30s, still have one
It's a little yellow bear. And it's age is definitely showing. The stuffing has been replaced, the fur has has to be re-fluffed, some holed patched, and now there are more holes that need patched.
Part of keeping it is utility, it's a nice pillow to keep my arm in the right position. Part of it I'd sentimental.
My fiancé got a weighted dragon plush, it's long, like a 1/3rd sized body pillow. And I'm kinds jealous of her having it. So when I retire my yellow bear I might switch to that.