Advice: I Wanna Be Cuckolded

Q:
I first came across the term cuckold about 2 years ago. I was able to let a breath out that I had been holding for what seemed like years. For years, I fantasized about an ex girlfriend of mine not wanting to bother with my penis (it is smaller than I would like...about 5 inches at its longest) and wanting to have all her sex with an ex. I would then picture her coming home then telling me to please her orally afterward...with the cream pie still in there. I honestly thought that I was the only man in the world who felt that way. The ultimate humiliation for me was one evening, I'm guessing about 9 or 9:30...in January, we were going someplace and she asked me if she could stop off at a friends house for a few minutes, after about 20 minutes of waiting for her, I honked the horn to let he know that we were running late... after a minute or two, she came to the car very angry and told me she would be out in a couple of minutes. After another 15 minutes and for the first time realizing there were no lights on in the house, I realized what was going on, got very upset, and drove off. Although I was really angry, I found it very arousing and fantasized it for days. She called the next day screaming at me and that is when I realized that I loved sitting out there in the cold waiting for her to make love to her ex. Again, I thought I was the only man in the world that found this erotic. We broke up a week after that, she broke it off, but I still was hoping that she would call and ask me to go down on her. I used to term it them cooking a dinner for me.

I guess my question is, do you find this type of activity erotic and I guess any suggestions on how a middle aged man could find a hot wife or a couple who would be part of a fantasy.

A:
I don't personally find this scenario interesting, but I've seen lots of it around the blogosphere. I think it is one of many kinds of humiliation that are a turn-on for some men and women.

I think it's fine with one caveat: What you're describing is double unprotected sex, first the woman and her ex or boyfriend, and then you being exposed to his semen. I think that's a deal-breaker. Consider other options that might give you the same excitement but be safer. For instance, she keeps the filled condom and shows it to you and describes what she did in great detail while you eat her out.

Now if you're into the humiliation part of it, then you really need to be the one that is cuckolded, thus you need to be in a relationship of some sort.

Certainly if you're willing to play another role you may be able to find couple on Craigslist > casual encounters > mw4m. You could always try running an ad under m4w or m4mw describing what you have in mind. Just know you will get a certain number of phony responses from webcam girls and the like. It's become somewhat useless to browse the w4m listings as 99.8% of them are spam.

But keep searching for real relationships and you may luck out by finding a woman you are compatible with in multiple ways including indulging in your fantasy (and it's not a bad one for her, to have permission to do this!). Once you have her, if she doesn't have an ex or someone to include, it won't be difficult to find a guy to join you from Craigslist.