How I Became a Cuckold Pt 4 (My wife finally gets involved)

“Are you ok? How was it?” I asked breathlessly as she came in the door.

I had to ask. I couldn’t tell from looking. She came in the door from her first meeting with Tim, and I couldn’t tell how she felt. She was shaking, excited, maybe on the edge of panic… so many things in her eyes… even a little guilt. “I’m ok. It was… I don’t know what to say. It was good.”

I hugged her, gave her a quick kiss, and told her I loved her and that I was glad she did this, that I was glad she was doing this for me… for us. I was having trouble with my words too. And then I said, “he called. I know we have instructions.”

She nodded and I followed her to the bedroom. Though she’d left the heels by the door, I could see the skirt… the skirt that I had bought for him, at his request, and to his specifications… I could see her ass and thighs move clearly under the tight skirt. We went into the bedroom. I nodded, and she nervously dialed him on her phone. She said hi, and then fumbled a moment putting him on speaker.

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.

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.

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.)

1/? How I Became a Cuckold

“She will meet you there tomorrow at 8 PM.” I looked at the line I had just typed for a few minutes, felt my cock throb and my chest ache, and then pushed send. How I got to this point is a story in itself, but let me share some of the highlights.

Looking back, I think I always had the roots of this fetish in me. When I was younger I didn’t know it. I was actually a pretty jealous boyfriend and was even kind of paranoid about cheating. I do remember discovering interracial porn and having many good wanks in college… oddly thinking about sending my girlfriend over to the two black football players across the hall and what they would do to her.

The girlfriend eventually did something that broke us up. She spent a few weeks as a camp counselor. There were two groups of kids with a day in between, so there were just the “grown ups” at the camp for a night. The other counselors, five guys college age to 40’s, had a bet going that they would see her in full frontal nudity before the camp was over for the summer. She found out about it and of course was offended (or at least wanted to be) but apparently was more intrigued and a little flattered than anything else.

I shared my wife once and I can’t wait to do it again.

So a little backstory, the wife and I have been together since high school, we’re both 28 now. So safe to say we’ve grown together in our sex journey. I always had a fantasy of sharing her with another man at the same time. I’m not gay but I’m comfortable around other naked men it doesn’t bother me. I always wanted to see my wife suck a dick while I’m fucking her and vice versa. We’ve talked in the past of having threesomes but she was always intimidated by taking two dicks so the talks were always for the most part FMF. Also I’m not one of these guys that let’s another man come in and be an alpha. I’m the alpha I just want my woman pleased and don’t mind having another man help accomplish that. I say that to I guess add context to who I am because I know guys in these situations (the “bulls”) like to feel in power and that’s not the case here lol. Idk if that makes me a cuck still but yea.

34[MfF] Cuckold husband wants to rp and talk about how you, his wife, has lots of wild sex with other people

What makes it so exciting to see the woman you love, your wife, have sex with another person?
Is it the taboo? The fact that she may have more pleasure with this stranger than with you? Is it also the jealousy ? Or this simple feeling that you find your wife sexy and that she should be free to explore with others.

I am looking for someone to play a wife that wants to have more that what she currently has. I would be the husband.

We can go with different ideas.
Is it more wife sharing, where at the end of the day we still have great sex and we are excited that she was able to have this experience ?

Is it more cuckold ? Meaning that she does that because I am not able to give her enough pleasure?

Or more extreme and linked to humiliation?

I have several prompt in mind but we add or change them of course:

– Bachelorette party: you were not able to do it while the pandemic was at its strongest. But now the girls planned for it. Who knows what will happen during that night?

A Sense of Community – Parts 1 and 2 [cuckold] [threesomes] [mf][mff]

*First two parts of a story I am writing with a strong cuckolding theme. It is slightly longer than what I usually write, so bear with me. I will update as and when I have time. It’s a slow build-up, some action starts from part 2. Part 1 is more of a prologue. Cross posted on my profile too as backup.*

*If you enjoy, please upvote and leave comments. All feedback welcome.*

Part 1 – Apple

London 2016

Laurence Claremont had never found the time to marry. At least that’s what Laurence told everyone who ventured to ask. And most believed him, because he was and always had been a busy man. After whizzing through the best private schools and universities that his father’s money could buy, he was now an up-and-coming financier in the City. In his early thirties, he had made partner at an austere merchant bank that could trace its roots back to pre-Napoleon Europe. And then, not even thirty-five, he had set up his own private equity firm and built it into a force to be reckoned with over these past five years.

I [31M] had a blast with a 50s [MF] couple

I’ve been approached by a variety of couples and individuals looking to hook up over Reddit, mainly on a previous account I had been using until I had to nix it (that’s a whole crazy story for another time). I haven’t often shared stories, but this couple (R+J!) really wanted me to write this one up so here goes.

I was messaged by R (husband) in late December to see if I was interested in being with his wife. I was initially hesitant as I wondered if this was a cuckold situation. I find that cuckolding is a pretty involved experience and didn’t really have the time or energy. However, R told me they just hadn’t been able to indulge in their usual “open” lifestyle due to COVID, and were looking for new people to play with who were located close to them.

I drove to their place a couple weeks ago on a Friday evening. J greeted me at the door with a hug, and I offered up the wine I had brought with me. Of course, they were two steps ahead and had a bottle on the go! We chatted for awhile with some Olympics on in the background- it turned out J and I shared a bit in common career-wise.

Back to the Office [MF][blkmail][cuck]

Things around the house were different after our encounter with my wife’s coworker, neither of us talked about it but she was noticeably less interested in sex with me. He kept his word and hadn’t mentioned the photos of my wife to anyone and, to my surprise, hadn’t been back over or reached out to her in the weeks since I watched him fuck her.

Her company adjusted their pandemic guidelines and she was asked to go back in to the office a few days a week. Things were normal for a couple of weeks, and then I got an odd meeting invitation from her. I logged on to the meeting and she seemed distracted, I knew something was up.

She kept looking off to the side and then I head someone else in the room talking but couldn’t make out what they said. She nodded her head and pushed her chair back from the desk. I watched as she reached down off camera and wiggled around a bit before holding up her panties for me to see and then handing them to someone off camera! I knew then that her coworker was in her office.