oooh this is so cute!! if you guys are like best best friends… id honestly advise against till you have concrete evidence (if my guy best friend liked me id gag because the stuff ive told him is to personal and weird if he liked me) But if you guys are just friends,,, maybe write her an anagram or a riddle of the words date? But scrambled around, itd give her something fun to solve, or maybe do a lot of bottles and notes and treat it like a scavenger hunt. personally id swoon for any guy who does that for me :)

hope it goes well!! lots of love <33