Most thoughtful gift: a friend who I don't know that well had her daughter in England buy me animal-themed Christmas tree ornaments, knowing that I do my entire tree in animal ornaments and thinking (correctly) that she would be able to find very different ornaments than what I would find in the USA. I didn't even realize I had mentioned that I do my tree in an animal theme. I was very, very touched. My friend is her Dad's caregiver and I watched her Dad for her one evening when she couldn't stay with him and she was so appreciative.
DH and I always tell each other what we want so there's no hinting around or hoping and wishing for certain gifts. We know we will get stuff we like from each other. We made this "rule" very early on in our relationship as I did NOT want to be like my mother (who used every gifting occasion as an occasion to be mad at my father for not being "thoughtful" enough).
This year we gave each other annual passes to WDW (same gift 4 years in a row). We love our APs! We have spent major, major $$$ on our dog over the last few months (torn ligament, TLSO surgery, osteomyelitis, etc.) so our dogs health is our biggest concern this Christmas.