Relive Reese Witherspoon and Ryan Phillippe's Idyllic '90s Romance

Updated on 5/20/2017 at 9:30 AM

Back in the late '90s, Reese Witherspoon and Ryan Phillippe were one of Hollywood's biggest It couples. The two first met at Reese's 21st birthday party in March 1997 and became engaged a year later. Aside from showing sweet PDA on the red carpet, they also took their love to the big screen by playing love interests in Cruel Intentions in 1999. That June, they tied the knot at a plantation in South Carolina. While they eventually got divorced in 2007, the former couple has remained good friends as they coparent their two children, Ava and Deacon. If you're feeling a little nostalgic, you'll definitely get a kick out of these throwback photos of the couple.

The two attended a charity fundraiser in February 1998.

Reese and Ryan were quite cozy at the LA premiere of 54 in August 1998.

The Cruel Intentions costars attended their big premiere together in April 1999.

The two held hands at the Cruel Intentions premiere in April 1999.

The pair showed sweet PDA at the Road Trip premiere in May 2000.

The duo attended the LA premiere of The Way of the Gun in August 2000.

In November 2000, the two posed for the cameras at the Little Nicky premiere in Hollywood.

The two were tickled pink at the Legally Blonde premiere in June 2001.

Ryan accompanied Reese to the Southampton screening of Legally Blonde in July 2001.

Reese was all smiles at the NYC premiere of Gosford Park in December 2001.

The two got all dolled up for the 74th Annual Academy Awards in March 2002.

The pair walked the red carpet at the Screen Actors Guild Awards in March 2002.

Reese only had eyes for Ryan at the premiere of Sweet Home Alabama in September 2002.

Reese, who was pregnant with Deacon at the time, showed off her baby bump during the premiere of Legally Blonde 2: Red, White & Blonde in July 2003.

The pair couldn't stop smiling during the NYC premiere of Vanity Fair in August 2004.

Reese sported darker locks at the premiere of her movie, Vanity Fair, at the 61st Venice Film Festival in September 2004.

Ryan couldn't keep his eyes off Reese during the LA premiere of Crash in April 2005.

The two cuddled up for the screening of Walk the Line at the AFI Fest in November 2005.

Reese and Ryan wrapped their arms around each other at the Oscars in March 2006.

Reese and Ryan shared a passionate smooch at a Golden Globes after party in January 2006.