss. Visually, I can see it having appeal. My pasty white English ass has not seen the sun for so long. I should be getting a tan while I am here."

"You are officially tuned to my station now, Pet. Well, give me a moment. I need to fit the harness. As for you Pet Nathan, just remove the robe and sit in the chair over there. Do you need a glass of water or anything?"

"Yes, please, Miss."

She smiled. Plush lips clad in ruby red lipstick. It was the kind of smile that could shatter glass. Nathan was licking his lips in anticipation. He was still not sure what his role would be, but I am sure it would involve a threesome of some sort. Mistress came back with a couple of glasses of water lest our mouths had gone dry. It was a good idea, really.

"Well, Paul, you might want to remove your robe. I see you are rather hard already. Now, I will explain why we made you choose a different dildo this time. Did you notice the hole at the top?"

"I did. I thought that was peculiar."

"You will soon see the difference. Now I want you to get on my bed on your back, with your legs apart. Much like you did yesterday. Pet Nathan, come with me and join me on the bed."

A black wooden framed bed with black and red linen. The mattress was firm, a requirement given I suspected it had seen a lot of activity in its time. I was told her bed linen was cleaned every night. In a place like that, the men gossiped like there was no tomorrow. I lay supine on the mattress and felt my muscle relax."

"Pet Paul, I did observe yesterday that Pet Nathan gave you a blow job. You ought to return the favour while I am fucking you."

Up went the boner. I was a little red in the face as Mistress giggled again. The squirt of cold lube into my ass hole again as Nathan crept ever closer to me. He watched on as I could hear more lube being squirted onto the dildo. There it was, like a black beauty. I saw the rubber tubing. Hmm.

In it went. A cock of black rubber which was slightly ribbed and tickled the inside of my ass. I felt the tip of Mistress's cock edge past my prostate where it continue to idle. It was at that moment, I took Nathan in my mouth. My tongue made velvet strokes and enveloped him in warm wetness. I am sure certain the lube was flavoured, so the transition was not so horrible. Nothing about this was awful. It was quite something to have this sparsely haired penis tickling my tonsils, and I could taste the salt already. There was a difference from yesterday. When I got my blow job the day before, Nathan had rolled a condom onto me first. That was fine. Today, we were told if we were okay with the risks, we could go condomless. It was then she spoke.

"Have you ever had someone ejaculate in your ass, Paul?"

"No, Miss. My experiences with men are limited. The blow job yesterday I got from Pet Nathan was my first homosexual experience."

"I want to squirt my seed deep in your ass, Pet Paul."

Ever had a moment where you felt like there was an endless pool of a feedback cycle? It was like that. Her blue eyes met mine as I felt her thighs slap me hard, my prostate being gradually milked. Every vein in the dildo created soft waves that stimulated the prostate in a way I had never had before. I almost wished I could have seen the head of my cock, but I know the pre-cum was dripping everywhere. A sloppy blow job can be just as attractive.

Mistress would pull the dildo out for a few seconds before plunging back into my ass. My balls began to draw up as my breathing took on a staccato rhythm. I don't know what overcame Nathan. He grabbed the back of my head, so I ended up swallowing his cock.

"Cum for me, Pet."

The pleasure came in waves from within my hips. I started jerking about and was not sure where to look. Nathan groaned loudly, and with a sharp intake of breath, he spasmed his cum all my face and lips. I continued to lick his member, and he remained stiff for a while yet. Next thing I know, I felt this wet jet in my ass. A few final thrusts and she pulled out. I was full of cum. Dripping from my mouth and my pulsating ass hole squeezed out the white cum lube which had been ejaculated from the dildo. I grabbed some wet wipes, and we cleaned ourselves down while Mistress had her back to us.

"Pets, I see you have cleaned up. I suggest we take a breather, the evening is not over yet. But I am going to step out for a moment and will swiftly return. In the meantime, recover your energy because I expect to see those cocks hard again in an hour. You will find some snacks in the cupboard over there and also some water and sodas in the fridge. Help yourself."

I needed a drink. Despite receiving a wet load, I was parched from the exhaustion of a prostate orgasm.

"So, how was I?"

"Very good. You haven't sucked cock before, right?"

