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Red Carpet Flashback: Reese Witherspoon's most delightful red carpet moments

Fresh off her Emmy-nominated performance in HBO’s Big Little Lies, Reese Witherspoon returns to the big screen weekend with her latest rom-com romp, Home Again.  Reese has been dishing up her Southern charm for the better part of two decades — whether it was in her first role as tomboy Dani Trant in The Man in the Moon or her Oscar-winning acceptance speech for her role as June Carter Cash in Walk the Line, Reese has proven time and again that she knows how to delight an audience both on and off screen.

Click ahead to see Reeses’s 25 most delightful red carpet moments we could find — and we dare you not to smile along.

‘The Man in the Moon’ (1991)

Baby-faced, and just 15, Reese posed with her co-stars Jeremy London and Tess Harper at the Hollywood premiere of her feature film debut, The Man in the Moon.
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American Museum of the Moving Image Salute to Al Pacino (1993)

Reese attended the star-studded event with rumored boyfriend Chris O’Donnell in New York City. The couple only lasted a few months — not all that surprising given her age, 16, and his, 22.
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‘Backbeat’ (1994)

The following year Reese attended the Backbeat premiere in Hollywood with its star Stephen Dorff. The two worked together on the film S.F.W. released that same year.
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‘Romeo + Juliet’ (1996)

Sporting a feathered mask for the Los Angeles premiere of the Baz Luhrman feature Romeo + Juliet, it was clear Reese’s star was definitely on the rise.
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’54’ (1998)

Reese attended the 54 premiere with then-boyfriend Ryan Phillippe. Reese and Ryan would go on to co-star in Cruel Intentions the following year and the film’s steamy scenes would help solidify their status as one of Hollywood’s hottest couples.
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‘Cruel Intentions’ (1999)

It’s hard to imagine, but Reese — seen here with co-star Selma Blair at the premiere in New York — wasn’t the first choice for the role of Annette. The studio wanted Katie Holmes and director Roger Krumble told Cosmopolitan magazine he was interested in casting Vinessa Shaw. Luckily, Ryan Phillippe, already attached to the film, convinced Krumble to pursue Reese for the part.
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‘Legally Blonde’ (2001)

In matching hues of Elle Woods pink, Reese and Ryan walked the pink carpet at the Los Angeles premiere. The role launched Reese onto the A List, and her character has become something of a feminist icon. Reese told Instagram for the 15th anniversary, “It actually had a meaningful story. And it was about female empowerment. It wasn’t necessarily about the girl getting the guy.”
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‘Sweet Home Alabama’ (2002)

Fresh off the box-office hit Legally Blonde, Reese struck gold again with her next film, Sweet Home Alabama, solidifying her status as a leading lady.
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‘Legally Blonde 2’ (2003)

Pregnant with her son, Deacon Phillippe, Reese and hubby Ryan walked the red carpet at the London premiere of the sequel to her hit franchise.
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‘Vanity Fair’ (2004)

Newly a brunette (for her upcoming role as June Carter Cash), Reese is joined by Ryan on the red carpet for the Venice Film Festival premiere.
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‘Walk the Line’ (2005)

Seen here with co-star Joaquin Phoenix at the Los Angeles premiere, Reese would go on to win the Best Actress Oscar for her portrayal of June Carter Cash. In her acceptance speech, Reese thanked the real Carter Cash, saying, “People used to ask June how she was doing, and she used to say ‘I’m just trying to matter’. And I know what she means. You know, I’m just trying to matter, and live a good life and make work that means something to somebody.”
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‘Just Like Heaven’ (2005)

Back to her romantic comedy roots, Reese shared a sweet moment with co-star Mark Ruffalo at the Los Angeles premiere.
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‘Penelope’ (2006)

Reese headed north to Toronto for the film festival premiere with Christina Ricci. Reese put on her producer hat for the film, telling MTV News, “I feel like this is my baby … we had a premiere at the Toronto Film Festival — was a big moment in my life, me breaking through into a new career, almost.”
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‘Rendition’ (2007)

Former real-life couple and co-stars, Reese posed with Jake during the Rome Film Festival photocall for the 2007 thriller.
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‘Four Christmases’ (2008)

On the red carpet for the Los Angeles premiere of the Christmas comedy that paired Reese with fellow southerner Sissy Spacek as her mother-in-law.
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‘Monsters vs. Aliens’ (2009)

Reese shows off her best Vulcan salute on the blue carpet for the Los Angeles premiere of the DreamWorks Animation hit, in which she voiced Ginormica. (Photo: Getty Images)

‘How Do You Know’ (2010)

Reese is all smiles with co-stasr Owen Wilson and Paul Rudd at the Los Angeles premiere.
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‘Water for Elephants’ (2011)

Reunited with former Vanity Fair co-star and on-screen son, Reese shared a laugh with Robert Pattinson as they walked the red carpet at the London premiere of the film based on the 2006 novel. (Photo: Getty Images)

‘Mud’ (2012)

Pregnant with her third child, Reese (a Tennesse native) appeared alongside fellow southerner Matthew McConaughey on the red carpet at the Cannes premiere. She praised the film for its accurate portrayal of the American South, telling Backstage.com “I grew up with my brother in a creek on a dirt bike riding around, doing motocross, down in the dirt, fishing in Tennessee. So, when I read [writer-director] Jeff [Nichols]’s script, it just felt like home.”
(Photo: Getty Images)

‘Wild’ (2014)

Friends and co-stars Laura and Reese played mother and daughter — although they are only nine years apart — for the big-screen adaptation of Cheryl Strayed’s book. The two reunited on the red carpet at the Los Angeles premiere and explained to the New York Times that each being cast in an Alexander Payne film made them destined for friendship. “People who work with Alexander feel connected,” Reese said.
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‘Inherent Vice’ (2014)

Reese poses with co-stars Benecio Del Toro and Josh Brolin at the Los Angeles premiere of the Paul Thomas Anderson drama.
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‘Hot Pursuit’ (2015)

Reese surprised fans at the Miami screening with co-star Sofia Vergara. Reese revealed her own fangirl moment for Sofia telling Collider that her family “watches [Modern Family] every Wednesday night … and I started to think, ‘Oh, it would be really fun to make a buddy movie with her,’ so I set up a meeting.”
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‘Sing’ (2016)

It was a family affair for Reese at the Los Angeles premiere of the animated feature.
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‘Big Little Lies’ (2017)

Group hug! The leading ladies of the HBO hit shared a sweet embrace on the red carpet during the Hollywood premiere.
(Photo: Getty Images)

‘Home Again’ (2017)

Reese brought along her look-a-like daughter Ava for the Los Angeles premiere on Aug. 29, 2017.
(Photo: Getty Images)

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