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Jennifer Lopez and Ben Affleck Cross Paths at His Office on What Would Have Been Their Fourth Wedding Anniversary

Oke Tope
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Jennifer Lopez and Ben Affleck found themselves at the same Los Angeles office building Thursday, on a date that would have marked their fourth wedding anniversary.

Lopez, 57, was photographed arriving at the building while Affleck, 54, was apparently still nearby.

A plum-colored Cadillac Celestiq, reportedly worth about $360,000, was seen parked inside the garage and appeared to belong to the actor.

It remains unknown whether the former couple crossed paths during their separate visits.

Lopez Makes a Stylish Arrival

The singer and actress drew attention with an eye-catching outfit as she entered the building.

Lopez wore a white halter top that exposed much of her back with beige trousers, completing the look with a black Dior handbag.

Her appearance came as she continues life after the highly publicized end of her marriage to Affleck.

Later, Affleck was photographed leaving the building behind the wheel.

The actor appeared serious as he drove away wearing a striped button-down shirt.

Neither star has publicly indicated whether they spoke or saw one another during the encounter.

A Marriage That Once Reunited Hollywood‘s Favorite Couple

The date carried particular significance because Lopez and Affleck married on August 20, 2022, after reviving a romance that had captivated fans more than two decades earlier.

The couple first became romantically involved after meeting while working on the 2003 movie Gigli.

They began dating in 2002 and became engaged, but their original relationship collapsed before they reached the altar, with the engagement ending in 2004.

Nearly 20 years later, they surprised the public by rekindling their relationship.

The pair secretly married in Las Vegas in July 2022 before holding a lavish second wedding ceremony at Affleck’s Georgia estate the following month.

The Bennifer Fairytale Eventually Collapsed

Their second chance at love ultimately lasted less than two years.

Lopez filed for divorce in 2024, bringing another chapter of the couple’s long-running relationship to an end.

Their divorce was finalized in January 2025.

Despite the separation, the two remain indirectly connected through their children, making complete distance difficult.

Lopez’s child Oskar, 18, and Affleck’s daughter Fin, 17, are reportedly extremely close, meaning the former spouses still have reasons to communicate and occasionally occupy the same social circles.

Lopez Has Suggested Life Is Better After Divorce

Lopez has appeared increasingly focused on moving forward since the marriage ended.

When she celebrated her 57th birthday last month, the singer posted a video of herself enjoying a car ride and accompanied it with an optimistic message.

“When you keep going it just keeps getting better,” she wrote.

The post was viewed by some as a subtle reflection of her outlook following the divorce, although Lopez did not directly mention Affleck.

A source previously claimed that Lopez would prefer not to encounter her former husband regularly, but that the close relationship between their children continues to keep the pair connected.

The $61 Million Mansion Remains Unresolved

One of the biggest loose ends from their marriage has been the enormous Beverly Hills property the couple purchased together.

Lopez and Affleck bought the sprawling mansion for approximately $61 million in May 2023.

They placed it on the market in July 2024, but the property has struggled to find a buyer despite repeated price reductions.

It is currently listed for about $49.9 million.

A potential sale reportedly fell through last month, prolonging an already complicated chapter involving one of the couple’s most expensive shared assets.

Affleck Has Given Up His Stake in the Property

Court documents filed earlier this year indicated that Affleck transferred his entire interest in the mansion to Lopez.

Reports suggested that the actor effectively surrendered his share without receiving a conventional payout, leaving Lopez positioned to receive any future proceeds from the property’s eventual sale.

Affleck has since established himself in a roughly $20 million home in the Pacific Palisades, while Lopez has settled into a separate estate in Hidden Hills.

Lopez Creates a New Home in Hidden Hills

Following the divorce, Lopez purchased an $18 million equestrian property in Hidden Hills, California.

The approximately 8,600-square-foot estate sits on 2.5 acres and offers extensive privacy behind gates and mature landscaping.

The New England-inspired property includes five bedrooms, eight bathrooms, a high-end kitchen and a private home theater.

Outside the main residence are a guest house, pool house, swimming pool and hot tub.

The property also includes extensive equestrian facilities, including a five-stall barn, tack room and private riding arena.

Lopez offered fans a glimpse of the property in May, sharing images of herself enjoying the swimming pool.

Their Separate Family Lives Continue

Both Lopez and Affleck entered their marriage with children from previous relationships.

Lopez shares twins Oskar and Max with singer Marc Anthony.

The former couple were married from 2004 until 2014, and Anthony recently welcomed his eighth child with his fourth wife, Nadia Ferreira.

Affleck has three children — Violet, 20, Samuel, 14, and Fin — with actress Jennifer Garner.

Affleck and Garner were married from 2005 until 2018.

Their respective family responsibilities remain an important part of the lives Lopez and Affleck now lead separately.

What Comes Next for the Former Couple?

The unexpected proximity at Affleck’s office illustrates how difficult it can be for high-profile former couples to completely separate their lives, particularly when their families remain connected.

For Lopez and Affleck, the anniversary date offered a reminder of a romance that once appeared to have been given a second chance before ending in divorce.

Whether they actually encountered one another on Thursday remains unknown.

What is clearer is that both stars have continued building separate lives, homes and careers while maintaining a connection through the people closest to them.

Summary

Jennifer Lopez and Ben Affleck were separately photographed at the same office building on what would have been their fourth wedding anniversary.

Lopez arrived in a striking white and beige outfit while Affleck was later seen leaving behind the wheel of his car.

The former couple married twice in 2022 after rekindling their early-2000s romance, but Lopez filed for divorce in 2024 and their separation became official in January 2025.

With their Beverly Hills mansion still on the market and their children maintaining a close relationship, however, the former Bennifer couple’s lives remain intertwined even as both continue moving forward separately.

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