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Ryan Phillippe Details Bond With His, Reese Witherspoon’s Kids

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Ryan Phillippe Shares Rare Insight Into Bond With His, Reese Witherspoon’s Kids (Exclusive)

Ryan Phillippe always has the best of intentions when it comes to his children. 

The Cruel Intentions actor shared a rare glimpse into his life as dad to kids Ava Phillippe, 26, and Deacon Phillippe, 22—who he shares with ex-wife Reese Witherspoon—and how grateful he is to see who they have become.

“My ex-wife and I are blessed with kids who have [an] incredible sense of self,” Ryan exclusively told E! News’ Will Marfuggi, “and also are incredibly conscientious and very academically driven—intelligent. So, they make really good choices.”

That’s why Ryan—whose movie One Mile, one story told in two films releasing on digital Feb. 20—and Reese, 49, are comfortable with being “sounding boards” for their kids, offering guidance and advice as Ava and Deacon embark on careers of their own. 

“It’s nice to offer your experience to them,” the 51-year-old said, “and to let them know what you’ve been through and to guide them that way.”

As for his thoughts on Ava and Deacon entering the entertainment business? “It’s cool to have had so much experience, to see them entering a space that you’ve inhabited,” Ryan said, “and to be able to offer guidance.”

Ryan—who is also dad to Kai Knapp, 14, with ex Alexis Knappis also grateful that his kids aren’t big into social media, saying, “They kind of have more diverse interests, and that’s comforting because that can be a real detriment for a lot of young people.”

Tommaso Boddi/Getty Images for Prime Video

Besides, Ava and Deacon—who co-starred with Ryan in the series Motorheads—have had front row seats to Hollywood all their lives, growing up watching their parents navigate acting careers. 

“The fact that they grew up seeing the good and bad effects that it has had on Mom and Dad is important,” Ryan explained, “so they know that it’s not always easy or comfortable.”

And while Ryan has loved almost every stage of his kids growing up—joking, “The early teenage years—those were not my favorite”—he is truly appreciative of the relationship he has with them now that they’re adults.

Unique Nicole/Getty Images For Paramount Pictures

“My son feels like my best friend,” Ryan said. “Yes, I’m still a father and he regards me as such, but we also have so many similar interests in music and comedy, and we share all of those things.”

Plus, Ryan feels he and Deacon have “a lot of connective tissue” given that they aren’t as far apart in age as other father-son duos.

“We have these really in-depth conversations about world affairs,” he added, “and it’s really special to be able to have that.” 

For a look at more stars and their mini-me kids, keep reading.

John Parra/Getty Images for Beaches Resorts

Jodie Sweetin & Zoie Herpin

The Full House alum appears with her look-alike eldest daughter (left) and daughter Beatrix during a trip to Jamaica in 2023.

Tom Llamas/Instagram

Tom Llamas & Tomas Llamas

A total touchdown moment. The NBC Nightly News anchor and his son celebrate the Miami Hurricanes’ latest win in an adorable selfie. 

Astrid Stawiarz/Getty Images for Victoria’s Secret

Yolanda Hadid & Gigi Hadid

Like mother like daughter. After becoming a household name on The Real Housewives of Beverly Hills, the former supermodel Yolanda Hadid‘s daughter Gigi Hadid broke into the fashion industry as a teen and has been rocking runways ever since.

Emma McIntyre/Getty Images

Clint Eastwood & Scott Eastwood

Clint Eastwood‘s fifth child, son Scott Eastwood, has followed in his movie star footsteps by starring in films like Suicide Squad, Snowden, The Fate of the Furious and Pacific Rim.

Larry French/Getty Images for The Jefferson Awards Foundation

Jon Bon Jovi & Jake Bongiovi

The Bon Jovi singer and his third child is his mini-me. Pictured: The two appear on either sides of with the musician’s wife, Dorothea Bongiovi, and their youngest son Romeo Bongiovi at the Jefferson Awards Foundation’ 2017 DC National Ceremony at the Capital Hilton in Washington, DC. in 2017.

Bruce Glikas/Bruce Glikas/FilmMagic

Katie Holmes & Suri Cruise

The look-alike duo is all smiles while attending a 2016 performance of Finding Neverland in the Big Apple. 

