In my country flipflops are acceptable for almost everything and outfits I literally see nothing wrong with jeans and flipflops thats how me and my friends used to go to college I don't know enough about Japan besides years of anime and manga to know if people would judge
what about showing up with questionable drip in front of your childhood crush who's rocking that modified cheongsam feh
I was about to comment about how funny modern slang sounds because you used the word "drip", but then I looked it up and it apparently originated in 2018, and that suddenly made me feel very old....
flip flops with jeans is criminal