Well, I have had a few.
My grandma bought me and my husband simpson slipper socks. We where both in our late twenties.

I am sure she got them at the flea market.
My hubands friend who weighs about four hundred pounds bought me thong underwear and told me he would custom fit them for me.
My favorite worst gift is for my first christmas as a married couple my husband bought me a clapper. Okay it was a joke but, it was really tacky.