Went too far with my stepsister!

A couple of years back when I was around 20 years old, my brother had invited me and my stepsister over to his place for a week. We had gone back and forth over this plan just as any other plan and finally decided to do it.

The age difference between me and my stepsister was around 15 years. So she was 35 back then and had a 8 year old kid. She’s a MILF and very attractive one. As a kid I always used to wonder what she’d lol like without those clothes. Though she was attractive she never dressed well.

A few weeks later, we packed up, hopped on a flight and left to Texas where my brother lived. It was just me, my stepsister and her kid going on this trip. It was a 8 hour flight and although it wasn’t that long we were all pretty exhausted so we passed out right after we reached our brother’s place.

Me and my wife’s first cuckold experience

So I’ve been into the whole cuckolding idea for some time now. It all started when I found my first pornhub video on the subject and I was hooked. Just the idea of watching someone else have sex with my wife gave me an instant hard on. Like rock hard.

Now up until this point, I’m married to my beautiful wife of a little over 5 years. She’s a brunette, 32 C’s, and an incredible mother to our baby. I slowly introduced the whole cuckolding thing into our lives without really saying the word. At first we started out with vibrators and then occasionally used butt plugs and things like that. Not anything too out there. Pretty tame. But it all started to change when I suggested that we go to a sex shop and purchase a dildo. My wife said she had one years ago before we got together but didn’t really use it and instead used a vibrator. And it took quite a bit of convincing to go to the store but she eventually agreed.

[MF] Accidentally caught my best friend’s wife masturbating while on vacation

This passed summer my best friend, Paul, and his wife, Kaylee, invited my wife and I to stay at a lake house with them. Paul is a pretty athletic guy that stands just under 6 foot, and his wife Kaylee is 5 foot flat, really pretty, and she has long brown hair. Her boobs are probably a B cup and she has a nice toned body from a lifetime of gymnastics. My beautiful wife, Rachel, is a gym rat who has medium length blonde hair, C cup tits, and is about average height. I’m about an inch shorter than Paul, also athletic, and we’re all 26. We also all regularly flirt amongst each other in a joking way that had never gone further than just harmless teasing.

The house was a single story, two bedroom, house that had a Jack and Jill bathroom that day right between the bedrooms. It had a relatively big living room/kitchen area with a nice bar against one of the walls and a big porch that stretched across the whole front of the place. The best part though was that it was situated just of the beach and it was only about fifty yards from the water.

My 22 years old neighbour turned this loyal wife into his personal slut. [FM]

I am a 26 year old mother of 2. My whole life, I had been faithful to my husband.

I got married at the age of 20. My idea of sex was something that is to be done over a period of one month every two years when the husband came home on vacation. The duration of sex that we had could be described by how long he wod take to cum. Zero foreplay. And he would turn away to sleep as soon, without even glancing over at me. It was about an year ago, we had new neighbors move in the house next to ours.

They were similar to our family, with the husband abroad. The lady was a really friendly 48 year old mother of two and we got close really quickly. We would hang out at each others place a lot, watching movies or just talking. I couldn’t help but notice her elder son, of 22 years of age. He was really good looking and looked very matured for his age. He was really polite and friendly in the brief conversation that we had.

My girlfriend at a university department XMAS party Part 1 [Str8] [MF] [fingering] [oral] [PDA]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a true story told to me by the girlfriend I had in the mid-80s. I have changed the names of those involved and have changed the exact place and time. My girlfriend, Kate, was 21 and married at that time of this incident. I was told this story about 35 years ago. It is accurate to the best of my memory.

Kate was 5’8 and weighed about 130 lbs. She was generally slender except for her luscious round ass that she knew men liked. She had shoulder length red, wavy hair, green eyes, an upturned nose and pale freckled skin. She had almost nothing in the boob area. She was very classy looking and dressed very nicely. She was very smart and quick witted.

Kate and I had been living together for several years after she separated from her husband. She knew I had multiple affairs with married women. And I knew she had several affairs while she was with her husband. I had told her many details about my affairs and she found those stories very arousing.

