My fascination with open marriage, hotwifing, and general cuckoldry developed over a period of years, stemming from an incident in my early twenties where I walked in on my then-girlfriend cheating on me with another guy. While we ultimately fought and broke up, and while I was racked by feelings of extreme jealousy and inadequacy, I remember also feeling more than just a little aroused by the whole thing.
Fast-forwarding to my late thirties, by then I had discovered cuckold porn in various newsgroups and free sites and was indulging in all sorts of fantasies. At the same time, I was happily married to a wonderful, attractive woman, and raising two young boys. Our sex life was great, although maybe a little boring, but my wife was into spicing things up with x-rated movies, games, etc, so we were still going fairly strong. Sometimes my fantasies would work their way into my mind during our lovemaking, but up to this point, I never could get aroused by picturing my wife in one of my cuckold or hotwife fantasies. until one of my wife's ex-boyfriends entered the picture.
We'll call him "Pete" for this story, and he was her first real flame, and while she moved on and dated a couple of other guys before me, she had gone back to Pete as a friend with benefits throughout those relationships. She told me this right before we got married, because apparently I was the first guy (not for long) where this had not happened, because she was convinced I was the one. This made me a little jealous at the time, but I got over it, and never really thought about it again.
So imagine my surprise when one day after work, my wife saunters up to me and asks if we can talk. Uh-oh. Nothing bad, she says, just wanted to let you know that Pete, my long-lost ex, has moved into the area temporarily for work, and wanted to catch up with me over dinner. She said that of course she could say no, but since nothing would happen, would I be ok with it? This was the first time my wife truly popped into one of my in-mind fantasies in an erotic way. While I was also a bit jealous, I got a little hard. I thought to myself, "what if more than nothing happened?" But I was still probably a little too jealous, and my hard-on went away. Still, I thought that maybe this could lead to the fulfillment of my fantasies, so what's the harm in a dinner to at least get a small fire started? If I am truly unable to go further, my feeling was, she would leave it at one dinner, and that would be that. So off she sent with Pete, and was back in about 90 minutes, and I was pretty sure that truly nothing did happen. I was relieved, but also oddly turned on at the same time. So this was when I decided to let my wife in on my fantasies.
Specifically, the following night, my wife and I had dinner reservations at one of our favorite restaurants. After a couple of cocktails, I worked up the courage to tell her everything, about how I was starting to envision her with another man, and how it turned me on, and how I would not necessarily mind if she and Pete progressed beyond a friendly dinner. At first, her reception was one of shock and surprise. I think she was generally flattered that I thought she was hot enough to pull this off, but I think she felt a little weird about it. Still, she didn't necessarily violently reject the idea, just kind of gave it a "cold shoulder."
We didn't really speak about my fantasies much again until we went on vacation with some friends of ours later that summer (about a month after her "dinner date"). I think it was our second night staying at the shore house, that we both drank way too much red wine prior to bed time. Normally, we would be pretty inhibited, what with the kids sleeping a few doors down, plus our friends and their kids. But it was late, we were drunk, and we started fooling around. it was then, in the throes of passion, just prior to penetrating my wife, that I asked her again if she would be into doing something and letting me watch, or at least have sloppy seconds. This time she didn't say anything right away, but once we had started fucking, she screamed "Yes!" As in yes, she was interested. Before I came, she warned me - "You better really want this, because this is your last chance to back out". I was so excited I exploded on the next thrust. Not long after, we both passed out.
We didn't talk about our little pact that night again, for a while. I was not sure how to approach the topic, and I don't think my wife was either. One of my stipulations all along was that if she was going to hook up and likely have sex with someone, that I would be included n the process. So I became concerned when about a month later, my wife started acting a little strange, like she was hiding something. And she was trying really hard, almost too hard, to initiate things in the bedroom. When I finally asked what was going on, she broke down and admitted she had started fucking Pete, her ex. She had felt awkward about telling me, then felt even worse once the first time happened, but she also couldn't get enough of the excitement.