I think I will add the roaring twenties (imagining Great Gatsby) to my list of time periods to be isekai'd into while wealthy.

I mean, the transitions/contrasts between laws prohibiting showing knees on the beach and upper-class extravagance in lingerie is a good starting point. Illegal bars of the prohibition era, with gals that just wanted to have fun. I can see a story of some motherly figure that helps younger ladies who aren't cut out for the non-romantic aspects of such life, sail through such a maelstrom. Her secret? If you saturate their senses with booze and drugs in some safe haven of yours, you can also add sapphic exploration to the list of sins.

https://cdn.azzamo.net/a2beb6c9d135e63263359eaf73d011ecca8b003a9b7ffbe41ccd24ca4ed04dcc.webp