Tag: Anal

“A Complicated Affair” (7,500+ Words) [Anal, Cheating, Cuckold & D/s]

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**A COMPLICATED AFFAIR: VOLUME ONE**

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**| Table of Contents:**

> * *Plot Summary*

> * *Introduction*

> * **One:** *’as_requested.jpg’*

> * **Two:** *’An Aversion to Small Talk’*

> * **Three:** *’Susan’s Only Rule’*

> * **Four:** *’Quasi-Religious Encounters’*

> * **Five:** *’Removing the Safety Seal’*

> * **Six:** *’Loophole’*

> * **Seven:** *’Second Virginity’*

> * **Eight:** *’Instant Replay’*

> * **Nine:** *’The Close Call’*

> * **Ten:** *’Bottled & Corked’*

> * **Eleven:** *’Developing a New Routine’*

> * **Twelve:** *’Unpleasant Formalities’*

> * **Thirteen:** *’The Incident’*

> * **Fourteen:** *’Confession(s)’*

> * **Fifteen:** *’An Alarming Blur of Events’*

> * *Afterword*

> * *Uncensored Story Tags*

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**| Plot Summary:**

A young man’s affair with a middle-aged hairdresser is complicated, after her husband learns of his wife’s severe betrayal.

Expect a story with a strong sense of acceleration and consequence, sustained across multiple chapters. There’s a handful of twists that you — *hopefully* — won’t see coming…

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**| Introduction:** Read more »

“A Complicated Affair” (7,500+ Words) [Anal, Cheating, Cuckold & D/s]

***

***

**A COMPLICATED AFFAIR: VOLUME ONE**

***

***

**| Table of Contents:**

> * *Plot Summary*

> * *Introduction*

> * **One:** *’as_requested.jpg’*

> * **Two:** *’An Aversion to Small Talk’*

> * **Three:** *’Susan’s Only Rule’*

> * **Four:** *’Quasi-Religious Encounters’*

> * **Five:** *’Removing the Safety Seal’*

> * **Six:** *’Loophole’*

> * **Seven:** *’Second Virginity’*

> * **Eight:** *’Instant Replay’*

> * **Nine:** *’The Close Call’*

> * **Ten:** *’Bottled & Corked’*

> * **Eleven:** *’Developing a New Routine’*

> * **Twelve:** *’Unpleasant Formalities’*

> * **Thirteen:** *’The Incident’*

> * **Fourteen:** *’Confession(s)’*

> * **Fifteen:** *’An Alarming Blur of Events’*

> * *Afterword*

> * *Uncensored Story Tags*

***

**| Plot Summary:**

A young man’s affair with a middle-aged hairdresser is complicated, after her husband learns of his wife’s severe betrayal.

Expect a story with a strong sense of acceleration and consequence, sustained across multiple chapters. There’s a handful of twists that you — *hopefully* — won’t see coming…

***

**| Introduction:** Read more »

“A Complicated Affair” (7,500+ Words) [Anal, Cheating, Cuckold & D/s]

***

***

**A COMPLICATED AFFAIR: VOLUME ONE**

***

***

**| Table of Contents:**

> * *Plot Summary*

> * *Introduction*

> * **One:** *’as_requested.jpg’*

> * **Two:** *’An Aversion to Small Talk’*

> * **Three:** *’Susan’s Only Rule’*

> * **Four:** *’Quasi-Religious Encounters’*

> * **Five:** *’Removing the Safety Seal’*

> * **Six:** *’Loophole’*

> * **Seven:** *’Second Virginity’*

> * **Eight:** *’Instant Replay’*

> * **Nine:** *’The Close Call’*

> * **Ten:** *’Bottled & Corked’*

> * **Eleven:** *’Developing a New Routine’*

> * **Twelve:** *’Unpleasant Formalities’*

> * **Thirteen:** *’The Incident’*

> * **Fourteen:** *’Confession(s)’*

> * **Fifteen:** *’An Alarming Blur of Events’*

> * *Afterword*

> * *Uncensored Story Tags*

***

**| Plot Summary:**

A young man’s affair with a middle-aged hairdresser is complicated, after her husband learns of his wife’s severe betrayal.

Expect a story with a strong sense of acceleration and consequence, sustained across multiple chapters. There’s a handful of twists that you — *hopefully* — won’t see coming…

***

**| Introduction:** Read more »

My Date with the Doll – BDSM – [Mf]

Niral was a young Indian girl I had met through friends whom I was only able to play with a few times. Her fetish was in objectification. Literally being made into things that were not exactly human or living. She loved the sorts of porn that featured women used as furniture or mindless sex toys.

Dear reader. You will note that we did a bad job being safe in this story. Primarily in that at a point she was totally unable to safeword or safe-signal. I’d recommend, if you try something like this, that the sub in question has something hand held that they can hit to notify you that they need help.

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She was pretty and tiny. One of those women that you worry you might break during sexual play. One of those women whom as you fucked, you worried, how does she have room?

I tend to prefer my women curvy, but there was something fun about how small she was. An aspect she liked to include in her play as a thing.

The suitcase itself was huge. It was her overseas bag, for traveling back and forth across the ocean to visit relatives and as such it was much bigger than it needed to be and quite sturdy. Read more »

First shot at writing — Melanie’s Birthday [MC]

Hey all. This is my first shot at writing a story like this. This is a fantasy of my own. I don’t understand it very well, so I figured I’d write it out and see what happened. I still don’t understand it very well, but here goes:

Melanie’s Birthday

“Don’t worry about tonight — I’ve got it all taken care of!”

