Further descent into cuckoldry [MF]

I have been asked to tell how the first real cuckold session after me playing voyeur to my wife Sasha and our friend Chaz was. I hadn’t been cheated on since we were in an open relationship. But after having cuckold fantasies and finally seeing them fuck by pure coincidence, I came clean to Sasha.

It took us a while to figure things out and we got advice from other swingers we knew, who had dabbled with cuckoldry. Even more awkward was finding a bull. As it is essentially bringing a third person into your relationship. And the chemistry between all has to be right. Sasha and I both agreed we wanted someone we knew and could trust ideally. Finally we settled on asking Chaz. He fullfilled all the classical hallmarks of a bull, bachelor/ womanizer, powerful muscular build and good equipped in the right spots.

The initial talks were awkward. And we found all the talking Sasha and I had done, had to be done again with Chaz. We defined some rules and boundaries, though the goalposts of those have moved over time and will probably keep moving as time goes on. Chaz was officially the designated bull. And I say designated, because the first time was pretty disappointing for all of us.

How I became a cuckold and my first experience [MF][Voyeur][Cuckold]

After lurking for quite a while and reading a lot of stories and experiences here I decided to share the start of my cuckold journey. Requests for photos will be summarily ignored.

The first step towards cuckoldry started during my time as a student. After my mandatory military service, I started to study. My wife Sasha, at that time she was my girlfriend, went to university on the other side of the country. We didn’t see each other often but were really in love with each other. (We still are.) The times with my buddies could get pretty wild and Sasha was a hot girl at university, so she wasn’t living in a nunnery either. After both of us had a brush with unfaithfulness/ cheating because of the damn long distance relationship, we decided to try an open relationship.

At the time we had lots of fun. I finished my studies and got a job near Sasha’s city and we moved in together. We switched to a monogamous lifestyle and had a pretty vanilla sex life for a while. After some time I got a new job that required a lot of travel though, so we were right back where we started. We tried to make it work, which it did. However after Sasha finished her studies, she got a very travel intensive job too.