119 outfits, 74 hairstyles, 15 puppies, 2 convertibles, and 1 unforgettable decade. Here are Oprah's favorite O covers—and the ones she'd rather forget.
omag coverMay 2000
We've come a long way since our virgin cover. But what an exciting day!

omag coverSeptember 2000
Love this shot at my farm in Indiana. My favorite bike and Sheba following.

omag coverNovember 2000
Didn't like any of the stylist's outfits. Pulled this dress from my own closet.

omag coverApril 2001
This shoot brought me to Santa Barbara for the first time. I fell in love with the town and stayed!

omag coverNovember 2001
Had a blinding headache and heart palpitations this whole shoot. Couldn't wait to put that brush down.

omag coverDecember 2001
Had to shoot this right after Sept. 11—smiling wasn't easy.

The hardest cover to shoot and Oprah's all-time favorite
omag coverJune 2002
I love, love, love, this hat! The editor and apparently our readers did not.

omag coverJuly 2002
Hardest cover of all to shoot. Trying to hit the mark for the camera. My horse was camera shy.

omag coverNovember 2002
This photo represents how I see myself.

omag coverNovember 2003
Don't know who this is...And what is she wearing?

omag coverAugust 2004
May be my all-time favorite cover: On the beach, with Matthew Rolston's crew following me with heaters.

omag coverSeptember 2005
This was the last shot of the day on my way out the door. Cliff Watts said, "Let's try natural light."

Oprah's "Martha Washington" hairdo and Michelle Obama
omag coverFebruary 2006
I liked this one. No smile for a change.

omag coverJanuary 2007
Family photo, my backyard. Loved this day.

omag coverMay 2007
I call this my "Martha Washington do". Never to be repeated!

omag coverDecember 2008
This was almost as fun as it looks! Was listening to the Clark Sisters!

omag coverApril 2009
No. I'm not praying here.

omag coverFebruary 2010
My favorite thing about this shoot—those shoes.

O's most talked-about stories of all time


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