"I wasn't going for most beautiful," she said.
“High school was tragic,” she half-jokingly tells PEOPLE in this week’s cover story. “Just not well-informed. You know, you’re experimenting. It was the ’80s and I looked like a goth nightmare.”
“I wasn’t going for most beautiful,” she adds. “It was, How can I be the most rebelliously unattractive?”
As her career blossomed, Aniston, 47, began to learn more about fashion but insists it was slow process. In her 20s, “Oh, that was more the ’90s mom jean look,” she says, laughing. “Big blousy blouses with a big chunky belt. And remember the Western cowboy shoe? I thought I was coo-ool.”
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The actress also credits her glam squad for teaching her “everything that I know! Whatever was happening before was just unfortunate,” she says. “I know how to contour, I know how to blow out my hair. When I was in my 20s, my face was almost a complete circle. So I really needed contouring. And now I’m slowly chiseling away, wishing I had that round face back.”
On her own, Aniston’s makeup regimen is simple. “Usually some moisturizer, a little concealer under the eyes if needed. Shadow, mascara, cheeks and lips,” she says. Her go-to moisturizer? “That would have to be my Aveeno Daily Moisturizer with 30 SPF, if I do say so myself,” adds the actress, who is a spokesperson for the brand. “SPF is a must. I wish that had been beaten into my brain when I was younger.”
The Mother’s Day star says she now understands that being beautiful starts on the inside. “We’ve got to be really mindful of what we put inside our bodies,” she adds. “And how we sleep and take care of ourselves. You can get away with a lot in your 20s.”
Beauty is “really learning to love every single thing about yourself,” she says. “And also realizing that it’s not just sort of clothes and what’s happening [on the outside].”
For more of Aniston’s revealing interview, in which she shares beauty tips and secrets she’s learned over the years, pick up this week’s issue of PEOPLE on newsstands Friday
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