The gift needs to be able to come off as a genuine gift so there’s some plausible deniability…
Edit: Just so it’s clear, this is purely hypothetical. I just thought of the idea and thought it would be funny to see what a random person on Lemmy might think. This isn’t a serious request and none of the suggestions will ever actually be used.
I think something that goes against their personality. Someone who hates the spotlight give an improv class, someone who’s afraid of heights a rock climbing class, for picky eaters a food tasting, I hate listening to instructions so I hate yoga so if you got me a yoga class. Even better if you go with them so they can’t back out. It’s easy to say I wanted to get you out of your shell and thought you would like it if you tried it.