Ben Affleck’s Romantic Historical past: Everyone He’s Loved From Jennifer Garner To Ana de Armas & More

Ben Affleck doesn’t have a protracted checklist of loves, however the ones he has are some actually well-known names. We’ve received his romantic historical past that features Gwyneth Paltrow, JLo, Jennifer Garner and extra.

Ben Affleck positively has a sample on the subject of his love life. He falls laborious for well-known actresses and their romances develop into so excessive profile as a result of nature of two A-listers coming collectively. However sadly his private demons have additionally received in the best way of his relationships all through the years. Because the 48-year-old is developing on his one 12 months courting anniversary with 32-year-old Cuban-Spanish actress Ana de Armas, we’ve received a glance again on all the ladies Ben has cherished.

Gwyneth Paltrow

Ben Affleck and Gwyneth Paltrow
Gwyneth Paltrow was Ben’s first main love upon breaking massive in Hollywood within the late 90s. Picture credit score:

Ben and his bestie Matt Damon grew to become younger Hollywood royalty when the then-27-year-olds received an Oscar for Finest Unique Screenplay in 1998 for Good Will Looking. It was their first effort in Hollywood and made the gifted younger actor-writers the most well liked commodity in Tinseltown. It additionally landed Ben a beautiful girlfriend in actress Gwyneth Paltrow, 48. The 2 had been darlings of Miramax Studios Chief Harvey Weinstein and met at certainly one of his events in 1997, and started courting later that 12 months.

Ben and Gwyneth co-starred in 1998’s Shakespeare in Love whereas very a lot in love themselves. Sadly, that they had damaged up by the point she received the Oscar for Finest Actress for the movie in 1999, although she thanked her “friend” Ben in her acceptance speech. The pair rekindled their romance as they starred within the 2000 drama Bounce, however ended issues for good in late 2000. Through the years, the GOOP founder hinted he had points that prompted their breakup.

In 2003, Gwyneth instructed Diane Sawyer, “Ben makes life tough for himself. He’s got a lot of complication, and you know, he really is a great guy. So I hope he sorts himself out.” She went even additional throughout a 2015 look on The Howard Stern Present, the place Gwyneth put their demise on Ben, saying, “He was not in a good place in his life to have a girlfriend,” although she added that he was “super intelligent and really, really talented.”

Jennifer Lopez

Ben Affleck and Jennifer Lopez
Ben Affleck and Jennifer Lopez’s romance grew to become so excessive profile it earned them the nickname ‘Bennifer.’ They almost wed, however known as off the nuptials just some days earlier than the large ceremony. Picture credit score: MEGA.

Ah the romance that began one identify combos. “Bennifer” grew to become a factor in the course of the 2002 filming of their disastrous film bomb Gigli, whereas Jennifer was nonetheless married to backup dancer Cris Judd. However she and Ben couldn’t battle their ardour and fell head over heels in love. She divorced Cris, and Jen and Ben received engaged in late 2002. He introduced her with a 6.1 carat pink diamond ring value $2.5 million.

In 2002 Ben famously appeared in JLo’s “Jenny From the Block” music video, caressing her bikini-clad derriere whereas on a yacht. Between tacky moments like that, and the excessive profile bomb that Gigli was, their relationship took some hits within the press and amongst followers. The couple grew to become victims of overexposure, and their relationship drama got here to a head when the pair known as off their September 2003 wedding ceremony just some days earlier than it was presupposed to go down. Whereas they ended up staying collectively, their nuptials by no means occurred and so they known as off their engagement and cut up for good in late Jan. 2004. 5 months later, Jennifer married singer Marc Anthony on June 5, 2004, dashing any Bennifer reunion hopes.

Jennifer Garner

Ben Affleck and Jennifer Garner
Ben Affleck and Jennifer Garner had been married for 15 12 months and have three kids collectively. Picture credit score: MEGA.

Like JLo, Ben didn’t keep single for lengthy after their breakup. He admitted in a 2017 Playboy interview that he fell in love with actress Jennifer Garner, whereas they had been filming the 2003 movie Daredevil…whereas he was nonetheless in a relationship with Lopez! Although he didn’t act on his emotions till he and JLo had cut up. Ben and Garner made their relationship public on Oct. 23, 2004, kissing and cuddling within the stands at a Boston Pink Sox recreation.

