Who was your TV style crush growing up? After Blossom and Carrie Bradshaw, mine was, not surprisingly, Rachel Green. I know I'm not alone. Anyone else ask their stylist for "the Rachel" every time she got a new haircut or buy a pleated miniskirt and knee-high boots immediately after she wore them? To put it mildly, I was (and still am) obsessed with all things not only Rachel but also Jennifer Aniston. This infatuation has continued well after Friends ended and still does to this day, which happens to be Aniston's 50th birthday. Yes, today she turns 50. (Please tell us your secret, Jennifer), and her style is still going strong 30 years after she first hit our screens in the '90s.
Jennifer Aniston has proven her classic fashion prowess on and off the screen—avoiding gimmicky trends and sticking to timeless basics that still look relevant today. From spaghetti straps to square-toed shoes in the '90s to her fail-safe jeans-tank-and-blazer outfits she swears by today. So in celebration of 30 years of chic style, we're honing in on all those great jean outfits she's worn over the decades—from mom jeans to bootcut denim and '90s straight-leg jeans—all of which you could wear today. It's safe to say nothing separates Aniston from her jeans. Scroll below for all her favorite jean looks and silhouettes—on and off the screen—from the '90s until now.
How hipster of you, Jennifer!
The high-waisted, straight-leg jeans all fashion girls own today.
Well, thank goodness baggy jeans are back in style this season.
Pair your mid-rise jeans with a white tee et voilà!
Rolled-up jeans look great dressed up or down.
Airport style done right.
The boot cut is by far Jennifer's favorite silhouette.
Nothing looks chicer than knee-high boots over skinny jeans and a crisp white shirt.
How cute is the addition of socks with these cool loose-fit jeans?
Yet another great casual jean outfit, nailed.
Offset loose, ripped jeans with a smart, long overcoat.
Hiking boots are so on trend right now and look great worn with rolled-up, relaxed denim.
A smart blazer and boot-cut jeans is Jennifer's go-to outfit.
Proving less is more.
Sporty chic.
Shop Jennifer Aniston's favorite jeans:
Up next, these over-40 celebs have inspired us so much this year.
-
French Fashion People Wear These Levi's Jeans That Are Only $48 During Amazon's Prime Big Deal DaysCool, chill, and classic.
-
These Chic Finds From Amazon's October Prime Day Feel Very 2025—30 I’m Adding to CartMost are under $50.
-
30 Incredibly Chic Finds I Regret Not Buying This Week From Nordstrom, H&M, and ZaraSo many gems. So little time.
-
I'm a Shopping Expert—These Jeans, Shoes, Jackets, and Sweaters Are the Best Picks on AmazonThe only jeans, shoes, jackets, and sweaters worth buying on Amazon.
-
PSA: Selena Gomez's Trendy $120 Jeans Are Still in StockBut not for long.
-
Wait, Abercrombie Is So Good Right Now—27 Elevated Fall Picks That Have My AttentionMost are even on major sale right now.
-
These 9 Fall Outfits From British Women Are So Chic They Have Me Googling "UK Visa Application"Fresh style inspo from London to Cornwall.
-
I'm Not a Betting Person, But I Swear These 30 Chic Zara Finds Are Going to Sell Out FastDon't sleep on these standouts.
