A Week Of Fantasy Island [MF] [MM] [BDSM]

I saw it advertised online. In clear black and white in the pages of an adult entertainment website. I was not sure what I was looking for, other than a release from the doldrums of a dire day to day existence. I had come out of a long term relationship rudderless, and the seemingly endless sea of porn and unfilled promises was doing my head in. The words read out like a beacon to my cock.

# Fantasy Island

Within the advertisement, was a promise of a week of heteroflexibility, where you would be one of many, ready to take part in a competition of sexual pleasure. I didn’t know what to make of it, at first. Heteroflexible? Admittedly, that was something that ended my relationship. I had dearly wanted my ex girlfriend to put toys in my ass and she wouldn’t. I started watching bisexual porn and became intrigued by the cocks of other men. Was it going to be worth the flight in Australia and the copious bits of paperwork required. Paperwork to attain consent, which would be verbally confirmed upon arrival.

[FM] Becoming my Landlord’s Pet (Part Nineteen)

It was a cold friday morning, aside from the space heater trying it’s hardest to keep the cellar warm, the room was otherwise desolate. Two cupboards were long ago installed on one of the walls, and Michelle took to storing her tools for the weekend out of sight of my curious, concerned eyes. The two windows were at ground level from the outside, long ago painted over, allowing little natural light into my weekend suite. I guessed they were on the driveway side of the house, but I had no way of knowing. A metal pole was cemented into the middle of the room; a customary staple of any basement. A few overhead lights were devoid of any shade or fixture, a simple pull string swung in a circular motion when Michelle turned the nearest one on before starting on my bondage. The floor was grey, recently painted it appeared, and housed a small drain in the middle of the room. Other than a great many metal eyelets drilled into the cement walls and wooden beams in various spots, there was nothing else to observe for now.

[MF] Epic Craigslist Success Story

In honour of today’s shuttering of the Canadian personals sections on Craigslist, I’m reposting my most memorable casual encounter:

Ever try hooking up with Craigslist? I replied to some ads that I found enticing, but only got silence (or offers to join camgirl sites). I tried posting a few ads of my own, and got much of the same – obvious scams, no real girls.

It all changed when I wrote a very dirty response to an ad that asked for domination. I didn’t get a reply, but I thought that what I wrote was too good not to share. So I posted another ad. And this one fucking worked!!

Within three weeks I had fucked two random girls – no dating, no bullshit, and exactly the way I wanted it (those are stories for another time). They were decent looking girls, don’t get me wrong, and I had a good time with both of them, but they were nothing compared to Kitten (that was a piece of her email address, and how I ended up addressing her through most of our correspondence). I’m an average looking 34-year-old; she’s a smoking hot 18-year-old. Cue the comments about this being fake, I don’t mind. I’d feel the same way if it didn’t happen to me!

MF Gray Thong [Fsub] [Bondage] [bdsm]

You sat there in the gray thong, crouching down on your tip-toes, ass looking like it was left on a platter. So white, just the right contrast with that gray thong.

Hands tied down with rope, rough brown stock, rope twisting and squeezing so your hands constantly push those pale and plush titties up. Little pink nipples, hard as they are, bring out the red of your hair. Your face looks like it’s starting to hurt, too much strain in your ankles, too much pressure pushing on your tits, maybe your back is starting to ache, but you sit obedient just the same.

There’s a thin mattress laying on the hardwood floor in front of you. It would be so easy to just give up and fall on the soft release, I’m not even in the room right now.

You keep the position, wait on me to come back in and pull on that gray thong. You’re at that point where you’re not sweating but perspiring, skin looks like it’s trying to catch a breath on the hot day. I squeeze one of your pink nipples, I pull it out and pull it again. They sure do have some stretch in them if a person had the inclination for that.

[MF] The interesting experience of dominating an experienced woman

I wouldn’t say I am necessarily a dom, but if some BDSM comes into play I do prefer being the ruling hand. In this case it went a lot further than I had gone before, and I didn’t expect I would enjoy it as much as I did.
WARNING: This was a wild one, and includes insulting (body) language as part of her masochistic nature.

So, I’m still in my early thirties at this point, hanging out in a bar initiated from a work anniversary. Most colleagues had gone home, but I had lingered behind enjoying some time out.

An older woman took my eye – you know the type, skin well kept, a few extra pounds, but carrying it extremely well dressed in a long dress. If I had to guess I would place her in her mid 50s.

She seemed to be alone as well, and slightly inebriated like me. After some smalltalk, all initiated by me which was a bit unusual, definite hints were given towards more fun at her place. She was not wearing a ring, nor did I see a shade. Not really the most exciting pick-up I’m afraid, but it definitely turned out well for me.

