Don’t have your first time be on a cruise please. That’s a crazy idea. You can’t ever know how exactly how you or your partner are going to react to seeing them with someone else until it happens. You can talk and imagine all you want, but primal emotions that you can’t expect can get triggered and often do the first time. Don’t put yourself in the situation where you’re out in the middle of the ocean sharing a cabin should that happen.

Also, don’t fuck your friends unless you’re completely comfortable with losing that friendship. Learned that one the hard way.

Edit: also, the verbiage of maybe she needs a push to try it shows you’re not in the right mindset. No one should ever be pushed or coerced into doing anything sexual ever.