[MMF] [F28]Just had first heterosex orgasm, but with regret (2 edited pics)

This is embarrassing to admit, but I am 28 years old, and until recently I had never climaxed with a guy, and it was starting to bother me. I’ve been having orgasms since I was 15 or so, first with another girl, then by myself. But no matter how much I was in to the guy, or how much he tried, I’ve never been able to get there with just a guy. I’ve studied this a bit, and I guess it’s a pattern with rape victims. Lots of girls who were raped young can only climax with a guy if they are the one on top during sex, never missionary. But even being on top didn’t work for me. I was starting to think it was something I would never experience.

I happened to be scrolling through Reddit posts one night, and I came across one by u/maydoporn, which led me to another by u/smallandtan and one by u/dancinggal1980. They each described experiences they had at a place called “Club Secret” in Vegas where they were gangbanged in public for a lot of money. I wasn’t as much interested in the insane amount of money they got paid as I was how, even with a group of strangers, they apparently had these great, fulfilling orgasms just through heterosex. I wondered if they had used some sort of drugs or something to help them along, but they assured me it was just the raw sex that worked. I started to wonder if maybe a similar experience would work for me.

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.

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.

Fun With A Cheating Barista [MF][Oral][Cheating][Str8]

My face was lit up with an infectious smile as I walked into the cafe near my work. The familiar jingle of the bells as I opened the door made me smirk. My eyes looked around the place scoping out a place to sit down after I place my order, but it wasn’t hard since the place was practically empty. I go stand in the queue with two other customers; a short petite blonde in her fitness outfit and an older gentleman in his business attire browsing his phone. My gaze fell on the barista behind the counter taking the orders. She wore the most beautiful smile I have ever seen on a human being.

Her hair was a soft brown, like the bark of an oak tree, not dark but simply gentle in any light. It was tied up in a messy bun letting him know she has had a busy day. When it was finally my turn she gave me a bright smile. Her green eyes gave me a quick look over, as mine did her. The few freckles that were sprinkled on her pale face gave her a cute look.

Best friends [Les] [FF] [oral]

Mia is the best friend a girl could ask for. We both shared a dorm and we both got along just fine (except for the occasional argument). We talked about everything together and would always vent to each other about how shitty our day was or how much we both love Pringles. We both had many classes together as well and we helped each other out. The only problem I have with her is that she snores. A lot. Other than that, she’s a great girl.

However, a little while later I no longer viewed her as a best friend.

I started feeling things around her. Blushing whenever she laughs, feeling warm in the face whenever she was near me (the fact that we were roommates doesn’t help at all). I also found myself getting jealous whenever someone would flirt with Mia (she is a very pretty girl. I’ve seen both guys and girls try to get a chance with her).

But she’s my best friend and nothing more. Right?

But one night changed everything.

It was a Saturday night and Mia and I were playing truth or dare when we were supposed to be studying (Aren’t we just the ideal rebels?).

Rear Entry [Mf, creep, masturbation, anal, oral]

Mark was annoyed when he got the rear door of the McNair’s house. They were good neighbors and had helped him out in the past, but he didn’t want to have keep walking over here to check for Sam’s “important letter.” He shared a backyard property line with them and had to cross some brush that inevitably scratched his hands every fucking time. But Sam said this letter had some information he really needed while he and his wife were on vacation.

He found the magnetic key box hidden under the small back porch and unlocked the door. He walked through the kitchen and living room to check the mail on the floor under the mail slot. He picked up and sorted the mail. No letter. He put the pile on a small table next to the stairs with the rest of the mail he’d picked up the last 3 days.

It was cool and drizzly outside, so he was in no hurry to get back home. Besides Margie was on the rag and being really nasty today. Maybe he’d hang out here for a bit and watch one of the college games. Sam had a much better TV than him anyway.

Sarah is [M]y Tinderella

>be me in Florida

>5’11”, 170, lean and pretty solid, dark brown skin with black hair, 20s

>loving the sun, the beaches, swimming and surfing

>but there are no girls except for during spring break

>finally download Tinder

>gonna post normally because it’s easier and I’m not actually from 4chan

At first, I kept my age range to between 18 and 25. In a week I’d swiped left or right on every single girl in my area, and sure, I’d gotten a few coffee dates and one girl who I took out to dinner, but nothing lasting, and nothing short term in the way I was hoping for. So I bumped up my max age to 32, went to sleep, and woke up the next morning to Sarah.

Sarah’s a lot shorter than me, with pale smooth skin, blond hair and really big tits, that much was clear in her first picture. The next one showed her standing by a pool in a one piece that showed off her hips and suggested an ass that was at least as impressive. She had a little bit of a tummy, nothing offputting. If anything, I found it kind of sexy. So I swiped right–and boom, a match.

All the Power, Part 11.2 [Str8] [MFFFFF] [Mdom] [oral] [anal] [fantasy]

*Here’s 11.2. It has the sexy bits. I will post a link to 11.1 in the comments. Feedback very much encouraged.*

***

“Ohhh…oww…ohh…ehhh..owww,” the concubine Mayra cried out in a sort of grunt-moan.

His Supremacy was sitting back on a U-shaped chair. Mayra was on her knees in front of Him, pushing her ass back and forth, impaling it with His cock, pleasuring Him with her tight asshole. Tetenia remembered seeing this during the Ceremony of Devotion. It had made an impression on her – but, right now, she had other things on her mind. She had arrived in His Sacred Presence over an hour late.

“Ahh, that’s nice and tight, Mayra, that’s fucking good,” His Supremacy said, reclining in His chair as Mayra impaled herself. The usual array of concubines, term servants, guardians and officials were bowing down to Him. The concubine Rubeila and the Queen Priestess Karina were both kneeling beside His chair with their tits out, so He could grab them if He wished. The contrast between His Supremacy’s relaxation and repose and the pained effort of Mayra was striking.

“Ehh…ahh…ehh,” Mayra shouted, her eyes bulging.

[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.

[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.