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.

[MF] The brief period I(26) hooked up with an older, single mother(41)

This is a bit long since I added some backstory. I felt it necessary to add to the build of my encounter with this woman. You can skip to the bold if you only want the sexual stuff.

A bit of background. During the summer, I like to volunteer in after school programs. It keeps me busy and kids tend to get along well with me. Well, last summer three students started getting closer to me and confiding in me about their personal lives. They were siblings(two brothers and a sister). Turned out, their parents were divorced(six years ago) and it was hard on them. Their father constantly yelled at their mother. She had a decent job, but not one that paid well enough for a home. She lived in a small apartment and the kids had to share rooms. Their custody arrangement was having the kids for one week and alternating. Their father on the other hand, had a well paying job and shortly after the divorce, started dating the neighbor and they eventually got married.

Not a Lipstick Lesbian- The Nurse [MF]

The Nurse

The beginning

“Well if I get the fuckin’ fanstastic title then I am going to keep working at the naughty. Maybe throw in some selfish and wicked … but in my “sweet” way. ;) ”

Her reply to me after we had re-engaged in the summer in 2014.

June 2012

She had hit on my Ashley-Madison profile right away, within a few days of me posting it. I said that I had been re-reading her profile, as I had seen she read mine, and waited, wanting to reply. She wrote right back. She was looking for an older man, interviewed some, but no one had appealed to her yet.

We were both looking for something we needed, and not getting it in our mate. 

We exchanged a bunch of emails that first week. She was attached, married. I was separated. In her second email, she told me she was a lesbian, well, bi-sexual, married to her “Mrs” as she referred to her wife. She wanted sex with a man, an older, experienced man. Did I have a problem with that? She’d wait to see if I replied before she would want to talk more or meet.

I to III. That time where I went swi[M]ming and did pretty much everything but [F] before getting out of the water.

This was written in 2016. I am consolidating posts:
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I am currently on a train. So I kinda can’t go lurk on sexy pics right now. But I am feeling horny, reading stories here.

I want to contribute now.

Act I – (when I first saw her)

Almost exactly one year ago, after a difficult breakup, I went to a picnic/bbq by the side of a certain Swiss lake. A friend of mine invited another friend, who in turn invited Marie. I immediately noticed her and her deliciously sexy body. She was wearing a red flowery pattern summer dress. Lake water was at a perfectly refreshing temperature, and I hoped she was wearing a bikini already, because I really wanted to see her take off the dress eventually to go for a swim. She wasn’t though, but that was a good thing:

[MFM] Back in college I shared my girlfriend with one of my best friends. It was the hottest thing ever.

Hello all,

I’m not sure what is making me share this now. I’ve been a long-term lurker of the sub and have a huge cuckold fantasy. The reason for that will become very obvious in my post below. I hope you enjoy the story. All this is 100% true as I remember it.

Back in the mid 2000s I was starting college at small Division III school in the Midwest. I went there to play football. They can’t give out scholarships for football in Division III but they were able to put together a very nice package for me to go to school for almost free. Since my family could not pay for college I accepted.

Let me tell you about Jennifer. I met Jennifer the first week of school and orientation. We were both biology majors and so were put in the same group. To this day I swear it was love at first sight. Jennifer is the kind of beautiful that when you see her you never want her to walk away because then you can’t look at it any longer.

[M]Got paid 50€ to watch my roommates friend fuck a couple [FFM].

So this is something that was set up 2 weeks ago that we did this Sunday. I never wrote anything from real life, so sorry if the writing style is a bit off.

First a bit of background, I’m a 19 YO student currently studying in Slovenia. I am disabled, muscular degradation in my calves, but I can still walk alright with a cane. I’m pretty fit, especially in the upper body part, and everything is normal up until below my knees, which is why I’m short (164cm). I live in a flat with 5 other people, 1 guy and 4 girls, and we often throw parties and invite some people we know. This is where the story starts.

