An Open Relationship Pt. 2 [M] [F] [mast] [oral] [anal] [cum] [pee]

The rules were simple: There were no rules. My wife, Sasha, and I had decided that we were in a rut. She went off and found a guy on Reddit to fuck. She filmed the whole thing and sent me the video. At the very end, she told me it was my turn and then she instructed me to try and top her fling.

Challenge accepted.

Sasha had done things in the video with the stranger that she’d never done with me. She ate his ass. She fingered his ass. He fucked her ass. So much ass play! And all these years, when I asked to fuck her ass, she’d say no.

So, the challenge was on. I had to top her romp with the stranger. It had to be so insane and so crazy that she’d be in shock. But I had no idea where to start, so I took a page from her book and I went on Reddit.

I found a woman who was basically open to fuck anyone, anywhere, and was willing to do literally almost everything. We arranged to meet—she happened to be one state over and we were actually just a few hours apart.

An Open Relationship, Pt. 1 [M] [F] [anal] [mast] [cum] [piss] [rimjob] [creampie] [facefuck] [oral] [swing]

I got bored. Most guys do. I’d wager most women do, too. But this is my story, not Sasha’s. We got married eight years ago. I didn’t want to settle down, but she pushed and pushed and cried and cried and eventually, I couldn’t take it anymore. I loved her and didn’t want to hurt her, so I decided to compromise and we got married, but we stayed in the city, which was what I wanted.

Three years passed and she decided she was ready to start a family. I wasn’t, but again, she kicked and screamed and pleaded and I couldn’t take watching her hurt, so we started trying. Again, our deal came with compromises. I wanted more blowjobs and not just during the time we were trying to get pregnant.

If we were going to have a kid, I wanted a lifetime of blowjobs. I wanted one a week for the rest of my life. She agreed.

But then we found out she couldn’t get pregnant. We did tests and found out she was completely, 100% interfile. I was crushed — not because I was disappointed about not having a kid, but because all she did was sit in bed and sob.

she swallowed [M] [F] [facefuck] [puke] [gag] [mast] [anal] [ATM] [swallow] [oral]

Things started off just as you’d expect. We fucked all the time. Things were hot. We couldn’t keep our hands off of each other and we’d make those stupid vows young couples often made to keep this flame burning this hot forever.

One weekend, she went away with some girlfriends. I was expecting a Snapchat of the four of them, topless and masturbating or fingering each other or at the very least all sitting in the hot tub together, kissing. Alas, none of that shit happened.

But she told me she told them our sex life was hot and that was kind of a turn on. She was telling them how big my cock was and how I was a heavy cummer, soaking her pussy with jizz every time we fucked. Her friends got hot and bothered, asking inappropriate questions, which she answered all night. They told her how jealous they were. Things had fizzled with their boyfriends and now, they barely even touched.

She told me these stories as we fucked and I nearly broke her in half thrusting as fast as I could, fantasizing about having sex with all of her hot friends. Maybe together in some drunken five-way.

The Downstairs Neighbor [m] [F] [gangbang] [oral] [anal] [piss] [squirt] [bukkake]

Her name was Shelley and I met her in the mail room. I was new to the building and fresh out of college. I thought about going the roommate route, but decided I’d rather give living on my own a try. Shelley was a much older woman, but looked as beautiful as you could imagine. She had bright red hair and large, fake breasts. She always wore a see-through undershirt around the building with little booty shorts heavy on the camel toe. It was like she was on the hunt for young guys—and this building was full of them.

I was the newest.

She started chatting me up as I collected my mail and went right for the jugular asking if this months Playboy Magazine had arrived yet. I laughed and said, “I don’t subscribe.” She winked and said, “I bet you don’t. Why would you need to? I bet the girls are circling the block to get a piece of you.”

“Sometimes,” I said. I knew what was going on and had no shame in admitting I was totally aroused by this older, fit woman. I mean, she was a knockout—the kind of cougar you don’t laugh at. She was rocking the sexy look—not some older chick stuck in the 80s wearing leopard print leggings.

The Break Up – a twist on literotica looking back on happier times [M] [F] [mast] [oral]

When we first got together, things were amazing. Of course they’d be. She was ready to settle down and start a family and, in her mind, you achieved that by presenting the best side of yourself. She sucked my cock three times a week. Swallowed every time. If I asked if I could cum on her face, She’d close her eyes, tilt her head back and wait for my warm load to run down her face and into her mouth.

We fucked every way possible. We fucked doggy style, missionary, we fucked in the shower, we fucked in the back seat of her car. We fucked on vacation. We fucked in the morning before work. We fucked when she came home.

One day, we were driving somewhere and she said, “Have you ever gotten road head?”

