Ship a dildo to their doorstep.
Discussion
too lewd
Idk, what else then. My Little Pony doll? Adult diapers? If you gain access to someone else's money then your only option is to spend it on something embarassing for them.
provide value they feel is indispensable
Yeah, but what if you make a mistake and they don't like it? Then you just used someone else's money to buy something they never asked for. If you are going to use someone else's money for something they can't choose, I think that trying to make them laugh with low stakes silly antics is better than acting like you respect someone without directly asking their preferences.
That's just my initial reaction. Different people have different relationships, and all's well that ends well.
I think I worded this poorly. 😅