I finally have Claire Part 3] [Str8] [MF] [oral] [sex]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a true story. I changed the names of all and some details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been near 45 years since this happened so I hope you will cut me some slack.

Claire was a hot, sexy cheating wife who liked younger men. Claire had permed light brown hair, blue eyes, stood about 5′ 7″. She had small breasts and a tight ass that wiggled when she walked. She weighed 125 lbs. Claire was very good looking with delicate features and a light complexion. I was 5′ 11″ and weighed 235 lbs and was in excellent shape.

Darla buys some toys for me to use with her part 3a [Str8] [MF]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a true story. I changed the names of all and some details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 40 years since this happened so I hope you will cut me some slack.

To recap: Darla, the wife (46 years old) of my supervisor Will (early 50s) had started an affair just two weeks after we had met. We had gotten together just once when Will was away. We spoke on the phone every Thursday evening when Will worked late.

You can skip the build up and go to section marked with —— to get to the action.

The Thursday after our first full sexual encounter, Darla and I began planning our next get together. It was now late April and golfing season. Will had multiple golf trips already marked out on the calendar. The next up was scheduled for the second weekend of May – a four day excursion two states away. He was to leave very early Friday and return very late Monday. So Darla and I would not be able to safely get together for three weeks. But when that time came we would have an entire weekend to play. We would have to make do with phone sex until then.

My sexy sister in law Part 7

“Kittie, how’d you like to go to the best Italian restaurant in the whole state?”

Kittie was snuggled against me, the feel of her nude body felt so nice, she turned her face up to mine, and purred, “Oh yes, I love Italian food, let’s do it!”

We swung out of bed, it was a half-hour after our fuck, with Kevin away for a least a night, I looked forward to bedtime, and Kittie back in my arms again.

I took her to a cozy little Italian trattoria called “La Mangatoia”. I had been there before, and the food was sublime. I escorted her in and got an ego boost as I saw the male patrons ogling her sexy body, and envying my good fortune for being her date. We were seated in a nice quiet corner, the lights were dim, and the setting was very romantic, with a candle burning softly on the tabletop.

She looked at the menu, and said, “Everything looks so good, I can’t decide! Could you order something delicious for me?”

I said, “Kittie my dear it would be my pleasure!”

Claire lets me play with her tits and then sucks my cock as her husband watched from outside his office Part 1 [Str8] [oral] [cuck]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a break from my stories about Darla, the wife of my supervisor, with whom I had a 5 month affair. I am continuing to work on stories about that affair but recently something happened that brought back pleasant memories of my relationship with an absolutely lovely married woman from church. What happened to trigger these memories? I ran into my affair partners husband. Yes, he is still alive. Alas, she passed on several years ago.

This is a true story. I changed the names of all and some details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

Tim was an accountant with a one man practice. He and Claire lived three blocks away from my family home in a small town in the Northeast. They went to the same church as did my family. That is where Claire and I started to flirt whenever the two of us were alone. The flirting was very exiting for me as Claire was one of the three best looking married women in our large congregation.

Jacksonville Or Bust! [MF] [Straight Sex] [Interracial] [Busty] [Huge Boobs] [Creampie]

“Fuck you, Jimmy!” she yelled as she stormed out of the wooden house.

“Fuck me? Fuck you! You’re a stupid whiny bitch!” Jimmy said, chasing after her slamming the screen door as he left.

“What did you call me?” she turned around as he approached her in his white tank top and blue jeans.

“Bitch! Want me to spell it for you?” he said, looking down at her.

“You know what?” she shook her head. “You’re not even worth it!”

She stormed off into the dark of the night. She didn’t even look back at him. She hated him, she hated that house, she hated his friends, but she hated her life most of all.

“Another fight with Jimmy?” the old man behind the bar asked as she walked into the local watering hole.

“Fuck him!” she said as she pulled up the partisan and joined him. “Mind if I put in a few hours?”

“Hell no,” he said as he took a seat.

“I’m not going back,” she said as she began to clean some of the glasses.