"No. The closest I ever got was blowing bananas at parties when I was a student. But that is nowhere near as delicious as that was. Your cock is veiny and rather free of hair. Made a smooth ride for my tongue. You were excited, I could taste the pre-cum, and as soon as I tasted it, my penis wanted to explode."

"Well, then, I am impressed. Not that I am well-rehearsed in this sort of thing. I do wonder what Mistress is plotting next. All we were told was we needed stamina and a short refractory period."

"We sound so serious. But fucking hell, we are lucky. What the website didn't say was, once you win the top spot, you are there for the week. I believe you also will continue to have the upper hand as well. I wonder...I do wonder..."

"I wonder too...shit, she is coming back already."

There was Mistress, still wearing the strap-on. I would like to have experienced again, but then looks could deceive.

"Boys. I hope you are rested. Both of you better have your tongues ready. Come here."

We were right before her. The overpowering scent of wet pussy was unmistakable. It was then I glimpsed for the first time what her pussy actually looked like. I had not noticed it the night before or earlier, but she was sporting a full bush. Her pubic hair was poking around the sides of the harness. My mouth watered because I loved eating hairy pussy. The website stated Mistress had no preference for her pets; besides, she had no choice herself. Sometimes she shaved, sometimes she waxed and sometimes she had the fuzz.

Next thing I saw was the colour sashes in the hands as she blindfolded by Nathan and me. I heard the unsnapping of buckles and a dull thud as the dildo fell to the ground. She took my hand and placed it between her legs. This thin sheen of liquid gold-coated my fingers as I instinctively slipped a finger into her. She took the back of my head and smothered my face against her cunt. The aroma was so sexy. Crotchless panties. Fantastic.

"Pet Nathan, you can see what I am doing with Paul here. What I want you to do is please his penis while he tongue fucks me. Touch him, lick him, suck him."

She picked up our hands and led us gently towards the bed. I couldn't see anything, and I found myself flat on my back again. It was at that point Nathan had a good firm grasp on my cock, with the help of yet more lube. He had a nice touch, like a dense cloud of feathers. I so desperately wanted his lips to wrap around my penis, but my heart raced. What was Mistress going to do?

I could feel the humidity as my face was engulfed in pink wet pussy. Her pubic hair tickled my nose. I couldn't hear anything either as her thighs were wrapped around my head. Nathan tightened his lips around my stiffness, and I had this horrid feeling I was not going to last long.

My mind went elsewhere for a while. Mistress continued to rub her cunt against my face. Each swiped glazed my skin in a new layer of pussy juice. It tasted like a salted caramel of some sort -- sweet, a bit salty. There were moments where the swipe across would stop which gave me the chance to dart my tongue into her pussy and cop another mouthful of the sweet liquor. I was finding it hard to concentrate. I wanted to get her off and feared punishment if I did not. But she knew what she was doing. Eventually, she hovered idly over my lips while I sucked her clit.

I thrust my cock deep into Nathan's mouth, as a hot squirt of cum entered the back of his throat. He coughed a little but continued to lick the tip of my cock to make sure he got every single little bit of ejaculate. It was so messy, and Mistress had timed orgasm to meet mine. The ripples of pink flesh and the accompanying flood were something I was not going to forget in a hurry.

She lay on the bed, looking spent. Nathan had gotten up get another glass of water. No words were said for two minutes, but it felt like a lifetime.

"Thank you, Pets. Now, Pet Nathan, I will release you to your quarters. Liza will hand you the notes for tomorrow in the morning. As for you, Paul, I request that you sleep in the bed with me. If you want to touch me, that is fine, but we are not allowed to have intercourse. Understand that?"

"Yes, Miss"

I exploded with joy on the inside. I heard a lot of rumours about this place and one of them had been that the top pet got to share the bed with Mistress. Turns out it was true. During the night, I rolled over and saw the clock. 4 a.m. Instinct saw me put my arms around the woman next to me so I could spoon her. I did just that then immediately recoiled, fearing the repercussions. She was not my girlfriend. She was a mistress who ran an island resort in Australia with the sole purpose of pitting heteroflexible men against one another. What for? A for a week of sexual activity between her, her friends and each other. I had won the prize as the top pet, and it was my first night in her bed. Boundaries were blurred. She was roused

"Paul, why did you just flinch then?"