It was just a regular party, we all had some people over and were having fun. I was just doing what I did every time and sat at some corner and talked to whoever was close, I don’t like crowded places where someone can push me. What I didn’t notice was my roommates friend, Laura, who came out of nowhere and asked me to come with her. Now I know Laura from passing, she does projects with one of my roommates, Diana, but I never really interacted with her. She wasn’t drunk, she’s a happy drunk, and she looked pretty nervous. She’s a cute petite girl, more on the thin side, with dark shoulder-length hair. She was shorter than me, so around 156-160cm.

The [F]irst time a girl made a [M]ove on me

This story takes place back when I was in college. During my time in university I went through a lot of changes in my personal life. I started school as your typical American Christian boy, and graduated an Atheist. After actually reading the entire Bible my sophomore year and realizing Christian culture just cherry picks what the want to hear to conform to their beliefs, I became an Atheist. My first college girlfriend was pretty happy with this realization, not only because I would stop hanging out with all the Christian kids that didn’t accept her, but also meant we could start having sex.

But this story isn’t about my first college girlfriend. When I officially became an atheist near the end of my sophomore year, I wanted to start fresh again my junior year of college. I cut ties with all my friends from the Christian groups, broke up with my first girlfriend, and moved off campus.

[MF] Unarranged Anonymous Sex

This happened a couple years ago back when I was in college and is to this day one of my favorite sexual experiences. The 3 below sections just explain the situation and unexpectedness of it all if you want you can skip those to get to the foreplay.

Every year (until recently) Ohio State University has a tradition called the mirror lake jump. Basically a bunch of students jump and party in their on campus lake called Mirror Lake before their biggest sporting event of the year, their rivalry OSU vs Michigan football game.

I was visiting (as I didn’t go to OSU) and staying with 5 guy friends that lived off campus to partake in all the fun that weekend. We pregamed, got drunk, and then around 9 PM after the sun had gone down made our mile and a half trek to the lake. By time we got there the lake was already bustling with activity and a quarter full. In my experience it only fills up about halfway as the other end is quite deep and drunk college kids tend to do better when they can stand as opposed to trending water.

A Jerk Told Me He’d Fuck Me And For Some Reason I Let Him! [TM]

So a couple weeks ago this pretty hot guy matched with me on Tinder. He said he was 6′5 Black, clean shaven and clean haircut, super ripped in his shirtless pics and he was 26. So yes, he was the type of guy I totally fall for physically but texting with him back and forth for a little bit I realized, he was like an ass.

He would text me things like

“Hit me up with some nudes cause I got loads to compare ya with before I decide to fuck u or nah”

Like that wasn’t cool with me. I’m open to sex and relatively early sex with new people, but you still have to be respectfully about how you court me you know? So I told him in your dreams and to fuck off before he responded with this.

“It all rites shawty. You’ll let me fuck you soon. It gonna happen.”

Bleh.. What a prick. So I blocked him and tried to forget about him

Fantasy Island – The Final Day [Bi] [anal] [Fdom] [Msub]

Sunday, I can hardly believe it. The day was planned as a free for all where the men were encouraged to take advantage of the last day of being able to have sex with other men in a safe environment. What a fantastic service, really. I had no idea I would end up being the top pet and getting all the spoils of the title. A far more personalised and intimate experience than I could have imagined. I had one more night with Charlotte. Be still her beating heart, along with mine.

I went and sat in a chair by the window. A cool breeze was passing through. We had been blessed with beautiful weather, high upon on a hill overlooking the water. Little other signs of life though there were plenty of fishing boats. I took in what I could because by 9 am tomorrow morning, the harem would depart. Could I live here? Perhaps. It was not financial motivation but I yearned for a slower pace of life and it could be found here despite the frenetic view of an orgy environment. You could hear the house waking up as men took showers, had breakfast and engaged in lively conversation with one another. The talk today revolved around what would happen post-program.