

Maybe. It would entirely depend on my level of comfort with the other person, and their personality.
I’ve had wealthier friends, who I did not have a sexual relationship with, pay for my share of a hotel room for a convention. A different one treated me out to a (cheap for a concert, but not cheap for me) concert. I had known those friends for at least a year in both of those cases and had no worries about them or their personalities.
As another commentor said, what happens if you have a falling out while you’re over there?
Also, depending on your relationship, and the personality of the person paying, they could use this as a form of control. They could effectively treat this as entirely their vacation, and you’re just the human sex toy they brought along who’s going to stay in the room the whole time until they want your “services”. Or you’re just the trophy boytoy to hang off her arm and look pretty. You wouldn’t have much room to push back on it.
Or this could just be someone living in a different income bracket to you trying to do something nice for you that isn’t a big expense for them. I personally think that’s less likely with a trip to the Maldives, but it’s not impossible.
Or this could be them trying to turn the FWB situation into something more serious.
As with most things in relationships, even FWB, it would probably be worth talking with them. “Hey, I’m happy that you’d do this for me, but I’ve never done something like this before. Is there anything you’re looking for from me as your plus one?”














It started as a shitposty counter-movement to the overwhelming amount of posts here that are just news and politics. At this point I think it’s being perpetuated by the meme of it all.