The popular "Friends" alum, Matthew Perry, recently made headlines for writing about dating Julia Roberts in his memoir, "Friends, Lovers, and the Big Terrible Thing," which is slated to release Friday.

While the 53-year-old actor is single now, he has dated several ladies throughout his life. Here's a look at the women Perry has been involved with over the years.

1. Julia Roberts

It was revealed in an excerpt published in The Times of London, Perry began to date in 1995 after the actress appeared on the sitcom for a guest appearance. However, they dated for only two months because of Perry's insecurities.

In the memoir, the actor admitted dating Roberts "had been too much" for him. He added, "I had been constantly certain that she was going to break up with me," PageSix reported.

2. Yasmine Bleeth

Perry, who played Chandler Bing's character on the sitcom, joked about having a crush on Yasmine Bleeth in one of the episodes. The "Baywatch" star and Perry soon made headlines in late 1996 for dating. While this romantic relationship didn't last for long, the actor kept making references about Bleeth in more seasons.

3. Neve Campbell

Perry and Campbell dated while they were working on a movie, "Three to Tango" in 1998. However, they split ahead of the movie release in June 1999.

4. Maeve Quinlan

The actor dated Quinlan from 2002 to 2003. It was rumored to be Perry's first serious relationship that lasted for almost a year, but then it remained a mystery why they split. However, during an interview with People last week, the actor did admit he was used to ending the relationships first, thinking "they were going to annihilate me."

5. Lauren Graham

Following his breakup with Quinlan in 2003, the actor was linked with Graham in the same year. However, within a few months they broke up. The split seemed to happen on a good term as they worked together in a 2008 movie, "Birds of America."

6. Rachel Dunn

Aside from dating Hollywood actresses, this time the actor dated volleyball player Rachel Dunn. They were together from 2003 to 2005.

7. Lizzy Caplan

Perry began dating Caplan in 2006, and they dated for six years. They kept their romance low-key and out of the spotlight for a long time.

8. Molly Hurwitz

Perry and Hurwitz began dating in 2018. The actor confirmed their relationship in 2020 via Instagram on Valentine's Day. He also announced his engagement with Hurwitz in November the same year. The engagement lasted for only six months, as they called it quits.

On the work front, Perry was last seen in 2017's series, "The Kennedys After Camelot" as Ted Kennedy.

Matthew Perry
Matthew Perry poses at the CBS Studios rooftop summer soiree in West Hollywood, California, on May 18, 2015. Reuters/Danny Moloshok