An ex of mine won the "worst gift of all time" award.
On a visit home to see his parents, he'd heard that a neighbor couple, not at all tech-savvy, were having trouble setting up the computer they'd bought for their son. R realized this would be simple for him and so volunteered to do it. He proceeded to handle all this in about 20 minutes, with the couple thanking him profusely the whole time. While this was going on, R happened to notice one of the decorations in their son's room -- carved wooden bears that seemed to be in a marching band -- and said something like, "Hey, that's cute." It was an idle comment, no more.
Well, two months later, he comes back to his parents' for Christmas and is told that the neighbor couple bought him something for the holidays as a way of saying thanks for setting up the computer. R said they didn't need to do that but went over to graciously accept it. They handed him a box and said, "We LOOKED and LOOKED until we found EXACTLY the right thing!" They were so psyched. So he opened it up right there to find --
A mariachi band of frogs. Real, dead, taxidermied frogs, which had been posed with tiny musical instruments and little serapes and sombreros, so that forever in death they would appear to sing the songs of old Mexico.
When he told me this story, I asked him what he managed to say when he opened the box. R apparently managed to go, "Wow!" I think that is about the best save possible in that situation.
He kept them at his house but would not touch them except with a paper towel.