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Have any of you regretted going into the lifestyle?
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A bit of a long post, sorry, but I want to provide some background.

Iā€™m 52 years old, my wife is 45, weā€™ve been together for 21 years, and we love each other very much. Our sex life has always been great, but also pretty vanilla, although weā€™re also very non-judgemental about each otherā€™s fantasies.

None of us has had sex with anyone else in all the years weā€™ve been together.

These past couple of years, Iā€™ve started to warm up to the idea of hotwife/cuckolding - or rather ā€œstag/vixxeningā€ if you can call it that. That is to say, rather than some humiliation-roleplaying-thing, Iā€™m turned on by the thought of intimacy and sensuality, and ā€“ yes, love ā€“ between her and me while sheā€™s being fucked by another man.

Anyway, a couple of months back, when she mentioned some black guy being hot, I jumped at the opportunity and asked her, if sheā€™d like for me to find one for her. The fact that she didnā€™t dismiss the idea right off the bat was enough to make my heart race.

Right then and there, we didnā€™t talk much more ā€“ but the following weeks the subject came up now and again, mostly just in passing. And the next time we had a whole afternoon to ourselves, and had planned for some sex, I surprised her with an erotic short story Iā€™d written for her ā€“ with thinly disguised versions of ourselves as the main characters, and a black guy visiting us. While she read it, I put on a slide show in the background on our tv with images of hard, black cocks that Iā€™d collected for her from the internet.

It was a big success! She got very, VERY aroused, and we had some wonderful sex and she had a super huge orgasm.

The next day we talked again, and thatā€™s when she told me, that she thought it would be a bad idea to turn this fantasy into reality. And the reason she gave has made me think.

She is concerned for me.

She thinks that maybe I wouldnā€™t enjoy myself as much as I imagine.

She thinks that I risk ending up doing serious emotional harm to myself.

Now, obviously, she knows me better than anybody, and I respect her immensely, so I take those concerns very seriously. Honestly, I donā€™t know if sheā€™s right or not. What if he satisfies her better than I ever could? Would it shatter my sexual confidence?

When I was much younger, I used to be very jealous (that cost me my first marriage), but over the years, as Iā€™ve matured, and as our marriage has proven very strong, I have shaken the fear of losing her.

She still hasnā€™t ruled the idea out 100% - but for us to really do it, Iā€™d need to convince her that I can take it. But do I want to?

So.

My question to you - apart from just general ā€˜your thoughtsā€™, which of course is also very welcome - is this:

Have any of you regretted going into the lifestyle?

When people share their experiences with wife sharing/cuckolding, we always only get the postive stories. That cannot be all there is. Do you have any negative experiences? Things, youā€™ve regretted doing?

Any advise is appreciated, thank you.

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3 years ago