Ben Affleck doesn’t have a protracted checklist of loves, however the ones he has are some truly well-known names. We’ve were given his romantic historical past that comes with fiancée Jennifer Lopez, ex-wife Jennifer Garner and extra.

Ben Affleck for sure has a development in terms of his love lifestyles. He falls arduous for well-known actresses and their romances turn out to be so prime profile because of the character of 2 A-listers coming in combination. However unfortunately his non-public demons have additionally were given in the best way of his relationships during the years. Because the 49-year-old celebrates his 2nd engagement to Jennifer Lopez, 52, glance again at his previous loves right here!

Gwyneth Paltrow

Ben Affleck and Gwyneth Paltrow
Gwyneth Paltrow used to be Ben’s first primary love upon breaking giant in Hollywood within the past due 90s. Photograph credit score:

Ben and his bestie Matt Damon become younger Hollywood royalty when the then-27-year-olds gained an Oscar for Best possible Unique Screenplay in 1998 for Excellent Will Looking. It used to be their first effort in Hollywood and made the gifted younger actor-writers the freshest commodity in Tinseltown. It additionally landed Ben a good looking female friend in actress Gwyneth Paltrow, 48. The 2 have been darlings of Miramax Studios Leader Harvey Weinstein and met at certainly one of his events in 1997, and started courting later that yr.

Ben and Gwyneth co-starred in 1998’s Shakespeare in Love whilst very a lot in love themselves. Unfortunately, that they had damaged up by the point she gained the Oscar for Best possible Actress for the movie in 1999, regardless that she thanked her “buddy” Ben in her acceptance speech. The pair rekindled their romance as they starred within the 2000 drama Soar, however ended issues for excellent in past due 2000. Through the years, the GOOP founder hinted he had problems that brought about their breakup.

In 2003, Gwyneth instructed Diane Sawyer, “Ben makes lifestyles tricky for himself. He’s were given numerous complication, and you realize, he truly is a brilliant man. So I’m hoping he types himself out.” She went even additional all through a 2015 look on The Howard Stern Display, the place Gwyneth put their loss of life on Ben, announcing, “He used to be now not in a excellent position in his lifestyles to have a female friend,” regardless that she added that he used to be “tremendous clever and truly, truly gifted.”

Jennifer Lopez

Ben Affleck and Jennifer Lopez
Ben Affleck and Jennifer Lopez’s romance become so prime profile it earned them the nickname ‘Bennifer.’ They just about wed, however known as off the nuptials only some days ahead of the large rite. Photograph credit score: MEGA.

Ah the romance that began one identify mixtures. “Bennifer” become a factor all through the 2002 filming in their disastrous film bomb Gigli, whilst Jennifer used to be nonetheless married to backup dancer Cris Judd. However she and Ben may now not struggle their hobby and fell head over heels in love. She divorced Cris, and Jen and Ben were given engaged in past due 2002. He introduced her with a 6.1 carat purple diamond ring value $2.5 million.

In 2002 Ben famously gave the impression in JLo’s “Jenny From the Block” song video, caressing her bikini-clad derriere whilst on a yacht. Between tacky moments like that, and the prime profile bomb that Gigli used to be, their dating took some hits within the press and amongst fanatics. The couple become sufferers of overexposure, and their dating drama got here to a head when the pair known as off their September 2003 wedding ceremony only some days ahead of it used to be meant to move down. Whilst they ended up staying in combination, their nuptials by no means took place they usually known as off their engagement and cut up for excellent in past due Jan. 2004. 5 months later, Jennifer married singer Marc Anthony on June 5, 2004, rushing any Bennifer reunion hopes.

Jennifer Garner

Ben Affleck and Jennifer Garner
Ben Affleck and Jennifer Garner have been married for 15 yr and feature 3 kids in combination. Photograph credit score: MEGA.

