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Girlfriend open to trying on holiday
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Potentially the biggest step on this since having childrenā€¦ so was looking for some guidance/ advice/ support really.

For a little contextā€¦ this has been a long term fantasy and something have shared from fairly early on in the relationship but has never gone all the way. Weā€™ve played about it in bed and sometimes when out, where sheā€™s flirted a little with guys (both when Iā€™ve been there and on girls nights). But had sort of dropped off with life and familyā€¦

But now weā€™re semi through the early stages of that, itā€™s reared its head again and have been teasing, playing in bed and raising on occasion when weā€™ve managed a babysitter and gone out!

Iā€™ve never been exactly clear what I want to happen, thereā€™s certainly elements of cuckolding, hotwifing, even cheating to my fantasies but not clearly one or the other. Itā€™s a mix.

Anyway come yesterday night and weā€™ve got a friend watching the kids and gone for dinner and drinks after. Not a crazy big night or anything but still fun. We went out to a bar after dinner for a cocktail and whilst I was getting us a drink sheā€™d got a standing spot with a tall table, she texts to say where she is so I know, I keep watching whilst waiting and she gets approached by a couple of guys! They didnā€™t hang around long, sheā€™d said she was waiting for me

So of course when I came over with the drinks, I couldnā€™t resist a little teasing about it and raised my fantasies again. We talked on it again when we had a couple more and she said sheā€™d be up for trying something if it happened ā€œnaturallyā€ on holiday in the summer. My jaw mustā€™ve dropped, and quizzed again today and sheā€™s said again she might go for it with the right guy in right situation

So really just looking for advice on this? Any suggestions on places to visit? Not super easy to happen naturally so any advice on approach, where to go, what to do?

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9 months ago