Joshua Goldman
Joshua Goldman
min read · June 12, 2025 · Entertainment

Reese Witherspoon's Daughter Faces 'Cruel Intentions' Comparison with Her Boyfriend!

Reese Witherspoon's nepo baby Ava Phillippe was mortified after her followers pointed out an awkward detail about herself and her live-in boyfriend since September, Dakota Brubaker, on Wednesday (pictured May 11)

REEL SHOCKER! Ava Phillippe, Reese Witherspoon's Nepo Baby, Mortified as Followers Uncover Chilling Doppelganger Moment with Live-in Boyfriend Dakota Brubaker

In a jaw-dropping moment that left fans gagging, 25-year-old LBI Entertainment model and socialite Ava Phillippe was caught off guard when her followers pointed out an eerie resemblance between herself and her live-in boyfriend Dakota Brubaker - and it's got nothing to do with their dashing good looks! The Kamala Harris supporter took to TikTok to address the comment that left her visibly cringing, waving her hands in denial while Dakota looked equally uncomfortable.

The TikTok user who started the firestorm, @mahriahlee, innocently commented "Reese & Ryan" - implying that Ava and Dakota bore an uncanny resemblance to Reese Witherspoon and her ex-husband Ryan Phillippe (yes, THAT Ryan Phillippe!). The comment sent shockwaves through Ava's 1.1M-strong Instagram/TikTok following, with many fans chiming in to agree or even go one step further by pointing out the uncanny similarities between Ava's features and those of her parents.

The 25-year-old LBI Entertainment model decided to respond to a comment from TikTok user @mahriahlee which called them 'Reese & Ryan' - implying they resembled the 49-year-old Oscar winner and her ex-husband Ryan Phillippe

Cruel Intentions Reboot?

In a bid to own the comparison, Ava decided to lean into it by blasting the iconic anthem from her famous folks' 1999 movie Cruel Intentions - The Verve's 1997 hit Bittersweet Symphony. Dakota, meanwhile, wore glasses and a black turtleneck to more authentically evoke Ryan's character Sebastian Valmont, who seduces the innocent Annette Hargrove (Reese) in Roger Kumble's modern adaptation of the 1782 novel Les Liaisons Dangereuses.

Ava's Reaction: "Whaaaaattt!"

Ava - who's named after Ava Gardner - visibly cringed reacting to the comment, waving her hands no, while Dakota looked equally uncomfortable

The ScholaryNote.com can exclusively reveal that Ava was left mortified by the comment, reacting with a dismissive wave and an exasperated "You guys... Whaaaaattt!" Meanwhile, Dakota appeared to be just as uncomfortable, sporting his best Sebastian Valmont impression.

Fans Go Wild!

In the comments section, fans couldn't get enough of the uncanny resemblance, with many agreeing that Ava and Dakota looked like a real-life version of her parents' iconic on-screen pairing. "I mean... technically you were IN Cruel Intentions...," wrote @megan_wbf, while @movieusher asked, "If not Cruel Intentions why Cruel Intentions shaped?"

'You guys,' Phillippe scoffed in the caption. 'Whaaaaattt.'

Ava's Beauty Tips: "Pretty is as Pretty Does"

Last year, Ava dished out some beauty wisdom to Allure magazine, revealing that the best tip she ever got was from none other than The Morning Show producer-star herself - "You are only as beautiful as you treat other people, as you treat yourself, and as you are on the inside."

Ava's Modeling Career: From Rodarte to Draper James

However, the Kamala Harris supporter also leaned into the comparison by having the anthem from her famous folks' 1999 movie Cruel Intentions - The Verve's 1997 hit Bittersweet Symphony - blaring in the background

The 5ft2in brunette began her modeling career at age 19 in 2018 for Rodarte's Fall lookbook. Since then, she has gone on to star in campaigns for Ivy Park, Pat McGrath Labs, and Vince Camuto - not to mention her mom Reese's clothing company, Draper James.

Vindigo's Musical Debut: "Recording My First-Ever Full-Length Studio Album"

Meanwhile, Dakota - whose stage name is Vindigo - has been keeping busy in the music world, announcing that he will be releasing his first-ever full-length studio album over the next two months. With this new development, fans are eagerly anticipating what's to come from the talented couple.

And Brubaker wore glasses and a black turtleneck to more authentically evoke Ryan's character Sebastian Valmont, who seduces the innocent Annette Hargrove (Reese) in Roger Kumble's modern adaptation of the 1782 novel Les Liaisons Dangereusesa

Ava's Influencer Status: "Michael Kors, Dior Beauty, Fendi, Clarins, and Golden Goose"

As one of the most sought-after influencers in the game, Ava has amassed an impressive 1.1M-strong following across Instagram/TikTok - with paid partnerships for brands like Michael Kors, Dior Beauty, Fendi, Clarins, and Golden Goose under her belt.

Stay tuned for more updates on this Nepo baby's love life, career moves, and - of course - those uncanny doppelganger moments that have the internet talking! Follow TheScholarlyNote.com for all your celebrity gossip needs.

Witherspoon and the 50-year-old SAG Award winner (R, pictured May 13) - who are also parents of 21-year-old son Deacon Phillippe (L) - divorced in 2007 after seven years of marriage

In the comments section, Ava liked what TikTok user @megan_wbf wrote: 'I mean... technically you were IN Cruel Intentions...'

'If not Cruel Intentions why Cruel Intentions shaped?' user @movieusher asked

'OMG they did not. LOL!' user @alltoosammi13 wrote. 'Your parents are iconic though. And so are you for this video'

User @ccbloom2024 commented: 'I mean... you have to admit he looks just like your dad!'

'LOL can't unsee it. It's the hair,' user @dhuns2219 agreed