Like JLo, Ben didn’t keep unmarried for lengthy after their breakup. He admitted in a 2017 Playboy interview that he fell in love with actress Jennifer Garner, whilst they have been filming the 2003 movie Daredevil…whilst he used to be nonetheless in a dating with Lopez! Despite the fact that he didn’t act on his emotions till he and JLo had cut up. Ben and Garner made their dating public on Oct. 23, 2004, kissing and cuddling within the stands at a Boston Crimson Sox recreation.

Ben proposed to Alias megastar Jennifer on April, 17, 2005, her thirty third birthday. They wed two months afterward June 29, 2005 in a 4 particular person rite at the seashore within the Turks and Caicos, with simply the officiant and Jen’s Alias co-star and shut buddy Victor Garber serving as their witness. Through then, Jennifer used to be already pregnant, and the couple welcomed daughter Violet on Dec. 1, 2005. Ben and Jen would pass directly to have two extra kids, daughter Seraphina in 2009 and son Samuel, in 2012.

Ben raised eyebrows when he left a circle of relatives holiday within the Bahamas to fly to a charity poker match in Las Vegas on June 26, 2015 with the circle of relatives’s nanny Christine Ouzounian. Despite the fact that his rep strongly denied he used to be dishonest, a number of days later Ben and Jen introduced, “After a lot concept and cautious attention, we now have made the tough resolution to divorce.” In a candid March 2016 interview with Self-importance Honest, Jennifer mentioned, “We have been separated for months ahead of I ever heard in regards to the nanny. She had not anything to do with our resolution to divorce. She used to be now not part of the equation. Dangerous judgment? Sure,” on Ben’s section, however added he used to be nonetheless the “love of her lifestyles.” The previous couple’s divorce used to be finalized in Oct. 2018. In a Feb. 2020 interview with the New York Occasions, Ben published, “The most important remorseful about of my lifestyles is that this divorce.”

Lindsay Shookus

Ben Affleck and Lindsay Shookus
Ben Affleck and ‘SNL’ manufacturer Lindsay Shookus dated from 2017-2018. Photograph credit score: MEGA.

Ben stepped out with Saturday Night time Are living manufacturer Lindsay in April 2017, despite the fact that he used to be nonetheless legally married to Jennifer. They have been open about their courting as she accompanied him on a shuttle to London in early July 2017, and when they returned to L.A. have been frequently photographed going to dinner, retaining arms on outings and taking a look very a lot in love. However Ben used to be stuck within the corporate of former Playboy style Shauna Sexton, taking her to dinner at Nobu Malibu on August 16, 2018, and he or she used to be photographed over the following few days coming and going from his area.

That used to be sufficient for Lindsay. On August 20, 2018, experiences swirled that Lindsay had cut up with Ben. Two days later, estranged spouse Jennifer staged an intervention and for my part drove Ben to rehab in Malibu to take care of his alcoholism. Lindsay and a now-sober Ben were given again in combination in short in Feb. 2019 to provide issues some other take a look at, however broke up a couple of months later in April 2019.

Shauna Sexton

Ben Affleck and Shauna Sexton
Ben Affleck and Shauna Sexton dated ahead of and after his 40 days rehab stint in 2018. Photograph credit score: BACKGRID.

Ben used to be snapped with former Playboy style Shauna grabbing speedy foot at a Jack within the Field on Aug. 19, 2018. 4 days previous, that they had dinner at Nobu Malibu, despite the fact that he and Lindsay hadn’t formally cut up but (regardless that she did delete her Instagram when the pictures of Ben and Shauna emerged). It sounds as if Ben had fallen off the wagon and used to be partying arduous with Shauna, who used to be photographed arriving at his area with a number of bottles of alcohol.

Jennifer Garner noticed Ben spiraling and staged and intervention on Aug. 22, 2018, the place she for my part drove a bleary eyed Ben to rehab. He spent 40 days getting blank and sober, and reunited with Shauna as soon as he were given out. The 2 took a romantic getaway to Montana in Oct. 2018, however they cut up later that month so Ben may center of attention on his sobriety and reconnecting along with his kids.