Chris Pizzello/Invision/AP

James Marsden & Jack Marsden

Woah, the Marsden men’s resemblance was uncanny at the 2017 SAG Awards.

Dave Benett/Getty Images for Savannah Miller Bridal

Sienna Miller & Marlowe Sturridge

The Alfie star’s daughter, whom she shares with ex Tom Sturridge, joined her mom for a rare public outing in London in April 2025.

David Livingston/Getty Images

Kim Zolciak & Brielle Bierman

Double take! The Real Housewives of Atlanta alum’s  daughter looks like her younger sister!

Anthony Harvey/Getty Images

Cristiano Ronaldo & Cristiano Ronaldo Jr.

The soccer star has the cutest plus-one ever at the London premiere of Ronaldo.

Bob Levey/Getty Images for Sports Illustrated

Christie Brinkley & Sailor Brinkley-Cook

Sailor is taking after her mom in the modeling industry.

Dave Benett/Getty Images

Kate Moss & Lila Moss

And Kate’s daughter is also following in her mom’s famous footsteps.

Instagram

Reese Witherspoon & Ava Phillippe

Here posing for an Instagram snap before the Hot Pursuit premiere in Los Angeles, mom and her daughter have never looked more alike!

Jon Kopaloff/FilmMagic

Lisa Bonet & Zoë Kravitz

Like mother, like daughter. The two attend the Vanity Fair Oscars party in 2015.

Instagram

Rumer Willis & Demi Moore

With their matching jumpsuits, sleek hair and glasses, the two look more like twins than mother and daughter! “That moment when you realize you actually are becoming your mother #twinning #imnotmad,” Willis joked on Instagram.

Bryan Bedder/Getty Images

Madonna & Lourdes Leon

Pictured here in 2010, the pop icon’s daughter is a fashionista just like her mama!

Karwai Tang/WireImage

David Beckham & Brooklyn Beckham

You’ll get a kick out of how much the soccer star and his son look alike.

Instagram

Kelly Ripa & Lola Consuelos

The spunky morning show host celebrated her daughter’s 14th birthday with this adorable pic. Look at that resemblance!

Michael Loccisano/Getty Images

Uma Thurman & Maya Hawke

Once upon a time in Hollywood…the Kill Bill actress twinned with her daughter on the red carpet.

Kevin Mazur/Getty Images for NARAS

Jay Z & Blue Ivy Carter

Little Blue stole the show at the 2017 Grammys, and she’s totally #twinning with her pops!

Ari Perilstein/Getty Images for Feld Entertainment

Alison Sweeney & Megan Sanov

The Days of Our Lives star and her daughter get in the holiday spirit at Disney On Ice Presents Frozen at the Staples Center. 

Getty Images

Lily-Rose Depp & Vanessa Paradis

The mother-daughter pair looked like virtual twinsies (especially with those matching bobs) at the Chanel fall-winter Haute Couture show in Paris.

Cindy Ord/Getty Images

Julianne Moore & Liv Freundlich

The Oscar-winner and her daughter both rock the red hair.

Amy Sussman/Getty Images

Robin Wright & Dylan Penn

The nearly identical stunning stars even dress the same!

Barry King/Getty Images

Lori Loughlin & Olivia Giannulli

The Fuller House star and her daughter are practically twins at the Summer TCA Press Tour. 

Bertrand Rindoff Petroff/Getty Images; Rabbani and Solimene Photography/Getty Images

Daniel Day-Lewis & Gabriel-Kane Day-Lewis

The Last of the Mohicans and Lincoln star’s young adult son, whose mother is French actress Isabelle Adjani, made his big runway debut at 2015 Paris Fashion Week, walking into the Chanel show with Julianne Moore.

Fred Duval/FilmMagic

Gillian Anderson & Piper Maru Klotz

The two stunned on the red carpet at the Olivier Awards in London.

Andrew Toth/FilmMagic

Kaia Gerber & Cindy Crawford

If you didn’t know better, you might’ve guessed they were sisters!

Fred Hayes/WireImage

Tom Hanks & Colin Hanks

This apple certainly doesn’t fall far from the tree!

Getty Images

Mamie, Grace and Louisa Gummer & Meryl Streep

Mammia Mia! You can certainly see the family resemblance.

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