Hoping for first time on Vacation

My (41m) wife (35f) knows about my kink and is supportive talking about during sex and role-playing. She used to always follow it up with “but I wouldn’t do it” then “I don’t think I would be able to do it” and the last time it became “I would feel overwhelmed, but you would just be watching right?”
We are going on vacation in the fall to some Caribbean islands, Guadeloupe and Dominica. I mentioned it would be fun to have some fun on vacation, I know she knew what I was hinting too but pivoted to getting sexy swimsuits or lingerie.
What would my next step be? She’s beginning to sound interested to fulfill my kink. Any advice?

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u/fun_onthe_accountof — 20 hours ago

I (41m) want my gf (35f) to cuck me on vacation

We are going down to Guadeloupe and Dominica. I’m hoping to get her in the mood to cuck someone on vacation. She knows about my kink and has entertained it during sex. She has always said she wouldn’t be able to do it but the last conversation we had was more around knowing what to do in the situation. Any advice or ways to get her excited for it?

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u/fun_onthe_accountof — 23 hours ago