"Sorry, Mistress. I just didn't want to step on any toes. It has not been that long since my last relationship, and I miss the companionship. Physical intimacy."

"I am not concerned at all, Pet. Rules of the house are, if you are in bed with me, you can treat me like a girlfriend until 9 a.m. Maybe I need to write it down in the paperwork we give you. You are not the first man to freak out, thinking I didn't want physical intimacy. I do. I get lonely out here sometimes. Besides...your cock is stirring."

"You have an arousing body, Miss. I love a bigger girl. A plush bottom, thick pussy lips. Thighs to get swallowed in and hips I can hang onto. Your tits are so perky. I am stunned you do not have a significant other. Instead, you choose to please many. Myself included. Not to mention the hairy pussy. I like that."

"I do too. Put your hand between my legs, Paul. Feel me."

I slipped my hand between her legs, and she was wet.

"Fuck me, Paul."

I reached into the bedside table to get a condom. Rules had stated sexual intercourse with her required them. I was okay with that. I quickly found one and went to open it when she prised it from my hand.

"Lie back."

Okay then. The condom was a black one, and I saw her slip it into her mouth. Under a light's glow, I saw her manipulate it with her tongue, so the teat was pointing towards the hard palate. Next thing I know, her mouth was on my cock. I never thought I would experience that and prayed I would not blow my load that way. Her lips wriggled their way down my shaft as she temporarily took in my full length. When she came back up for air, there I was, with this shiny black condom making my dick look invincible. She went back to her side of the bed, and I got between her legs. There was no time to beat around the bush, I thrust my cock into her hard. We began to kiss passionately. There was a vague taste of cherry from a lip balm I noticed she used before bed. Tongues wrapped in a languid dance along with heavy breathing. Her hands caressed the skin of my back before reaching down for my ass where she took an iron grip and seemed to shove my hips so my cock would go deeper. I began to sweat and get vocal. She did too. As I began to shoot the cum into the condom, she left scratch marks on my back. Afterwards, I didn't know what to do. She held me there.

I went soft and made sure I held the condom securely as I pulled out. She looked at me and touched my face. It was like the touch of a long time lover as opposed to a dominatrix.

"Thank you, Paul. When I am on my own, I truly am on my own most of the time. Most of the pets who get in this bed with me won't touch me, and that hurts. The Mistress is just one façade I have. You seem to get through to my heart better. That is not a bad thing..."

Her voice trailed off. The vulnerability got to me.

"I am glad I could help you there, Miss."

"When you are in bed with, you need not call me Miss. My name is Charlotte."

"Nice to meet you then, Charlotte. That was special."

"It was nice. I think I ought to turn off the light once you cleaned yourself up and we get back to sleep. In the morning, I will be back to being Mistress. Tomorrow will be interesting. I know it."

Indeed in the morning, I showered in her room, got dressed, and left to have breakfast with the rest of the house. I spotted Nathan straight away and made a beeline for him.

"So how was last night with Mistress?"

"Not what I expected...but in a good way."

"Really, how?"

"I am not to say how. But it was most pleasant. She sucked my cock. We had sex. Makes me wonder how I will feel once I see her back as Mistress again."

"Okay...so the guys and I are keen to head into the city and check out a few bars and food places. Wanna come?"

"Sure"

Getting well away from the island was a good thing. It allowed me to calm down and focus on the evening ahead. We had received the paperwork. What surprised me was that Nathan and I received different instructions. So did two other guys from the harem, Graham and Alex, and we were not allowed to discuss the finer details. Still, it meant we had to report to Mistress half an hour earlier than the rendezvous time for everyone else.

I remember we entered the space designated for the debriefs. We were told to come in wearing jockstraps. I always thought such underwear was ridiculous but quickly came to appreciate their way of enhancing the penis and ass of the wearer. I was suddenly attracted to men more than I ever had before. The cock already began to stir.

"So Pets Paul, Nathan, Graham and Alex. You may wonder why I have called upon all four of you. You were the top four from Monday's games. Tonight I will also have Liza, Suzy and Nellie with me. You have met Liza before. But the other two are also close friends of mine. We will be paired off and of course, Pet Paul, you will be with me. You are in luck, you are to be pegged. But there is a difference..."

