Ben Affleck and Jennifer Lopez emerge for FIRST time since engagement

Marry me again! Jennifer Lopez emerges with her SECOND engagement ring from Ben Affleck as couple resume house hunting after deal for a $55m mansion in Bel-Air falls through

Ben Affleck and his new fiancee Jennifer Lopez were spotted together for the first time since announcing their second engagement, after rekindling their romance in 2021 nearly 18 years after they called off their wedding.

After the newly-engaged couple’s deal on a $55 million estate in Bel-Air fell through, according to TMZ, the pair were back to house hunting over the weekend.

While it is unknown what caused the stars to back out of buying the last property, they have been touring more expensive homes in the area, valued at a whooping $64 million and $72 million.

Bride-to-be: Ben Affleck and his new fiancee Jennifer Lopez were spotted together for the first time since announcing their second engagement, after rekindling their romance in 2021 nearly 18 years after they called off their wedding

An eyewitness reported that the couple spent about two hours checking out three different homes on Sunday with Affleck’s two youngest kids, Seraphina, 13, and Samuel, ten, who he shares with ex-wife Jennifer Garner.

For the excursion, the 52-year-old Marry Me actress rocked a white tank top under an open button-down, dark-wash jeans and a pair of silver hoop earrings. 

She kept her light brown hair in a sleek updo with a few, wavy strands cascading down the sides of her face and sported a natural makeup look, consisting of a black eyeliner, glossy nude lipstick and a little bronzer for a sun-kissed glow. 

Family affair: After the newly-engaged couple’s deal on a $55 million estate in Bel-Air fell out of escrow, according to TMZ, the couple were back to house hunting with two of the Gone Girl star’s kids Seraphina, 13, and Samuel, ten, on Sunday afternoon

New home? While it is unknown what caused the stars to back out of buying the last property, they have been touring more expensive homes in the area, valued at a whooping $64 million and $72 million

Affleck looked handsome in a light blue button-down as he drove his brood to various different mansions. 

Meanwhile his teenager, Seraphina, cut a casual figure in a black The Beatles band t-shirt, blue flanel, jeans and Dr. Martens boots. 

Her younger brother wore a white t-shirt, brown pants and sneakers.  

Taking their time: An eyewitness reported that the couple spent about two hours checking out three different homes on Sunday with Affleck’s two youngest kids, Seraphina, 13, and Samuel, ten, who he shares with ex-wife Jennifer Garner

Affleck’s eldest Violet, 16, did not appear to be present during the outing, nor did Lopez’s 14-year-old twins Emme and Max, who she shares with ex-husband Marc Anthony. 

The musical sensation and the Academy Award winner were in escrow on a $50M massive mansion, being sold by Texas billionaire Todd Lemkin, which had ten bedrooms and 17 bathrooms to accommodate their blended family.

The spectacular mansion also featured a theatre, gym, multiple kitchens, an infinity edge pool, and a stunning view of a golf course and the city. 

Take two! On Friday night, the actress shared a video of herself crying and looking at her engagement ring on Friday night on her official website 

Official! Jennifer Lopez has confirmed her engagement to Ben Affleck

They’ve since toured a $75 million property, in the heart of Holmby Hills, with 17 beds and 25 bathrooms.

The home boasts a Japanese Garden and teahouse, French Courtyard, and a romantic greenhouse.

According to the listing, there is also a tranquil waterfall that lead to a glass-walled tennis court perched aside a Moroccan bathhouse and an authentic hammam and a blue tiled swimming pool.  


All love: The power couple have continued going from strength to strength in their relationship since then, attending red carpet events and spending time together around the world

The performer’s engagement comes after they were previously engaged 18 years ago in 2004.

The couple’s relationship came as a shock to fans; they reunited in May 2021 – 17 years after their failed engagement.

In April 2021, Jennifer confirmed the end of her relationship with Alex Rodriguez, a former New York Yankee after the pair dated for four years and were engaged for two years.

In mid-May, Jennifer spent some time in Los Angeles with Ben, igniting rumors they had in fact reunited.

‘Jennifer was just in Los Angeles for a couple of days,’ a source told People. ‘She spent time with Ben. They have kept in touch every day since their Montana trip.’

Happiness: The couple’s relationship came as a shock to fans, heating up again nearly 17 years after their failed engagement; seen September 2021 in NYC

The couple went Instagram official with their relationship in July while on a European holiday in honor of her 52nd birthday.

The power couple have continued going from strength to strength in their relationship since then, attending red carpet events and spending time together around the world.

