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First time cuckold this week

76 replies

Southsiderunner · 24/12/2024 06:11

Hi
ive been with my wife for 25 years, married for 16. We have 2 kids 14 and 9. Since I can remember I’ve had a fantasy involving my wife and other men, I believe this fantasy has always helped keep the bedroom spark alive.

for the last 5-6 years we’ve really enjoyed roll play with larger toys and my wife has started to enjoy fulfilling my submissive side. I had asked a few random times before about trying another guy for real and without flat out saying no, she just said she doesn’t think she would like it, until a couple of months ago. I just randomly dropped into a convo that we should have a shopping trip away and hire a male escort for a treat which she replied to with a “yeah sounds good”!
fast forward and we’re 4 days away and the guy is all booked up. He’s very well endowed and comes highly recommended, he says he regularly does porn shoots and knows what he’s doing.
i guess my question is for first timers, male and female, any advice for the night and also any thing that you didn’t enjoy that u thought u would or did enjoy that u thought u wouldn’t? I’m trying to cover all angles in my head so things run smoothly.

I know my wife loves me so any jealous feeling I’m sure I can cope with, im also a confident man and think I can cope with this guy giving my wife a better time in bed than I can, I’m not deluded. Anyone felt like this but was proved wrong?
what are your regrets if any?

thanks and merry christmas

OP posts:
Southsiderunner · 01/01/2025 04:09

IcecreamWhatSandwich · 31/12/2024 17:55

When people say that men "don't talk enough", I don't think they are referring to posting elaborate fantasies about sex adventures against their wife's will on a parenting forum, furiously wanking over the responses from women, and then coming up with an equally elaborate reason why they have to go through the same masturbatory palaver in a couple of months.

And that’s the reason I hate the internet 😂 bye bye and all the best

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