Of course Health and Happiness first!
Normally my DH asks me for a list since he hates the idea of randomly choosing a gift that may not suit. I am very easy to please; nice chocolates, bubble bath, a good book. If there is a specific sweater or slippers I would like I let him know where to find them.
This year I made up my mind that I want/need a new mixer for the kitchen. I have only ever had a hand mixer; now I would appreciate (and can afford) a nice heavy duty stand mixer. I let him know I would buy one for myself in time to do my Christmas baking. It is a bit of a luxury, but he and my family will benefit from baked goods.
My daughter lives near a L'Occitane store, and their soap is divine. She knows I like it, and am likely to receive it from her. Small pleasures.
I can't say I have experienced a bad gift, but then right from the start 37 years ago, my DH has asked for hints.