Nudy by Nature

Your family's money problems have one surprisingly cheap fix: a landlady with a lead on an island paradise. The catch is that it's a nudist colony, and with the roommates conveniently shipped off to camp, it's just you and her figuring out the new rules first.

The setup is straightforward. Bills are piling up, the landlady's solution solves them, and the only price of admission is getting comfortable with a lot less clothing than usual. Before anyone else moves in, the two of you get the place to yourselves.

You spend your time exploring the island in free roam, working through story scenes and whatever the phone system turns up as it gets built out, easing yourself and the people around you into the clothing-optional lifestyle one interaction at a time.