Fantasy Island Day 3 [Fdom] [Msub] [Str8] [MF]

I rolled over and saw the clock. 4 am. 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 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 am. 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 the glow of a light she had since flicked on, 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 me 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. The “S” in my name comes from elsewhere.”*

*“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 S. 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, as did two other guys from the harem, Graham and Alex. We were not allowed to discuss the finer details but 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 S. An audience of 10 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 been practising sustaining and edging for a long time now and 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 was loving this. The four of us go 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 precum making it messy. Did I begin to hallucinate?

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. Lots of tongues, 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 wider 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 a 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.”*

*“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 me it. 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 before I met him.”*

*“Shit, I figured you had a special somebody of sorts. Do you love him?”*

*“I do, but there is something lacking. Oh…I may get emotional…I don’t want to.”*

She got down on her knees and starting sucking my flaccid cock. I was a bit afraid she would choke as my cock became swollen. It was not to be. She stopped once I was hard and grabbed a tube which she slipped over a stiff dick. In poured this gel substance.

*“Hold still, my love.”*

A few minutes later, she removed my cock and poured in a rubber substance before stowing it away in her wardrobe. It was the weirdest of sensations. A bit like sitting idling in a woman’s cunt after sex but it was cold. The atmosphere was anything but.

Still holding my cock, she led me to the bed…I did wonder what the night would bring.

Source: reddit.com/r/sexystories/comments/8fhjuq/fantasy_island_day_3_fdom_msub_str8_mf