One of my favorite things of all time is seeing pictures of celebrities before they were famous. For example, finding a red carpet photo of a pre-sexpot Megan Fox from approximately 5 years ago filled me with such glee, that it should probably be illegal.
I mean, how else are we going to figure out who’s had work done and who hasn’t?
So to kick off our gallery of awkward “before they were famous” pictures, we have a yearbook photo of a short-haired, boyish Winona Ryder before she was all glamorous and stuff.
Launch the gallery to view all 40+ photos of female celebrity yearbook (and teen) photos in the gallery!



































delaserman | October 4, 2008 at 7:14 am
It would have been helpful if you listed who they are. I can’t identify 1/2 of them. Plus some are guesses.
cosina | October 4, 2008 at 7:30 am
delaserman is right. A few are easy, but the others…who knows :)
FromSF | October 4, 2008 at 10:02 am
On page 2 next to Cameron you have a pic of Bridget Fonda close up not Alicia Silverstone….good selection. Love the pick of Madonna close up, you can see how much Lourdes takes after her!
Angelina | October 4, 2008 at 11:31 am
The pictures are listed by page. Read the article. It’s interesting that Beyonce used to be black. :)
Annabella | October 5, 2008 at 5:11 am
That’s no Winona…that’s SAMANTHA RONSON!
Green Is Good | October 5, 2008 at 10:18 am
Winona Ryder was a gawky-looking boy, wasn’t she?
Green Is Good | October 5, 2008 at 10:21 am
Page 2, 3rd row, 1st photo. That’s Bridget Fonda.
Bey's Complexion Used To Be Tan | October 5, 2008 at 9:15 pm
Actually, Beyonce and I are the same color. Or rather, Beyonce and I should be the same color as judging from our childhood pics side by side. I was a pale baby for sure as I’m sure Beyonce was. Probably almost white. But, that goes away as time wears on and you become tan (in the black race). At one point and time in her career, judging from her earlier videos, we were the same complexion. That’s why I was shocked to see Beyonce being so pale near white. She and I share the same complexion and she’s 4 shades lighter. I occassionally revert a bit paler when I’m sick in the winter and that’s by only one shade.
james12 | October 21, 2008 at 6:24 pm
can’t believe that’s winona. cute guy. lol
-Live NYC shows on RealityBedroom-
-www.realitybedroom.com-
Todd and Joey Bennett-Dallman | October 23, 2008 at 12:31 am
THE AMOUNT OF IGNORANT COMMENT ON HERE…PATHETIC..SHE WAS A CUTE GOTH…WHAT IS A “GIRL” OR “BOY” SUPPOSE TO LOOK LIKE? LOSERS…GET YOUR HEADS OUTTA YOUR ASSES!
http://WWW.KABBALAH.COM :)
Nids | October 25, 2008 at 7:52 pm
What’s up with Ashanti’s eyebrows? They were a mess!
John848 | March 30, 2009 at 2:40 pm
Very nice site!