How I Became a Cuckold Pt 3

I will skip over a bit here, because it wasn’t sexy and took a few weeks. Very soon after meeting with Tim, I raised the subject with my wife Michelle. I suggested to her that I found myself excited by the cuckold fetish and I shared a few stories and websites with her. (Maybe it was those stories that ultimately led me to write this.)

At first, she kind of shrugged it off but I could tell she was intrigued. Remember, she had basically no sexual experience before me. She was very sensitive physically, easily aroused, and easily led to orgasm–but our sex life had kind of fallen on the rocks as I hadn’t been able to perform for quite some time. I knew she masturbated (as I did at least once a day) but we had had basically zero sexual contact for well over a year. However, the idea of her having sex with other men certainly wasn’t something that came naturally to her. It took some discussion as I convinced her that I wasn’t gay but this idea really excited me.

Not just a wife and mother [affair, submission]

She was a wife. She was a mother. For years she’d taken pride in doing each well. Over time, however, the importance of both seemed to wane. Children become more independent as they grow and couples drift apart. Besides she knew she was more than that.

She threw herself into a study and then work. From a part time job to a career. That had sustained her interest for a while. Then, when that became routine, she rediscovered exercise with gym and running and then her spiritual side with yoga. She was in the best shape of her life, busy, earning good money, managing her household, but still not happy. She desired something more.

Like most women, she’d read those popular novels then watched the subsequent movies. They had piqued her interest in the deeply connected, emotional, mental, and physical aspects of Dominance and submission.

She dabbled with some kink with her husband on the rare occasion they had sex. It was disappointing. She knew there was more to it. She started exploring other sources of information and came across my writing and photography.

“Your take on things seems different,” she messaged me.

Tonguing my brothers wife’s ass[MF]

Went over my brothers apartment the other day to hang but he had to take off cause he was called to something last second. Was just me and sister in law and she said I was fine to hang around and we chilled together for a while; we watched to tv and shared a joint. Then she said she was going to hop in the shower but after she did I got the rumblies BAD telling me I had to use the toilet soon and it wasn’t gonna wait for her to finish. I went in apologizing and saying I had to go; she’s pretty chill and open minded on most things but I still wasn’t sure how she’d react but she said it was fine.

Sat there going right next to the bath and we talked pretty casually through the curtain as she showered, occasionally poking her head out. My heart stopped when I heard her shut the water off and I wasn’t quite done. She said aint that big a deal and got out and started drying her wet naked body off literally inches in front of me. Did my best not to stare but she could tell I was. Worse was I had to wipe and the TP was on the other side of the length of the tub, on the other side of her. I awkwardly started reaching for some and she started teasing, moving over partly in my way as she dried just to tease, even thrusting her pussy towards my arms and bending so her good sized tits blocked my view.

Connie and I took her drunk husband home after a cookout Part 1 [Str8] [MF] [kissing] [groping] [oral]

This is a true story. I changed the names of all and some details to 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.

[Background: In 1978 I was involved in a hot wife/cuckold/bull relationship. Janet was the hot wife; Derek, my boss, was her cuckold husband. Our HW/C/B relationship had been on and off for more than two years. If you want to read about my experiences with Janet and Derek they are on my profile page.

This is the first of two stories focused on my initial times with Connie, Janet’s BBW MILF BFF. There will be no PIV sex action in this story. That will be in Part 2.]

**Connie and I, our first time together**

Each year, May through September, Derek and Janet hosted a monthly cookout at their huge house (actually it was Janet’s house). Derek always invited his team members and their families; Janet always invited some of her family and some of her long time friends and their families.

[MFF] my extremely sexy student [F19] wants me [M36] to fuck her while my wife [F29] sits in her face.

Professionally, im a registered engineer but i also teach engineering at the high school and college level. one of my grade 13 students [F19] whom i have always admired for her work ethic recently came to me; nervous as a tic, asking “Sir, can you please use my body and treat me like a bitch?” I was taken aback because this sweet little girl sees me the way she does.

I sat her done and said to her Hailey* please remember im married, im your teacher and i could loose my job, i told her she was a very attractive young lady but i could never be with her sexually.

She said she doesnt want a husband, she just wants me to please her and use her as my “personal cum bucket”. She went on further to say that if my wife was into it, she would be more thannhappy to bend her over and lick her from her clit to her neck and everything in between.

She said she dreamt of me pressing her legs back and eating out her pussy while tongue fucks my wife as she sits in her face.

My Sister-in-Laws, The Beginning. [MF]

Lately I have been reminiscing on some past relationships and adventures. Through the good and the bad, they have all led to who I am now. I decided I want to share my stories and I welcome thoughts and feedback about it.

My first story was quite exciting and tumultuous as it happened. There are a lot of mixed feelings for me, even knowing I was wrong.