Ana de Armas

Ben Affleck and Ana de Armas
Ben Affleck and Ana de Armas were fortunately courting since March 2020. Photograph credit score: MEGA.

Ben and Ana met in 2019 whilst whilst filming the mystery Deep Water, and started a dating after capturing wrapped. They have been first noticed out as a pair, visiting Havana, Cuba in combination in early March 2020. Lovers snapped pictures of them buying groceries and taking a look cute in combination on March 6. The jet surroundings couple then headed to some other holiday in Costa Rica, photographed there on March 10 kissing whilst strolling down the seashore. 8 days later Ana shared pictures from their getaway to Instagram. The couple then returned to L.A. simply because it used to be coming into the COVID-19 lockdown, and spent quarantine in combination at his area.

The couple took an area getaway to Joshua Tree, CA for Ana’s thirty second birthday on April 30, 2020. She shared IG pictures of the couple cuddling, and he gave her a good looking diamond tennis bracelet as a birthday present. Through June, Ana had already met Ben’s 3 youngsters with Jen, in addition to his mom. The actress as gave the impression to be a gradual drive in Ben’ lifestyles during 2020. They even had a double date to the seashore in Malibu with Ben’s on-again BFF Matt and his spouse Luciana on Aug. 4, 2020. Ana purchased Ben a customized BMW bike for his forty eighth birthday that month, and the couple have been nonetheless on till the top of the yr ahead of calling issues quits.

Jennifer Lopez 2.0

Jennifer Lopez and Ben Affleck
Is Bennifer 2.0 again on? Seventeen years after splitting, Ben and Jennifer headed to a weeklong holiday in combination at a personal lodge in Montana in Would possibly 2021, proper at the heels of her cut up from fiance Alex Rodriguez. Photograph: FeatureFlash/Shutterstock

Following Jennifer and then-fiance Alex Rodriguez’s Apr. 15 2021 announcement that they have been splitting up for excellent and at an advantage as “buddies,” Jennifer used to be photographed placing out with Ben in Los Angeles on Apr. 30. Whilst he used to be photographed getting out of her white SUV, on the time experiences claimed that the 2 have been simply catching up on their longtime friendship. However the pair perceived to ascertain that the serious chemistry that they had in there preliminary pass at romance 17 years prior used to be nonetheless alive and smartly, with a getaway to Montana in combination.

After J.Lo carried out and Ben participated within the taping of the Would possibly 2 Vax Are living match in L.A., they reportedly hopped a airplane and headed to the unique Yellowstone Membership in Montana, the place they spent the week. Ben and Jen gave the impression very similar to a “couple” a supply instructed TMZ, which first reported the getaway. They rode in the similar SUV with Ben riding and Jennifer driving shotgun in pictures printed via the Daily Mail. appearing the pair cruising round Montana.

Issues persisted to warmth up for Bennifer heading into the summer season, which incorporated an epic PDA-filled yacht holiday round Europe! The couple didn’t grasp again their love from the arena as they toured round Italy, France and Monaco, even webhosting a bash for her 52nd birthday. The couple briefly started mixing their households, together with his 3 youngsters with ex-wife Jennifer Garner, Violet, 16, Seraphina, 13, and Samuel, 12, and her twins Max and Emme, 14.

Jennifer Lopez’s inexperienced diamond engagement ring. (Credit score:

Ben and J.Lo took a significant step in April 2022 after they introduced, after a yr of being again in combination, that they ere engaged! Jennifer teased the “particular” information in a video by means of her Instagram, revealing the beautiful inexperienced diamond engagement ring in a video shared along with her OnTheJLo e-newsletter subscribers. The very uncommon diamond is estimated to be about 5 – 6 carats, and price about $5 million. Congratulations to the couple!

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