Ben and Jen first started dating in early 2002 after meeting on set of Gigli.

Same love, different time: The couple’s relationship came as a shock to fans, heating up again nearly two decades after their failed engagement; seen together on May 11, 2003 in LA at Staple Center watching the Lakers vs San Antonio Spurs

They became engaged in November 2002, with Ben proposing to her with a 6.1 carat radiant cut pink diamond ring with two trapezoid white diamonds, mounted on 18K pink gold and platinum band from Harry Winston.

The ring is now worth an estimated $12 million, with it costing Ben at the time (November 2002) a reported $1.2 million.

The huge increase in worth stems from the price of the rare colored diamond, which has soared.

They were set to get married in September 2003, but postponed their wedding and eventually broke up in January 2004.

Rare: When Ben proposed the first time in 2002 to her with a 6.1 carat radiant cut pink diamond ring with two trapezoid white diamonds, mounted on 18K pink gold and platinum band from Harry Winston

Jennifer Lopez and Ben Affleck’s relationship timeline: From the early 2000s until now


Rekindled romance: Ben Affleck and Jennifer Lopez sent the pop culture sphere into a frenzy by rekindling their romance after 17 years apart; Ben and Jennifer pictured on July 3

2001 

The beginning: Ben Affleck and Jennifer Lopez first met on the set of their film Gigli in December 2001

Ben Affleck and Jennifer Lopez first met on the set of their film Gigli in December 2001. 

The movie, upon its eventual release two years later, won seven Razzies and was branded ‘unwatchable’ by some critics.

It garnered $7.2m in the box office against a reported $55m budget.

Yet all was not lost, as the film brought Bennifer closer together.

SEPTEMBER 2002

Reunited: While they were yet to know about their looming box office failure, Bennifer were in front of the camera once more in 2002 as they reunited to shoot the 2004 movie Jersey Girl

While they were yet to know about their looming box office failure, Bennifer were in front of the camera once more in 2002 as they reunited to shoot the 2004 movie Jersey Girl.

The movie was where their love was cemented and the couple’s romance was born.

Their name was in fact born on-set, as Jersey Girl director Kevin Smith revealed this week: ‘Bennifer’ is trending. It’s a name I first gave the kids during ‘Jersey Girl’ pre-production, before the world found out they were dating…

‘I’d later drop the name in an interview with the @nytimes. Shortly thereafter, it appeared in the article and then entered the vernacular.’ 

2002 ONWARD   

The duo made their red carpet debut at the premiere of her movie Maid In Manhattan and so was the birth of the tabloid favorites and their all singing, all dancing pap personalities.

From red carpet appearances to Juicy Couture tracksuits, they soon became one of the world’s most photographed couples thanks to their Hollywood good looks and glamorous style.

NOVEMBER 2002

Engaged: Ben popped the question to Jennifer in 2002 during a visit to see his family in Boston – leading to a delighted surprise; Ben and Jennifer pictured in 2003

Ben popped the question to Jennifer with an eye-popping 6.1-carat pink solitaire diamond from Harry Winston during a visit to see his family in Boston – leading to a delighted surprise.

She described the proposal, saying: ‘It’s just a blanket, a quilt of rose petals, all over the whole entire house. So many candles, and vases, bouquets. And my song I’m Glad was playing… I walk in and I was just like overwhelmed. I wasn’t expecting it, and I was just like ‘Oh my God.” 

Ben then revealed that his mother Christopher Anne Boldt helped him with the proposal, after which Jennifer said: ‘I just started sobbing. Crying. I was like ‘Oh! My God!”

She went on: ‘I had cried a lot over sadness over the years. And for the first time in my life, I cried incredible purging tears of happiness…

Bling, bling: He proposed to her with an eye-popping 6.1-carat pink solitaire diamond from Harry Winston

‘It was the most cleansing feeling and the most wonderful feeling I had ever had.’

Later that month, Ben appeared in Jennifer’s Jenny From The Block music video including one scene – designed to look like a stealth paparazzi video – showing the actor caressing her famous derriere.

Not content with a video cameo, Jennifer dedicated her sensual and gushing track Dear Ben from her third studio album This Is Me… Then to her husband-to-be. 

SEPTEMBER 2003

Postponed: Days before their highly-publicized wedding, the couple astounded fans when they announced a postponement due to increasingly feverish media attention; Ben and Jennifer pictured in 2003

Days before their highly-publicized wedding, the couple astounded fans when they announced a postponement due to increasingly feverish media attention.