Ben proposed to Alias star Jennifer on April, 17, 2005, her thirty third birthday. They wed two months in a while June 29, 2005 in a 4 particular person ceremony on 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. By then, Jennifer was already pregnant, and the couple welcomed daughter Violet on Dec. 1, 2005. Ben and Jen would go on to have two extra kids, daughter Seraphina in 2009 and son Samuel, in 2012.

Ben raised eyebrows when he left a household trip within the Bahamas to fly to a charity poker event in Las Vegas on June 26, 2015 with the household’s nanny Christine Ouzounian. Although his rep strongly denied he was dishonest, a number of days later Ben and Jen introduced, “After much thought and careful consideration, we have made the difficult decision to divorce.” In a candid March 2016 interview with Vainness Truthful, Jennifer mentioned, “We had been separated for months before I ever heard about the nanny. She had nothing to do with our decision to divorce. She was not a part of the equation. Bad judgment? Yes,” on Ben’s half, however added he was nonetheless the “love of her life.” The previous couple’s divorce was finalized in Oct. 2018. In a Feb. 2020 interview with the New York Occasions, Ben revealed, “The biggest regret of my life is this divorce.”

Lindsay Shookus

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

Ben stepped out with Saturday Night time Stay producer Lindsay in April 2017, though he was nonetheless legally married to Jennifer. They had been open about their courting as she accompanied him on a visit to London in early July 2017, and as soon as they returned to L.A. had been repeatedly photographed going to dinner, holding arms on outings and searching very a lot in love. However Ben was caught within the firm of former Playboy mannequin Shauna Sexton, taking her to dinner at Nobu Malibu on August 16, 2018, and he or she was photographed over the subsequent few days coming and going from his home.

That was sufficient for Lindsay. On August 20, 2018, reviews swirled that Lindsay had cut up with Ben. Two days later, estranged spouse Jennifer staged an intervention and personally drove Ben to rehab in Malibu to cope with his alcoholism. Lindsay and a now-sober Ben received again collectively briefly in Feb. 2019 to offer issues one other attempt, however broke up just a few months later in April 2019.

Shauna Sexton

Ben Affleck and Shauna Sexton
Ben Affleck and Shauna Sexton dated earlier than and after his 40 days rehab stint in 2018. Picture credit score: BACKGRID.

Ben was snapped with former Playboy mannequin Shauna grabbing quick foot at a Jack within the Field on Aug. 19, 2018. 4 days earlier, that they had dinner at Nobu Malibu, though he and Lindsay hadn’t formally cut up but (although she did delete her Instagram when the photographs of Ben and Shauna emerged). Apparently Ben had fallen off the wagon and was partying laborious with Shauna, who was photographed arriving at his home with a number of bottles of alcohol.

Jennifer Garner noticed Ben spiraling and staged and intervention on Aug. 22, 2018, the place she personally drove a bleary eyed Ben to rehab. He spent 40 days getting clear and sober, and reunited with Shauna as soon as he received out. The 2 took a romantic getaway to Montana in Oct. 2018, however they cut up later that month so Ben might concentrate on his sobriety and reconnecting together with his kids.

Ana de Armas

Ben Affleck and Ana de Armas
Ben Affleck and Ana de Armas have been fortunately courting since March 2020. Picture credit score: MEGA.

Ben and Ana met in 2019 whereas whereas filming the thriller Deep Water, and started a relationship after taking pictures wrapped. They had been first noticed out as a pair, visiting Havana, Cuba collectively in early March 2020. Followers snapped photographs of them purchasing and searching lovely collectively on March 6. The jet setting couple then headed to a different trip in Costa Rica, photographed there on March 10 kissing whereas strolling down the seashore. Eight days later Ana shared photographs from their getaway to Instagram. The couple then returned to L.A. simply because it was coming into the COVID-19 lockdown, and spent quarantine collectively at his home.

The couple took a neighborhood getaway to Joshua Tree, CA for Ana’s thirty second birthday on April 30, 2020. She shared IG photographs of the couple cuddling, and he gave her a beautiful diamond tennis bracelet as a birthday reward. By June, Ana had already met Ben’s three youngsters with Jen, in addition to his mom. The actress as appeared to be a gradual power in Ben’ life all through 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 motorbike for his forty eighth birthday that month, and the couple continues to be going sturdy heading into 2021.

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