A roman slave owner’s testimony (Bi) (BDSM) (Fetish)

I’ll be honest: My life is easy. But I earned it. I spend much of my day on the sofabed, totally naked, being pampered by my comfort slaves. Many other harem owners prefer to be clothed while the slaves wear nothing, but I do the opposite. My servants are clothed (granted, the slave “clothing” is really just a large piece of thin cloth draped around their bodies) and my guests and I are naked. I find nudity more relaxing and the dressings to be an obvious marking of servitude. The only exception to this rule is my closest slave and “husband,” Finn. But he is a special servant, so we’ll discuss him later. But even Finn, along with all the other servants, had to be marked when he first arrived. New slave arrivals are tied to a table and branded with a hot iron in the buttocks. The brand a simple letter “S” for servant, or slave depending on who asks. Every new slave lets out a blood curdling scream when they are branded, so I imagine it is very painful. Fortunately, though the pain does not seem to last longer than a few days.

[Group] My experience being the lone naked male at a CFNM drinks/deserts party with 4 women

This happened around 2007 I think? I was in my early twenties.

So I started talking to an older woman online just over 10 years ago when I was single. We were talking about BDSM and she decided she wanted to try her hand in being a domme. So we met at her apartment, and when I got there she was in high boots, etc. and we started making out, I got naked, got tied to the bed, had a lot of fun.

However, she decided she was more of a sub than a domme. So we didn’t have any more fun with that.

But in some way I don’t remember I did tell her that I would love to be naked and serve women. So she told me that she talked to a female co-worker at her office who said, “Okay bring him over!”
So she invited me to serve drinks to her and her female co-worker in the nude.
Okay, I was nervous, but i can do this.

Rush Part Three [M/F] [BDSM] [Exhibitionism/Voyeurism]

The open room was now packed as the clock almost struck midnight. Engaged murmurs, soft moans and pleasured groans were like music to your ears as the lucky participants sought that exhilarating euphoria they’ve been lusting after the entire night. Soft Moroccan instrumentals played in the background; somewhat quiet compared to all the commotion going on around us, but adding to the sophisticated perversion enclosed within the dark tufted leather walls.

Foregoing style for comfort, I ditched most of the outfit and instead wrapped myself in one of the softest white silk robes I’ll probably ever wear. The robes were given to all accepted member and were a highly coveted item amongst the majority of the club-goers. My fingers fiddled with the soft silk embroidered “R” just over my barely clothed breast; an uneasy sigh slipping from my mouth as we watched a short and lanky man chained tight to a wooden rack. Fiery red hair and black barbells through his dusty pink nipples, the choice of pleasure this evening was a wand of shocking purple fluorescent light held onto by a stocky male with a gravity defying neon green mohawk. My eyes traveled down to see a spiked silver cock ring that denied him the release he so desperately needed.

Rush Part Three [M/F] [BDSM] [Exhibitionism/Voyeurism]

The open room was now packed as the clock almost struck midnight. Engaged murmurs, soft moans and pleasured groans were like music to your ears as the lucky participants sought that exhilarating euphoria they’ve been lusting after the entire night. Soft Moroccan instrumentals played in the background; somewhat quiet compared to all the commotion going on around us, but adding to the sophisticated perversion enclosed within the dark tufted leather walls.

Foregoing style for comfort, I ditched most of the outfit and instead wrapped myself in one of the softest white silk robes I’ll probably ever wear. The robes were given to all accepted member and were a highly coveted item amongst the majority of the club-goers. My fingers fiddled with the soft silk embroidered “R” just over my barely clothed breast; an uneasy sigh slipping from my mouth as we watched a short and lanky man chained tight to a wooden rack. Fiery red hair and black barbells through his dusty pink nipples, the choice of pleasure this evening was a wand of shocking purple fluorescent light held onto by a stocky male with a gravity defying neon green mohawk. My eyes traveled down to see a spiked silver cock ring that denied him the release he so desperately needed.

[MF][Short]Boring vanilla sex

I once had this crazy short fling with a crazy girl that practically turned my life around. You can read the background to it [here](https://www.reddit.com/r/Tinder/comments/6v635x/comment/dm0xzj6). I wrote about this one sexual experience with her in a [thread](https://www.reddit.com/r/AskRedditAfterDark/comments/8blme2/what_was_your_most_intense_sexual_experience_what/) elsewhere and it was liked there so I’m copying it here.

In the 2 months we were chatting before we actually met, we used to describe our elaborate sexual fantasies who were light-bdsm (but new and rough and exciting to us). She would sometimes laugh and say we’d probably end up having boring vanilla romantic sex.

We did get to play out our dirtiest fantasies. She was forever the slut, never the madonna. However, one evening, we were planning to go out and somehow found ourselves fucking in my bed. Due to a potential flatmate situation, we were forced to keep quiet.