9 Pics Of Meg Ryan That Showcase Her Peak '90s Style

Acclaimed actor Meg Ryan is perhaps just as well known for her iconic '90s fashion as she was for her role as Sally Albright in the 1989 film "When Harry Met Sally." Ryan's stardom really took off after the beloved rom-com, and her "When Harry Met Sally" role earned her a Golden Globe nomination. Even before her breakout moment in 1989, Ryan was already a budding Hollywood star, appearing in a few notable films, including "Top Gun" in 1986 and the 1987 film "Innerspace" , which is where she met future-husband Dennis Quaid, who she married in 1991.

While her clothes in "When Harry Met Sally" sparked an interest in an '80s fall-style aesthetic (dubbed Meg Ryan Fall), her fashion in the following decade was quite different. Having found her footing in Hollywood, Ryan's fame, success, and style were at their peak in the 1990s. In this decade, the actor traded bulky sweaters for statement jackets, and she rarely appeared at a premiere without sunglasses. Her relaxed, cool-girl style fit her personality, as she said in an interview with The Sunday Times, "I like clothes, but I don't think I'm a fashion person." Even if she doesn't see herself as a style icon, Ryan left a lasting mark on fashion, and her red carpet looks are peak '90s.

At the "Sleepless in Seattle" premiere in 1993, Meg Ryan posed on the red carpet wearing a unique look. The loose-fitting dress was a big step away from the tailored suit and bowler hat she donned in "When Harry Met Sally" — one of the most iconic rom-com outfits. Clinging to her then-husband's hand, the actor wore a simple, gray maxi dress. She paired the subtle garment with a chunky, black cross necklace, which brought a gothic element to her outfit, and finished the look with her typical pair of oval sunglasses.

Meg Ryan may be one of the famous '90s actors who are practically unrecognizable now, but her peculiar appearance at the 1993 ShoWest convention was hard to ignore. The actor turned up to the event wearing a very nautical outfit consisting of a relaxed-fit navy suit layered over a blue-and-white striped top. Ryan's unique accessories, including a plaited brown belt, oversized handbag, and oval sunglasses, aded character to the look, and she finished the outfit with a pair of two-toned spectator shoes.

Meg Ryan looked extremely on-trend at the 1995 Pediatric Annual AIDS Foundation Picnic. The actor, alongside then-husband Dennis Quaid, posed wearing a brown leather jacket, high-waisted denim jeans, and a white T-shirt. Roomy leather jackets and were all the rage with fashion enthusiasts in the '90s, and the decade was also very big on denim, so the "You've Got Mail" star looked perfectly modern. In addition to a long necklace, in typical Ryan fashion, she accessorized with oval sunglasses

Meg Ryan stepped onto the red carpet at the 1995 "French Kiss" premiere in Los Angeles looking gorgeous in an all-white look. By opting for a shift dress, the actor momentarily brought back the '60s Mod aesthetic rather than following '90s fashion trends. She also paired the short frock with white strappy heels. The event was an opportunity for Ryan to showcase her new pixie cut. The iconic hairstyle was extremely popular in the '90s and the choppy look added a grungy edge to her outfit.

In 1995, Meg Ryan wore a chocolate-brown coatdress to a Celebrations of UNICEF event. Her satin ensemble aligned with the sleek minimalism dominating '90s fashion at the time, though it also had a few subtle nods to the '60s Mod aesthetic. Featuring oversized buttons running from the collar to the hem, the structured silhouette extended to her mid-calf. Ryan concluded her look with a simple black handbag and glossy black boots. The actor once again wore oval sunglasses — a signature accessory that had become a staple of her red carpet style.

In 1996, Meg Ryan proved animal prints are the new neutrals at the "Courage Under Fire" premiere alongside her then-husband. Animal print was having a big moment that decade, and it was popping up all over runways on supermodels like Cindy Crawford and Naomi Campbell. Ryan's sleek maxi dress was the perfect fit for a '90s red carpet, and her look combines Hollywood glamour with a subtle punk rock vibe that came from her black shoes and sunglasses.

Dennis Quaid and Meg Ryan attended the 1996 "Dragonheart" premiere wearing matching black suits layered over white T-shirts, for a more casual vibe. The "City of Angels" star appeared to have shared her love for sunglasses with her husband, as both she and Quaid topped their look with a pair of shades — with Ryan's being her signature oval-shape style. She amplified her laid-back look with a messy short bob, and style wise, the couple were on the same page.

In 1998, Meg Ryan arrived at the "You've Got Mail" premiere alongside co-star Tom Hanks wearing a floor-length leather trench coat. The glossy piece was layered over a soft gray maxi dress that skimmed the floor and draped loosely over her frame. While the structured jacket gave her look a gothic edge, dainty buttons running from the collar to the hem kept the outfit from feeling too Hot Topic. She completed the ensemble with an encrusted gold clutch, adding a touch of contrast and further softening the jacket's "Matrix"-like vibe.

At the Golden Globe Awards in 1999, Meg Ryan opted for a more colorful look than she usually goes for. The actor attended the event clad in a satin butter-yellow maxi skirt. Her outfit prioritized sophisticated clean lines and soft materials over dramatic styling. Contrasted against a basic gray top, the glossy number skimmed the red carpet and captured the understated elegance that defined '90s minimalism. At the event, Ryan swapped her signature shades for a statement red lipstick that stood out against her yellow skirt, and her small embellished clutch added a touch of luxury.