Their statement read: ‘Due to the excessive media attention surrounding our wedding, we have decided to postpone the date…

‘When we found ourselves seriously contemplating hiring three separate ‘decoy brides’ at three different locations, we realized that something was awry…

‘We began to feel that the spirit of what should have been the happiest day of our lives could be compromised. We felt what should have been a joyful and sacred day could be spoiled for us, our families and our friends.’

 JANUARY 2004 

The couple confirmed their split with a simple statement.

Jennifer’s representative announced: ‘I am confirming the report that Jennifer Lopez has ended her engagement to Ben Affleck.

‘At this difficult time, we ask that you respect her privacy.’

2004 – 2005

Later that year, Jennifer sought comfort in her longtime friend, Marc Anthony, explaining: ‘[I wanted to] find someone who could make me feel loved and wanted in my loneliest hour…

‘Thinking back, maybe deep down I knew that this was a Band-Aid on the cut.’

She married the singer that June and went on to have twins with the star in 2008. She divorced Marc in 2014.

Ben meanwhile wed actress Jennifer Garner in 2005 and they share three children, Violet, 15, Seraphina, 12, and Samuel, 9. The couple split in 2018.


Later in 2004, Jennifer sought comfort in her longtime friend, Marc Anthony and they wed in June (pictured in 2006) Ben meanwhile wed actress Jennifer Garner in 2005 and they share three children, Violet, 15, Seraphina, 12, and Samuel, 9. The couple split in 2018

 2012

Ben made it clear that they very much remained friends, when he told The Hollywood Reporter: ‘We don’t have the kind of relationship where she relies on me for advice but we do have the kind of relationship where there’ll be an e-mail saying, ‘Oh, your movie looks great’…

‘I remember when she got American Idol. I said, ‘This was really smart. Good luck.” I respect her. I like her. She’s put up with some stuff that was unfair in her life, and I’m really pleased to see her successful.’

2014

Two years on, Jennifer told Huffington Post: ‘I would do it all over again, I think. I really would. Even the relationship part. I just feel like everything is part of your story and your journey and is meant to be and helps you grow if you’re willing to look at it, and I’m willing to look.’ 

2016

Struggles: On making their relationship work, Jennifer detailed why things struggled for the pair 

On making their relationship work, Jennifer detailed why things struggled for the pair.

She said: ‘I think different time different thing, who knows what could’ve happened, but there was a genuine love there, We didn’t try to have a public relationship…

‘We just happened to be together at the birth of the tabloids, and it was like, ‘Oh my God.’ It was just a lot of pressure.’

APRIL 2021

After being proposed to in 2019, Jennifer unexpectedly called off her engagement to MLB star Alex Rodriguez in April.

‘We have realized we are better as friends and look forward to remaining so. We will continue to work together and support each other on our shared businesses and projects,’ read a statement the pair released at the time.

Done! After being proposed to in 2019, Jennifer unexpectedly called off her engagement to MLB star Alex Rodriguez (pictured) in April

Shortly after, Ben was seen arriving at Jennifer’s home in a white Escalade SUV that is said to belong to the Hustlers star. He was later seen being dropped off by the singer’s security.

They had also reportedly enjoyed several meet-ups at the the Hotel Bel-Air around the same time.

TMZ reported that Affleck had reached out to J-Lo via email while she was in the Dominican Republic shooting her rom-com Shotgun Wedding earlier this year.

The pair are said to have continued communicating until Jennifer wrapped up filming in late April, with numerous sources stating that they were ‘just friends.’

MAY 2021 

Ben whisked his former flame Jennifer away on a private jet this past weekend for a romantic getaway trip to a luxury ski resort in Montana, where the actor is understood to own a chalet.

In exclusive pictures obtained by DailyMail.com, the former couple appeared relaxed and at ease around one another as they sat side-by-side in an SUV, with the Good Will Hunting star in the driver’s seat, amid rumors he’s been spending time at the singer’s LA mansion on multiple occasions.

In pictures of the pair arriving back to LA, both Ben and Jennifer looked dressed for comfort as they stood close together while exiting the private plane following the short trip, where they had packed a considerable amount of luggage.

Rekindled: In exclusive pictures obtained by DailyMail.com, Ben, 48, and Jennifer, 51, appeared relaxed and at ease around one another as they then sat side-by-side in an SUV in Montana

Sources claimed to E! that the pair spent ‘about a week’ together at the club, and they ‘were alone’ during their stay. 

Following their getaway, Jennifer made several trips to Los Angeles to spend time with Ben, before the Academy Award-winner jetted off to Miami, Florida to spend time at Lopez’s home. 

