Ryan Phillippe's Dating History: Reese Witherspoon, Rihanna, Amanda Seyfried, More. Ryan Phillippe has had his fair share of high-profile romances — but coparenting remains his top priority. The Shooter star started dating Reese Witherspoon in 1997 after meeting on the set of Cruel Intentions.

Who has dated Ryan Phillippe?

Did Rihanna date Ryan Phillippe?

Following his divorce from the Witherspoon, Phillippe moved on with Abbie Cornish, whom he was with for four years before their 2010 split. He was later briefly linked to Rihanna and Amanda Seyfried before on-off girlfriend Alexis Knapp gave birth to their daughter, Kai.

Who did Ryan Phillippe used to be married to?

In 1997, Phillippe met actress Reese Witherspoon at a party for her 21st birthday. The following year, the pair starred together in Cruel Intentions. Phillippe and Witherspoon, who was six months pregnant, married on June 5, 1999, in a small ceremony at the Old Wide Awake Plantation near Charleston, South Carolina.

Who was Ryan Phillippe first wife?

Back in the '90s, Reese Witherspoon and Ryan Phillippe were one of Hollywood's "it" couples. After starring in the hit film Cruel Intentions together, Witherspoon and Phillippe quickly became a beloved duo. The young couple ended up getting married and went on to have two kids, their daughter Ava and son Deacon.

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Does Reese Witherspoon have 3 kids?

However, being a mom to her three kids is the role she enjoys the most. Witherspoon shares daughter Ava Phillippe, 24, and son Deacon Phillippe, 20, with ex-husband Ryan Phillippe, as well as son Tennessee James Toth, 11, with her ex Jim Toth.

Why did Reese Witherspoon leave Ryan Phillippe?

"My priority is and always has been the health and safety of my family." In the years since, both Witherspoon and Phillippe have opened up about the break up, citing their young age as the main reason behind the separation.

Was Reese Witherspoon married to Jake Gyllenhaal?

Jake Gyllenhaal

"He's very supportive," the actress said of her then-boyfriend, with whom she spent low-key weekends at her Ojai, Calif., farmhouse. But after two years together, they split in November 2009. "Jake would marry [Reese] tomorrow, but Reese doesn't want to go there yet," a friend of the pair told PEOPLE.

Is Reese Witherspoon a billionaire?

“I didn't,” she said of speculation that she recently became a billionaire. “They're wrong.” She added, “That's enormously flattering and if I ever touched the bottom of whatever Oprah's magic golden boots do, I would be so lucky.”

Who did Reese Witherspoon date before Ryan Phillippe?

Jeremy Sisto

Before her romance with Phillippe, Witherspoon was one-half of another iconic '90s couple while dating Clueless star Sisto.

How does Ryan Phillippe make money?

Conclusion: With a successful acting career, business ventures, strategic investments, and brand collaborations, Ryan Phillippe has built an impressive net worth of $40 million 2023. His financial success showcases his versatility as an actor and an astute entrepreneur.

Are Ryan Phillippe and Reese still friends?

He and Witherspoon have stayed friends. Last year, Phillippe posted a photo of them at Deacon's 18th birthday and he mentions her with surprising frequency during our chat. “We did a good job as co-parents, and I knew that we would even back when we were very young.

Did Ryan Phillippe ever remarry?

The Cruel Intentions stars married in 1999 and welcomed their eldest two children. They ultimately divorced in 2006. Ryan, for his part, has not remarried.

Why did Reese Witherspoon dump Jake Gyllenhaal?

So just months after they began dating in spring 2007, Witherspoon called things off. A source told People it was “totally and completely over” in June, noting, “She just got out of a divorce and was so concerned with her family, she just didn't have the time for him and he really demanded that.”

Why did Reese and Jake split?

Related: Look back on these memorable Hollywood breakups

Indeed, sources say that her divorce and her kids were the two driving factors in the split. "She felt pressured to wed again but she wasn't ready," an insider says. "She couldn't give Jake enough and she got cold feet. Jake wanted all of her."

Did Reese Witherspoon date Mark Wahlberg?

Mark Wahlberg: Just Rumors

Mark and Reese sparked romance rumors after showcasing chemistry in the 1995 thriller Fear. Neither has ever confirmed a relationship.

Who has more money Reese Witherspoon and Jim Toth?

The former co-head of the motion picture talent department at CAA is worth $4 million according to Celebrity Net Worth, while Reese's net worth is $400 million fortune. The Big Little Lies star announced on March 24, 2023, that the pair were splitting after nearly 12 years of marriage.

How old was Reese when she had her first child?

So I am glad that I had kids kind of young,” she said in a video shared on her Reese Witherspoon x Hello Sunshine YouTube page in 2019. “I had one at 23, one at 27 and then again at 37. And, oh, my God, having a baby at 37 was so much harder. This is just me being real.

What does Ava Phillippe do for a living?

However, she's already launched a successful modeling career, working with major brands like Ivy Park and Pat McGrath Labs. “Ava is so down-to-earth.

What nationality is Ryan Phillippe?

Matthew Ryan Phillippe (born September 10, 1974) is an American actor. He played Billy Douglas in the soap opera One Life to Live.