Ben Affleck’s love life continues to make headlines after the actor rekindled his romance with ex-fiancée Jennifer Lopez in May. The actor will be celebrating his 49th birthday on Sunday and will no doubt be ringing in the special day with the “Let’s Get Loud” singer by his side.

Celebrate Affleck’s birthday by taking a look back at the actor’s dating history.

Cheyenne Rothman

For seven years, the actor was in a relationship with Rothman, his high school sweetheart. The two started dating as teens after meeting in summer camp, but in 1997, the couple split for good.

Gwyneth Paltrow

Gwyneth Paltrow
Gwyneth Paltrow is pictured on Nov. 15, 2018 in New York City. Nicholas Hunt/Getty Images for Dior

After meeting in 1997 at a dinner hosted by Harvey Weinstein, the superstars began dating later that year. Although the couple had major chemistry, Paltrow revealed her parents didn’t approve of the relationship, reports People Magazine. They split in 1999 but briefly reunited in 2000 only to break up for a second time.

Jennifer Lopez

The couple met and began dating in 2002 on the set of the film “Gigli.” Shortly after they began dating, the pair became engaged but postponed their 2003 wedding days before their scheduled ceremony. Lopez and Affleck, who were nicknamed “Bennifer,” ended their relationship in January 2004.

Seventeen years following their breakup, Affleck and Lopez began spending time together after the singer called off her engagement to Alex Rodriguez.

Lopez confirmed the romance on her 52nd birthday in July when she shared photos of herself getting cozy with Affleck on social media.

Jennifer Garner

Jennifer Garner and Ben Affleck
Pictured: Actress Jennifer Garner and actor-director Ben Affleck arrive at the Oscars at Hollywood & Highland Center on February 24, 2013 in Hollywood, California. Getty Images/Jason Merritt

Although they co-starred in the 2001 movie “Pearl Harbor,” Garner and Affleck didn’t begin dating until late 2004. The “Batman” actor proposed to Garner, and the two were married in 2005 at a ceremony in Turks and Caicos.

Following their 10th wedding anniversary, Affleck and Garner announced their separation. The actors finalized their divorce in 2018.

Garner and Affleck share three children, daughters Violet and Seraphina and son Samuel.

Lindsay Shookus

During his separation from Garner, Affleck went public with his relationship with the “Saturday Night Live” producer in 2017. Although things appeared to be getting serious for the couple, they split the following year.

Affleck and Shookus rekindled their romance in 2019 but split for good that same year.

Shauna Sexton

Affleck was romantically linked to the Playboy model after the two were spotted at dinner in August 2018. However, after two months together, the pair ended their romance.

Ana de Armas

Ana de Armas and Ben Affleck
LOS ANGELES, CA - JULY 01: Ben Affleck and Ana de Armas are seen on July 01, 2020 in Los Angeles, California. BG004/Bauer-Griffin/GC Images

Affleck began dating de Armas in 2020 after meeting on the set of their film “Deep Water.” Fans spotted the couple out on several occasions, but de Armas didn’t confirm the romance until April 2020 when the actress posted photos of herself with the Affleck.

The couple amicably split in 2021 with sources telling People Affleck and de Armas were at “different points” in their lives.

Ben Affleck
Actor Ben Affleck attends the premiere of "The Accountant" on Oct. 10, 2016, in Hollywood, California. Frederick M. Brown/Getty Images