During his stay in Miami, Ben was seen hanging out on Jennifer’s balcony smoking cigarettes before joining the superstar for a gym session. 

Sources told In Touch that Ben and Jen ‘looked madly in love’ during their gym date and ‘were clearly picking up where they left off in their relationship years ago.

The insider added: ‘They even shared a kiss on the gym floor and were super playful with each other between sets.’ 

May 31, 2021 – Rekindled romance CONFIRMED

After weeks of speculation and sources claiming the pair had taken their friendship to a ‘romantic’ level, Ben and Jennifer confirmed the news for themselves during a romantic date night in West Hollywood.

During the outing, Jennifer and Ben had their arms wrapped around one another while waiting to be seated at Wolfgang Puck’s new restaurant located at the swanky Pendry hotel

The 51-year-old On The Floor singer had her head nestled into the 48-year-old Academy Award-winner’s neck as he held her closely with one arm. 

JUNE 2021 

Relocating? Jennifer sparked rumors that she may relocate from Miami to the West Coast for Ben when she was seen touring school in the LA area for her twins Max and Emme, 13; Ben and Jennifer pictured in July

Jennifer sparked rumors that she may relocate from Miami to the West Coast for Ben when she was seen touring school in the LA area for her twins Max and Emme, 13.

A source told The Sun at the time that Lopez was ‘looking towards LA’ and that her Miami house reminds Lopez too much of her ex and Los Angeles is perfect for a fresh start as it’s convenient for her TV work and photoshoots, which more often take place on the west coast.

In the meantime, Jennifer hunkered down in her $28million mansion in LA and enjoyed several visits to Ben’s Brentwood home throughout the month. He also seen leaving her Bel Air abode on several occasions.

Proving their rekindled passions, Jennifer and Ben were spotted kissing one another on June 15 as they attended JLo’s sister Lynda’s 50th birthday dinner in Malibu.

Also present were Max and Emme, who Ben was seen bonding with during the family gathering at Nobu restaurant.

SUMMER 2021

Blending families: With their relationship in full force, Jennifer and Ben have been working to blend their families

Further blending their families, Ben and Jennifer decided to enjoy a day out at Universal Studios Hollywood ahead of the Fourth Of July holiday.

The couple, who walked with arms wrapped around one another, were joined by Lopez’s twins, as well as Affleck’s nine-year-old son Samuel. 

They would then jet out of Los Angeles to celebrate the Fourth Of July in the Hamptons, along with Lopez’s daughter Emme and a pal. 

On Thursday, July 15, Ben was spotted driving his girlfriend around as he helped her on her ‘hunt for a mega-mansion’ in Los Angeles, according to TMZ, further fueling rumors that she plans to relocate to be closer to the actor.

JANUARY – MARCH 2022 

Major moment: On March 23, Ben supported his pop star girlfriend at the iHeartRadio Music Awards in Los Angeles, where she was honored with the coveted Icon Award

With their rekindled relationship moving from strength to strength, Ben and Jennifer began their ‘hunt for a mega-mansion’ in the Los Angeles area.

They were photographed on a number of occasions checking out sprawling properties across the city.

In late March, TMZ reported that the happy couple are ‘in escrow’ on a massive $50M mansion with 10 bedrooms and 17 bathrooms in swanky Bel Air  

On March 23, Ben supported his pop star girlfriend at the iHeartRadio Music Awards in Los Angeles, where she was honored with the coveted Icon Award.

He was seen sitting in the audience with Jennifer’s daughter Emme, 14, and his young son Samuel, nine. 

Spotted: He was seen sitting in the audience with Jennifer’s daughter Emme, 14, and his young son Samuel, nine

APRIL 2022 

Confirmed: Following days of speculation – after she was seen with a huge sparkler on her finger – Jennifer confirmed that she was engaged to Ben for the second time in their relationship

Following days of speculation – after she was seen with a huge sparkler on her finger – Jennifer confirmed that she was engaged to Ben for the second time in their relationship.

She confirmed the news in a newsletter shared to her official website on Friday, April 8, which included a touching video that showed her getting emotional as she gawked at her engagement ring.

Earlier in the day, just hours before the news broke, Ben and Jennifer was captured touring real estate spaces in Santa Monica. The On The Floor singer was NOT wearing her engagement ring at the time. 

Emotional: She confirmed the news in a newsletter shared to her official website on Friday, April 8, which included a touching video that showed her getting emotional as she gawked at her engagement ring

 

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