Amazing how many of us retain a plush toy. 
I have a book from when I was very tiny called “Mr. Schnitzel’s Cookies.” It’s an “entertaining angels” type of story about a very kind bakerman, a mysterious hobo just passing through town, and the bakerman’s greedy and shallow neighbors, the grocers.
The message I took away from this book is “Be Kind.” I never forgot it.
My photo album, the first photo in it is me at 2 weeks, so I guess that’s been with me for the longest time!
I still have my teddy bear from my diaper days; I’m 52. I can probably find some other stuff if I look hard enough.
I have my original teddy bear, given to me when brought home from the hospital just after being born, so I’ve had it all but the very first few days of my life.
Bizzarly, a standard supermarket tub that originally contained snowballs (chocolaty coconut marshmallow cakes, I don’t know the US equivalent) At some point I started using it for general storage, and I’ve still got my used cutlery piled in it 20 years later. Looking around my flat I can’t see anything else I’ve had that long. (possibly some of the cutlery or plates, but they’re all so generic I can’t differentiate them.)
A season pass card to Astro World, because it is in the style of an ID card and has a picture of me at three years old on it.(My dad’s hands are visible on my shoulders holding me still for the picture)
I recently found, in a little box with Boy Scout stuff in it, a medal I won for winning a swimming race on July 4, 1960, when I was 6.
It’s amazing how you guys have kept them for years.
I haven’t kept a single when I was a kid. Every single one of them is broken.
All I have kept was photos of mine when I was a child.
A snowman doll I had when I was a baby.
My coin collection. I started collecting coins when I was born (1954) as my grandfather gave me some coins and paper money that were pretty old even then. I added to my collection over the years especially just after silver was removed from US coins. I still buy a proof and mint set every year.
It has some actual value, especially if the price of silver is high, so I keep it around just in case. Hopefully I won’t be needing to sell it and my kids can enjoy the collection or the money from it after I die.
My teddy bear (Teddy T.) which I got for my first Christmas in 1957. Teddy T. has no fur, barely any stuffing, and lives in an archival storage box wrapped in acid free tissue paper. I love Teddy T. with all my heart even though I don’t see him every day.
A stuffed tiger I’ve had since I was maybe three or four – so well over half a century.
I just turned 50 last week.
I have many books from early childhood, 40+ years old.
I have every watch I’ve every had since age 6. Except one. It’s in 600 feet of water in the Bahamas.
Woody Woodpecker talking doll.
Mickey Mouse doll. Both from age 3 or 4.
Several pocket knives, including my Boy Scout knife, 40+ years old.
ID bracelet, rings, necklaces from when I was 13/14 yo and before.
About 4 dozen cars obtained before I turned 18.
My first tools that my dad gave me at age 13.
And about 75 big plastic storage bins in the basement and attic of general crap that I’ve had for at least 30 years.
Because I never throw anything away.
I have a lot of things from when I was a young kid.
I have all my original Mattel handheld games from 1979. They still work too.
I was 7 when I first started training in martial arts. Today at 45 years oldI still have my original karate uniform. I can’t bring myself to get rid of it.
At age 6 I went to see the Globe Trotters. I came home with a Globe Trotters Pendant. Still have it.
The earliest possession I can remember is the following: At age 3 or 4 I was given a small ceramic cup that had Charlie Brown on it. I still have that today.
I have the catcher’s mitt that I played in Little League baseball with. Got it when I was 11, so that would be 53 some-odd years. We found it in the junk closet when my mother sold the house; I thought it had been lost in one of my moves.
But actually in my physical possession all these years? I guess that would be the pistol I carried when I was a deputy sheriff back in the 70s.
We lost everything that was at my father’s house (which was my primary residence) due to a fire when I was 11. I then moved in with my mother and lost a bunch more when the furnace malfunctioned and set fire to the house when I was 14. (For those bad things come in 3’s people it’s been over 30 years and I haven’t experienced another fire)
Luckily between those two my mother had given copies of pictures to my father to replace those lost so I have some pictures from my childhood but that’s all.
The oldest thing that’s not a picture that I have is my great grandmother’s opal ring. She died when I was 12 and being the only girl at the time it was left to me. The case was destroyed in the fire but the ring was fine. It’s unwearable, the stone is fragile and the claws are weak but it’s still sitting on my dresser in it’s replacement case.
I have some children’s books that were read to me in the late 40s. They include some *Winnie the Pooh *books, *Babar *books, and my favorite, The Tall Book of Make-Believe.
A dictionary I won in a 5th grade academic competition. Signed by some of my teachers.
Probably my baby blanket. I don’t know precisely how old I was when I got it, but, well, it’s a baby blanket. I stopped sleeping with it at about 10 years old, but I couldn’t possibly throw it away.