Reginald Koala - Age 1?

http://en.wikipedia.org/wiki/List_of_American Dad Ch.....

Rilakkuma - Age 5?

Army of Rilakkuma

Keychain

Bathsoap

Rilakkuma family

Tissuebox

And Rilakkuma for Nintendo Wii-

http://en.wikipedia.org/wiki/Rilakkuma

Po The Panda - Age 1

Snuggle The Bear - Age 26

http://en.wikipedia.org/wiki/Snuggle

The Berenstain Bears - Age 37

http://en.wikipedia.org/wiki/The_Berenstain_Bears

The Bears Of War Bears - Age 3-10

Mr. Herring is polish. He likes to draw, write, color and last but not least- Play video games. Result- Bears Of War.

Click image for larger view

http://bearsofwar.blogspot.com/

The Berryman Cub - Age 105

Well......

1904. Clifford Berryman is credited with introducing the teddy bear into American vernacular after President Theodore Roosevelt famously refused to shoot an old, haggard bear during a hunting trip. Berryman changed the old bear into a cute, cuddly "teddy bear"––named for the President––and it became a common symbol in Berryman's cartoons. This cartoon shows a self-portrait of Berryman drawing his famous teddy bear.....

http://inventors.about.com/od/tstartinventions/a/Teddy_Bear.htm

Kenai & Koda - Age 6

http://en.wikipedia.org/wiki/Brother_Bear

Dan Bear - Age 9

Dan Bear eating hotdogs in Will Krause's cartoon- Hot Dog Champeen.

Björne - Age 23

http://sv.wikipedia.org/wiki/Björnes_magasin

Puma First Round Teddy Bear - Age 0

Yup, avant teddybears, puma-style.

Superted - Age 27/28?

http://en.wikipedia.org/wiki/SuperTed

Unknown Bears - Various ages

Directed by Freestyle Collective

Thanks to Benjamin for the neat tip.

Blinky Bill - Age 76

Well, koalas are bears too you know.
http://en.wikipedia.org/wiki/Blinky_Bill 

Rupert Bear - Age 89

http://en.wikipedia.org/wiki/Rupert_Bear

Bear Colony - Age unknown

http://www.myspace.com/thebearcolony

Bamse (Swedish) - Age 47

Bamse (Swedish and means Teddy/Bear) the world's strongest bear.

Do Make Bears - Age unknown

Video by Jake Ross

www.myspace.com/doomachesatan

Mis Uszatek - Age 52

http://en.wikipedia.org/wiki/Mi%C5%9B_Uszatek

Rupert Griffin - Age 10???

www.familyguy.com

Stewies best buddy.

Be@rbricks - Age 8/9

Find Be@rbricks

Sugar Bear - Age 46

Gloomy Bear - Age 5-10???

Mimobot movie.

Flippy The Bear - Age 7

www.happytreefriends.com

Baloo Bear - Age 114

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Original sketch from Rudyard Kiplings Junlgebook anno 1895.