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Do you have a cuckolding experience? How was it?

  • Writer: Sid
    Sid
  • Jun 25, 2022
  • 5 min read

At first glance, this one sentence question is fairly short but I have just started writing an answer and not sure how long it will be, especially explaining the ‘How’ part of the question.

I don't want to write an essay or story as it would be so long writing each and every detail so I decided to compartmentalize my answer.



Disclaimer

If you are looking for an answer narrating how the sex happened like a sex story then my answer is not for you. You will be disappointed so this moment is the right time you skip my answer. Others may continue.😉


My First Experience

When I always think about it, I assume that I got a good start. to add a little background, I born in India and I was in an overseas assignment at that time.

Coming to the point, The first couple it started for me was a colleague of mine and his girlfriend. They wanted to try it but never done it before. The same goes for me as well, I had a vague idea about cuckolding and it was just a fantasy. To be honest, I was also not sure at that point, how will I feel doing it while he will be watching. So there were lots of questions in my head.

One thing that was good among us, we were honest in our situation. We decided to keep talking and get comfortable first. We talked for months and met for casual drinks and dinner 4-5 times. And by we I mean three of us. I was still able to keep in touch with my colleague as we worked in the same organization although different departments.

We decided to meet to do it a few times but it was canceled due to fear/nervousness twice by their side and once by my side.

Without going to further detail, it finally happened one day and I would say it was kind of soft, and totally not we all expected. We all were very nervous and it just happened. We all enjoyed it of course but it was not exactly what we thought and fantasized all along.

But we kept in touch and explored it more and then it got really exciting for all of us and we all really got comfortable with it after some time. We had many encounters discussing and trying to experiment with something different each time after that.

One thing that this whole experience did for me is that I wanted to try it more and I really got confident doing it. So I decided to keep continue this with them and find another willing cuckold couple if possible.


Now, I have had my fair share of experiences with cuckold/hotwifing couples, and here is my experience so far:


Experience with a new couple

With new couples who want to try this lifestyle, it takes patience with them as they are mostly confused and not so sure what to expect from it. Largely, they only have fantasies either from porn or reading some stories about it so they are more into talking about it. I can totally understand their situation as I have been and traveled that road with another couple.

To me, It takes very long talking and discussion with such a couple. At one point I was even decided to drop a couple as I was not really sure if they really wanted to do it or just into talking about it.

But when it happens with first-timers, it's slow and steady and we all need to build on it. In my experience, a one-night stand is not suitable for first-timers as the couple is unlikely to enjoy it very much for the first time and it takes time to open up and be comfortable.

Experience with a couple already in this lifestyle

Now, I prefer such couples, Its fairly easy with them and not so complicated. We all know what to expect and how this is going to be so getting along with them is very easy.

It only takes a few hours of talking and we can really understand each other.

If we got introduced via some dating website, then we normally start with a drink in an agreed place suitable for all. We meet and get to know each other and if we like each other and if time and situation permit, we take it to the bedroom after the drink or plan another day to meet directly for action.


Experience with Indian couple

With an Indian couple, even if they are experienced in this lifestyle; it takes more time with them to arrange a meeting.

There can be many reasons behind it, such as:

  • They are extra careful to take the next step.

  • Cultural taboo and comparatively not so much open environment.

  • Sometimes distant location as India being a huge country.

  • Some couples already had a bad experience with Fraud/Fake people so this is another concern for them.

When it comes to sex, I enjoyed it comparatively more with Indian couples and part of the reason could be I being more connected with them culturally or being more tabooed. I am not sure and I am still questioning myself with this.


Experience with European/American couple

Apart from Indian/Pakistani couples, I have mostly been with European and American couples. The talk and approach with them are easier I would say as compare to the Indian/Pakistani counterpart.

Some are really interested to try different races and brown color really excited them so that has worked well for me. Race-play and different “contrast” play a huge role sometimes in cuckolding and it is really exciting for a cuckold to watch.

But when it comes to real meet, again it depends if they are new or already in this lifestyle but largely I do not face typical Indian issues with them.


Any bad experience?

It is always part of the conversation and mostly Indian couples ask me if I had any bad experience in this lifestyle.

In all honesty, I do have a few experiences which did not turn out to be great.

One such experience was fairly recent with a European couple,

The guy contacted me with the pretext of a meeting and told me his girlfriend is ready. We talked for a while and I guessed they were new. He asked me for verification if I am real and who my picture says I am; saying he had some bad experiences before.

I verified and we decided to meet the coming weekend for a drink. But on the day of the meeting, he said his girlfriend is not ready for it. I have many similar incidents with Indian couples as well.

They start talking with the pretext of a possible meet but most of the time, it is just their fantasy and sometimes it is just a fantasy of the male partner and he is not able to convince his partner for it. But they lie about this fact just to talk about it and force for sexting and roleplay scenarios asking questions like:

  • What will you do if she will be wearing a dress like this (sending random images from the internet)?

  • Tell me what will you do with my wife/girlfriend?

  • Let’s call and voice roleplay about it?

And things like that. Sometimes it is really funny and immature talking with such couples/wannabe cuckolds.

To conclude, despite a few setbacks, I am enjoying this amazing lifestyle with couples and always into knowing and finding common interest first. Jumping directly to bed is not my style.

And Yes, Cuckolding does not happen like in Porno. Just like any sex does not always happen like porn.


If there are good chemistry, comfort, and openness among me and couples, there is so much to explore and it is always exciting to go that road.


Happy Cuckolding!

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