It boils down to my wife, gf at the time it started, has two younger sisters. Over the years I have known them, I have fucked and been a lover to all three at some point. And my wife is the only one unaware.

We had been together when it all started for about two years, living together for one. We were both 24 and worked full time jobs. My gf, Amy, had mentioned her youngest sister, Samantha, needed a place to stay for a while.

Samantha was a mixed bag. 18, never employed, had been couch surfing since she turned 18, mischievous on a good day, and she sexualized every encounter in some form. I had never found girls younger than me especially attractive. Amy was the first woman I dated younger than thirty. But Samantha had a charm to her that was infectious in a roguish way.

My wife and I swap with another couple for the first time [MF]

My wife and I have been married for fifteen years. We married and had kids relatively young. We met this other couple years ago as the parents of our oldest’s friend. We didn’t find out right away, but eventually we discovered that they occasionally have an open marriage where both Angie and Collin will have sex with other people or swap with other couples. At first, my wife and I decided that really wasn’t for us. But after a bit of a “rut” during the middle of the pandemic, and with some encouragement from Ang and Collin, we talked, and decided that since we married so young and had both only had one partner prior to meeting each other, it might be time to experiment some.

We were both nervous but, after sitting down with the couple and working out some of the details, talking about communicating, setting ground rules, and making sure it was something we both really wanted to do, we decided to go through with it with them. I was honestly mostly nervous that my wife would enjoy being with another man more than being with me. My biggest fears were mostly insecurities toward her being with another man. But once we all talked together, I was convinced that we would stop if anything started to feel uncomfortable or wrong.

[MF] [FF] [FFM] First Time At The Swingers Club

I can’t believe it actually happened.

As a younger person the thought of sharing my wife with another was appalling but as I aged the fantasy grew. The erotic swinger stories, the porn, all the captioned photos and GIFs became one of my favorite categories. What always lingered in the back of my head was wondering how I would really feel about it. In that post nut clarity would you be able to handle your wife with another man? Would she be able to handle you being with another person? Would it ruin a perfect marriage?

I have a lot of fantasies. My wife does not orgasm. She has like an automatic shut off switch and while I certainly get her going, she hops off or pulls back just as she would be carried all the way over the edge. It’s like a mini or almost-gasm. She is 100% happy and satisfied about this and gets exactly what she wants out of our playtime or if she’s solo. A small part of me that feels this as a sting to my own manliness or sexual prowess. I’ve been able to make past partner’s orgasm no problem. It’s fine that she doesn’t but it’s an amazing feeling to bring a woman an orgasm and I’ve longed to do it for years. I’ve had the thought of her being with a much larger man and potentially pushing over the edge. A longer girthy dick filling her completely, fucking her longer, better and deeper. I’ve gotten off to the thought many times.

How I Became a Cuckold Pt 2

Tim and I continued to chat, a little bit each day. Sometimes our chats were quick, casual, and non-sexual. Other times they were extremely sexual and ended up with me begging him to allow me to cum while he told me what he wanted to do to my wife Michelle.

After a couple weeks of this he said he had a very serious question and asked me if I wanted to make this a reality or if I was just interested in online. I was impressed with how careful and not pushy he made what could have been a difficult conversation. He said many husbands liked to fantasize, sometimes show off pictures of their wife, and he said that for many people keeping it a fantasy was the right logical and sane choice.

But he said had to be up front about his interest and desires and those desires were to fuck my beautiful wife first in her wedding bed and then everywhere and any time he wanted. He said that since we had started talking he stopped looking for other options and had not considered any other sexual partners because cleanliness and STD tests were very important… another reminder that he would only have her without a condom. (I would later find out that he kept an amazingly deep roster of male friends who felt the same way so that he could share his conquests, but that is for another story maybe.)

My Brother’s Wife (Part 5)[M/F][Cheating]

Dani and I knew we couldn’t stay hidden in the sand for long, it was only a matter of time before a drunk wedding guest stumbled out to the surf to relieve themselves via vomit or urine.

Still, we held each other until we shivered under the chilly sea winds.

“I think we should head back, Alex,” Dani said, standing up and adjusting her dress. I wanted to rip that red fabric from her body and take her again, but I swallowed back the urge.

Stupidly, I held out my hand to her as if we would walk back to party together, our fingers interlaced like husband and wife. She sighed, shaking her head and heading up the berm with her heels in hand.

“Wait a few minutes before you come back,” she called out before disappearing above the sand.

Of course. She was heading back to my brother—back to reality—but I was stuck in this fantasy world we had built for ourselves. Here, beneath the stars, anything was possible for Dani and me. I could see our bodies etched in the constellations above, naked and forever entangled in a passionate dance. Little stars were born from the beauty; children, our beautiful children that looked and acted and laughed the way she did. We would grow old together, forever floating in our endless lustful love.