I said no and soon, she was leaving over, sucking my cock while I went 75mph down the highway. I came in her mouth and she gulped it down like she lived on my cum.

The Divorce and the New Neighbor [M] [f] [oral] [mast] [prostate] [pegging]

All of my friends had gotten divorced. That was the reason I didn’t want to get married. I believed the simple act of marriage was a relationship destroyer. Everything just got worse from there. Kids. Bigger Houses. More work to afford the life my wife wanted. I didn’t want kids, either, but I loved Mary and so I decided to go along with it.

We got married nine years ago and it came with some pretty strict rules: We would live in the city. Our kid would go to public school until it was time for high school, and then we’d have to bite the bullet and send her to private school. We would have two cars. Our “fun” car—a Mustang convertible—and our family car—a Hyundai Santa Fe. We would live below our means. This would ensure that our marriage would last. Everyone else rushed out to the burbs, got a big house, a big minivan, and their misery levels skyrocketed.

Doing things my way would ensure these things wouldn’t happen to us.

Looking for a Cabin in the Woods [MMF] [anal] [mast][oral][facials][piss]

I wanted a cabin in the woods. A little getaway from all of life’s difficulties. A place where I could sit back on my deck, look at the mountains and smoke a cigar in peace. I told a buddy of my plans and he said he’d go with me and we could scope out some properties. He was handy, so we’d be able to spruce up the place with ease over a few weekends.

We drove out to the mountains, walked into a real estate office and asked for help. A beautiful woman in high heels came over to us. She had curly blonde hair, muscular, long legs, and a beautiful smile. Freckles, too, on her cleavage.

“Hi boys,” she said with a smirk.

We told her what we wanted and she pulled up a few properties and pretty soon, we were off to see what the small mountain town had to offer. The first property was fine, but nothing special. The views were weak, but it had tons of property. As she walked from room to room, her heels clicking on the floor, she’d always toss us a sexy grin or wink.

A new Roommate [M] [F] [piss] [oral] [squirt] [prostate] [cumplay]

THE ROOMMATE

About seven years ago, I was sitting by the pool chatting with a neighbor of mine. She didn’t actually live in the building, though, so she’d walk down from her place and we’d meet outside. I’d hand her my second pool pass and essentially sneak her in.

On one particularly hot day, she got into the pool and sat on a pool float. I got in the water and we chatted as I rested on her float. I guess I must have moved in some way and accidentally splashed her, but she groaned with delight.

“That feels good, do it again.”

This time, though, I filled my hands up with pool water and poured it over her flat stomach. She was a runner and had a body to prove it. She was tight, athletic, but had a great ass and small, perky tits.

As time passed, I gradually got more comfortable bathing her, running my hands across her abs, inching my fingers closer and closer to her pussy. Of course, discretion was crucial.

Bailed Out of a Tricky Work Situation [m] [F] [oral] [squirt] [facial]

I was in my early 20s, working the front desk at my local gym. I know you’re thinking I was the guy who slept with all of the women, but that was not me. I was too shy. Of course, I was FRIENDS with all of them. They all loved me, thought I was cute and funny, but in a BFF kind of way, not a rip your clothes off kind of way.

Sometimes, women would come to the front desk and ask me who that cute guy was and if I could casually introduce them. That was my role—getting other people laid.

When a new girl joined the front desk team, I knew I was in big trouble. She was definitely into me. I know, you’re thinking if you’re so sex starved, go for it! But she wasn’t my type. She was obnoxious—never stopped talking. Well, of course the members saw what was going on, there.

“She likes you!” They’d say. They’d encourage me to ask her out, get laid—but I couldn’t. I just didn’t feel that way for her. So, they said I should let her down easy. But the problem was, I depended on her to cover my shifts. If I confronted her, she might stop helping me.

Forbidden Love, Watersports [M] [F] [anal] [fist]

FORBIDDEN LOVE, GOLDEN SHOWERS, AND FACE FUCKING

I want a woman I do not know. Well, we’re Facebook friends in that roundabout way. A mutual friend posted something that we both commented on. We got into a lengthy chat. I friended her. She accepted. From then on, we had this one little inside joke about always wanting a Big Mac cheat meal for dinner. One day she posted an article she’d written. I’m a journalist and I often need contributors, so I messaged her. We got to talking and she ended up contributing a few articles.

Her articles were great. She was beautiful. She was also married and had children. And I had a partner. I’d say girlfriend, but she always got upset with that word and since I wasn’t the marrying type, we compromised on “partner.”

One day, this “friend” posted something on Facebook about depression and anxiety. I could relate. We got to talking. She said her marriage was in big time trouble. They’d just grown apart. Things weren’t going the way she had wanted and so, in order to be clear headed, she decided to visit a therapist to decide if a divorce was best.