Colton hoped he’d reassured his wife, Melanie, with the text message. In the past, Colton had thrown together plans at the last minute, so Melanie was justified in being worried. This was her 35th birthday, and last year Colton didn’t even take her out because he didn’t get a sitter in time. This year was different, though. Colton really had been planning for weeks. He’d lined up a babysitter for the kids, made dinner reservations in advance, and had already reserved and prepared a hotel room at the General, one of the nicest hotels in town. He really wanted Melanie to feel special this year. Read more »

[MF] In The Tutelage Of Ms. Kline – [Illustrated][Male Training] – Young Kevin is summoned to the estate of Ms. Kline for a summer of hard labor. Little does he know what she really has in store for him…

The first time Kevin saw Ms. Kline was when she walked up to his parents after church and introduced herself. She was dressed more appropriately for a cocktail party than a Sunday sermon. All legs and black nylons, Ms. Kline wore a matching black skirt that went just barely past her knees. Her black flats seemed conservative enough, but the dark bustier visible through her sheer blouse brought the whole ensemble into question again. The giant wide brimmed hat was very churchy. The tight hair bun and deep red lipstick was more ‘Addicted to Love’ than ‘Praise Jesus’.

Kevin guessed she was in her late forties, maybe even early fifties. She was so lean and well put together, it was hard to tell. Whatever the contradictions of her dress, she easily projected an air of importance.

Kevin’s parents ate it up, almost bowing when she introduced herself. The pleasantries she exchanged were mild enough. She was matronly, knowledgeable and commanding. Eventually, the conversation turned to him. He groaned when his mother brought up the ‘dilemma’ of his unemployment. Certainly, Ms. Kline would have a cornucopia of opportunities perched at the tip of her lips. Read more »

Six times at six flags [MF]

This is my first post here or even on Reddit and reading all these amazing stories made me want to post one of my own adventures from years past so here it goes

So the story begins with my ex and me sitting in the far back of her family’s large van on our way to six flags. We had made this trip at least once a month for the last seven months or so but this time I was bored, horny and determined to make memorable unlike the other trips so I slowly began to rub her thigh. Now normally she would wear jeans but today she wore this cute dress that made me just want her more than ever she looked at me and whispered

“What are you doing my family is right there. ” Read more »

The wild, wild, MILFwest [mFFF, anal, oral]

“Absolutely ridiculous”, Mrs. Busty said.

Mrs. Busty, Mrs. Done, and Mrs. Anal were all wearing cowboy outfits composed of ass-less chaps, boots, string bikini tops, leather vests, and of course, cowboy hats. Why? Wild west themed sex, that’s why. After driving around the state, I soon found a genuine ghost town complete with an old timey saloon. I told the MILFs and sure enough, they wanted to have fun. We got western outfits together and headed over with camera equipment to film a western fuckfest to watch for future viewing pleasure.

“So, how is this going to go down”, Mrs. Done asked.

“What about cocks and robbers”, Mrs. Anal suggested. “Us, the robbers, capture our very own cock, you, and have fun with him.”

“Sounds good to me”, I agreed. “I’ll let you handle this then.”

The MILFs tied me up with rope and sat me down in the middle of the saloon.

“We got you now, pardner!”, Mrs. Busty said in a western accent. “Now it’s time to get revenge for locking us up for so long!”

The MILFs blindfolded me and took my pants off. Read more »

[MF]Ripped it like a Chainsaw

Obligatory was not me but a friend of mine. It is known as the “Chainsaw story”

So after Marine Boot Camp I am at my MOS school. Takes 6 months in total. During that time we get a 4 day weekend due to thanksgiving, and this is where the story takes place.

So before the weekend I got to a local bar with my friend, let’s call him LCpl. Virgin because he was a 22y/o virgin. So while at the bar I decide to be his wingman to hook him up and by the end of the night he makes contact with an 8/10 hottie, gets her number and we go back to base before curfew (when you are training in the Military you usually have a curfew). They talk all night long and she says how she is going to her dad’s cabin in the woods by a lake for the weekend with some friends. Virgin didn’t have any plans to go home so she invited him to join her and her friends for the weekend. Virgin leaves Friday after training to the cabin and I go to spend thanksgiving with another friends family. Read more »

Two Bucket-Listers in 24 Hours [MFF]

I finally had my first (real) threesome last night (my wife and I have played with a couple of girls online before). Last week, I had my girlfriend come over, and the three of us watched a movie together. We had arranged to take things slow, so this evening was only going to be a make-out session. We were all pretty nervous, but once we got going, it was a lot of fun.

We had planned to take things a step further this week, and once again we invited her over and watched a movie together. It’s my birthday week, so the girls were nice enough to give me a massage together. Lots of oil ;)

My wife was wearing very short black shorts, a red tank top, a cardigan, and thigh-high black socks. My gf was wearing a purple shirt, a skirt, and thigh-high black socks too (that was my request that they match a bit).

As the massage ended, they asked if I had tension anywhere else. I took my wife’s hand, and slide it down to my cock. I began kissing her. My gf began kissing my neck and ear, and I slowly brought their mouths together with mine. Read more »