Ryan Phillippe

Ryan Phillippe

Matthew Ryan Phillippe (/ˈfɪlɪpi/; born September 10, 1974) is an American actor. After appearing as Billy Douglas on the soap opera One Life to Live (1992–1993) and making his feature film debut in Crimson Tide (1995), he came to prominence in the late 1990s with starring roles in I Know What You Did Last Summer (1997), 54 (1998), Playing by Heart (1998), and Cruel Intentions (1999).

Throughout the 2000s and beyond, he took on a range of roles in films such as The Way of the Gun (2000), Antitrust (2001), Gosford Park (2001), Igby Goes Down (2002), The I Inside (2003), Crash (2004), Flags of Our Fathers (2006), Breach (2007), Stop-Loss (2008), MacGruber (2010), The Bang Bang Club (2010), and The Lincoln Lawyer (2011).

Outside of film, Phillippe appeared in the lead role of Bob Lee Swagger on USA Network’s Shooter (2016–2018) and reprised his portrayal of Dixon Piper in the Peacock adaptation of MacGruber (2021).

In 1997, Phillippe met actress Reese Witherspoon at a party for her 21st birthday. Phillippe and Witherspoon, who was six months pregnant, married on June 5, 1999. Their daughter Eva was born in 1999 and their son Deacon was born in 2003. On October 30, 2006, the couple released a statement announcing that they were formally separating. Witherspoon filed for divorce on November 8, 2006, citing  irreconcilable differences as the cause. The couple’s marriage officially ended on October 5, 2007, with final divorce arrangements settled on June 13, 2008, according to court documents. They shared joint custody of their children.

He began dating model and actress Alexis Knapp in May 2010; they ended their relationship in September that same year. After their breakup, Knapp discovered that she was pregnant by Phillippe and gave birth to a daughter in 2011.

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Ryan Phillippe Movies

Discover the best Ryan Phillippe movies. Explore the complete filmography, including top-rated classics, newest releases, and highest-grossing films starring Ryan Phillippe ranked by year and score.

1

One Mile: Chapter One (2026)

Action Crime
After being released from prison, a father tries to reconnect with his daughter by taking her on a tour of college, but they soon find themselves fighting for more than...
Score 7.2
2

I Know What You Did Last Summer (2025)

Horror Mystery Thriller
One reckless night, five friends make a choice that costs someone their life, and then agree, in silence, to pretend it never happened. For a while, that silence holds. Then,...
Score 5.7
3

Breach (2007)

Crime Drama History
Eric O'Neill thinks his big break has finally arrived when the FBI assigns him as clerk to Robert Hanssen, a decorated veteran agent with twenty-five years of service. The reality...
Score 6.6
4

Gosford Park (2001)

Drama Mystery Thriller
A country estate in the English countryside, a weekend shooting party, and a cast of aristocrats, hangers-on, and below-stairs servants who know far more than their employers imagine. Robert Altman's...
Score 6.8
5

Cruel Intentions (1999)

Drama Romance
Manhattan's prep-school elite runs on cruelty, and no one plays the game more ruthlessly than Kathryn. She makes her stepbrother Sebastian a wager: seduce the headmaster's famously virtuous daughter before...
Score 6.8
6

54 (1998)

Drama Music
New Jersey teenager Shane McCabe talks his way past the velvet rope and straight into the glittering chaos of Studio 54, the Manhattan nightclub that briefly made excess feel like...
Score 5.9
7

White Squall (1996)

Adventure Drama
It is 1960, and a group of prep school boys trade their classrooms for the open ocean aboard a traditional sailing vessel. Under the firm command of Captain Christopher Sheldon,...
Score 6.3

Frequently Asked Questions

What are the highest-rated movies starring Ryan Phillippe? +
According to aggregate user scores, the absolute best titles starring Ryan Phillippe are One Mile: Chapter One, I Know What You Did Last Summer, and Breach.
How many movies and TV shows has Ryan Phillippe starred in? +
Our database currently features a comprehensive filmography of 7 titles starring Ryan Phillippe, ranging from their earliest roles to the newest releases.
Are the movies starring Ryan Phillippe worth watching? +
Yes! The overall filmography starring Ryan Phillippe maintains a strong average user rating of 6.5 out of 10 across all tracked titles.