Q: I’m a 41-year-old male who looks like the tall, strong, professional, alpha-male type on the outside. On the inside, though, I would like to find a strong, confident woman who wants a cuckolding relationship—she sleeps with other men, while I am faithful and submissive to her. There must be women out there who would love to have a loving, doting boyfriend or husband waiting at home while they go out with other men, but I tend to attract women who want the alpha-male type. What can I do to find—or attract—the kind of woman I’m interested in? Or should I go in for vanilla dating and then have a discussion about cuckolding after we’ve started having sex? —Another Lad Pursuing Humiliating Action
“What’s worked for me is using the Internet not to find people but to find kinky events where dominant women gather in real life,” said FleeMarket. “I’m on my second openly dominant female partner in four years, both of whom I met at kinky parties. The events are usually listed on FetLife, and you usually have to attend a munch first to demonstrate that you’re not a dingus who can’t follow the rules or a psycho who doesn’t care about them.”
Q: I’m a straight woman who’s about to cuck my man. We’re trying to figure out if my first sexual encounter with another guy should be in front of him or not. He says he doesn’t care; he’s excited either way. I am so nervous, but it’s a good nervous. We have been monogamous until now. I know you say to take it slow. But when it comes to cuckolding, does slow mean “Only kiss the other guy in front of him the first time” or “Tell him about the other guy I kissed”? —On Him Watching or Waiting
Whatever you decide, OHWOW, FleeMarket recommends having a plan in place in case things/feels/dicks go wrong.