This time, we had no choice in the dildo to be used. They were all generic-looking, flesh-coloured six-inch penis ones. I had no complaints. It was like taking part in some gladiator spectacle as we were lead out to the rest of the harem. There was an arc-shaped podium with four bed like surfaces. Are we about to participate in another contest?

We stood by each bed with our assigned partner. The other ladies were just as lovely to look at, but I was pleased to find I was sided with Mistress. An audience of ten in their straining jockstraps, many were already fondling their cocks. It was allowable.

"Hello, my harem. I hear you are enjoying the island, the facilities and of course, one another. Tonight is another contest. This is our top four performers from Monday. We will bend them over and fuck them. Jerk them off. Instead of longevity, we want to see how fast they can go from zero to cumming."

Fuck. I had practised sustaining and edging for a long time now. Now it was a case of expelling that semen as soon as humanly possible.

"Top pet Paul will still keep his spot, as will Pet Nathan. But the prize is, I will get to make a plaster cast of your erect cock for my collection."

That seemed very Cynthia Plaster Caster. She was a groupie who took plaster casts of rock star penises back in the day. I did wonder where this collection was kept. All the ladies were having a good tug on our cocks as they slipped us out of the jockstraps. There we were, naked and erect. The exhibitionist in me loved this. The four of us got onto our beds and bent over.

Ready, set, go? Multiple squirts of lube for both the ass hole and cock. I felt the dildo enter my ass and again, my cock spasmed. I almost hoped I would cum off that alone but no. Hand on my cock and I could hear Mistress giggling to herself. Off we went. It felt totally different from the first time. Her thighs slapped against mine, and it felt far more sensual even though she was fucking me a lot harder than she had before. Something about that hand running rings up and down my cook, the pre-cum making it messy. It was then I felt like I was hallucinating.

As I looked out at the rest of the harem, they were all engaged in an orgy of sorts. I saw men blowing one another and even sex. Squirts of cum everywhere. If I had ever needed a push, that provided it. I came to realise how the best head I had ever received had come from Nathan. Men seemed so much better at blowing dick. The tongue was well used, suction and using the hand to jerk off at the same time. Sucking on the balls. That thought gave me what I needed, a winning spirit. Next thing I know, I let out a guttural moan, as a thick white ribbon of cum ejected from my cock into the pit below us. I was squirting like there was no tomorrow and thought I would collapse. I shot a look either side of me, and yes, I was first. Zero to go in three and a half minutes. I was having visions of seeing Mistress's hand running down the sides of my shaft and rubbing my head. The others did not finish for at least a couple of minutes later. As Mistress was cleaning up, she bent over to whisper to me.

"Why am I not surprised, Paul? I need a man like you in my life. Perhaps I would have made a cast of you after all. Maybe even with one of those make your own dildo kits so I would have a lasting memory."

There was no broadcast of the winner, and the rest of the men were released to the broader group who continued their orgy uncontrolled. The room had a whiff of cum. Again Mistress took my hand and into the room when she slammed the door shut and had me up against the wall. It was the most passionate kiss. It was like she had been hanging out for me to come back here.

"I am okay to wait a while before I make the cast. Truth be told it is not a cast I made. I do use those dildo kits. It is good for a giggle. I know I wore you out there. But I couldn't wait to have you back here. Your kisses make me wet and want more."

"Charlotte? Can I call that now? You have become very sweet. It is almost like an actress playing a role when you are Mistress, but really, being a domme is like that, is it not? Playing a part, like in a film."

"You are right. I am not one of those 24/7 dommes. Do you want to hear a home truth of mine?"

"Sure."

"I am not some solitary single woman. I do have a partner. He only lives here every second week when I am not running the program. He is actually my husband, and he dominates me. When he is here, he ties me up. Hoods me, gags me. Submits me to fucking machines, magic wands. Uses clit and nipple pumps on me, sounds my pee hole. Forces me to orgasm or denies it to me. There have been weeks where he has left me in a chastity belt all week. In many ways, it is a lot of fun. But he is not the best of husbands. I am not even sure he loves me, but I do this for myself, not just love. He allows me to run my program. I won the lottery and bought the island after I met him."

"Shit, I figured you had a special somebody of sorts. Do you love your husband?"

"I do, but something is lacking. Oh...I may get emotional and don't want to be like that."