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Personal Lives
November 20, 20256 min read

They Were the 2000s' Biggest Couple, Called Off Their Wedding, Reunited 17 Years Later—Then Divorced After 2 Years Amid Rumors He 'Couldn't Handle Her Fame'

From Bennifer 1.0 media frenzy to 2004 breakup, separate marriages, 2021 reunion hope, 2022 wedding, and the 2024 divorce that proved some love stories don't get second chances.

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2002-2004: "Bennifer" dominated tabloids—wedding called off days before, broke up.

2004-2021: Both married others—she had 3 more marriages, he had 1.

2021: Reunited after 17 years—internet rejoiced, second chance!

July 2022: Married in Vegas, then Georgia—$2 million celebration.

August 2024: Filed for divorce—"he couldn't handle her fame" again.

This is how Ben Affleck and Jennifer Lopez got their second chance—and lost it the same way they lost the first.

Bennifer 1.0 (2002-2004)

The Beginning

Met: December 2001, Gigli set

She was: Married to Cris Judd

He was: Recently single

Connection: Instant

Her divorce: March 2002

They went public: July 2002

The nickname: "Bennifer" born

The Media Frenzy

Coverage: Unprecedented

Tabloids: Every week

Paparazzi: Followed everywhere

"Jenny from the Block" video: He appeared

His quote: "I don't need to be in your video"

Her insistence: He did it anyway

The pattern: Her world, her rules

The $2.5 Million Ring

Engagement: November 2002

Ring: 6.1 carat pink diamond

Cost: $2.5 million

The statement: Massive, public

Her finger: Never without it

His comfort: Decreasing

Gigli Disaster (August 2003)

Box office: $7 million (budget $75 million)

Reviews: 6% Rotten Tomatoes

Razzie: Worst Picture

His career: Damaged

Her career: Damaged

The blame: "Bennifer overshadowed everything"

The Wedding That Wasn't

Planned: September 14, 2003

Location: Santa Barbara estate

Guests: 400+ invited

Days before: Called off

Reason given: "Excessive media attention"

Real reason: He was overwhelmed

His state: Burnt out, unhappy

The Breakup (January 2004)

Announced: January 2004

Her statement: "Devastated"

His statement: Silence

The ring: Returned

The relationship: 18 months total

The lesson learned: None (apparently)

The In-Between (2004-2021)

His Life

Married: Jennifer Garner (2005)

Children: 3 (Violet, Seraphina, Samuel)

Divorced: 2018 (finalized)

Career: Oscar for Argo (2012)

Struggles: Alcoholism, rehab, tabloid fodder

The memes: Looking miserable

Her Life

Married: Marc Anthony (2004) — divorced 2014

Children: Twins Max and Emme (2008)

Engaged: Alex Rodriguez (2019) — called off 2021

Career: Continued success, Vegas residency

Total marriages: 3 during this period

The pattern: Searching

The Parallel Lives

Both: Ended up single in 2021

Both: Had been through difficult public relationships

Both: Still thought about each other

Her admission: "He was the one that got away"

His admission: Never forgot her

The Reunion (2021)

April 2021: It Begins

Context: She just ended A-Rod engagement

His move: Reached out

First meeting: Montana vacation

Paparazzi: Caught them

Internet: Lost its mind

The hope: Second chances exist!

The Romance Redux

Summer 2021: Inseparable

Yacht in Mediterranean: Famous photos

Her 52nd birthday: He was there

Instagram official: July 2021

Public reaction: Overwhelming support

The narrative: True love wins

The Proposal (April 2022)

Ring: 8.5 carat green diamond

Cost: Estimated $5 million

Her reaction: "Cried, smiled, said yes"

The video: She posted it

Public reaction: Joy

The planning: Began immediately

The Weddings (2022)

Vegas Wedding (July 16, 2022)

Location: Little White Chapel, Las Vegas

Time: Midnight

Guests: Their children

Dress: Old dress from movie

Officiant: Chapel employee

Her name change: Jennifer Lynn Affleck

The vibe: Spontaneous, romantic

Georgia Wedding (August 20, 2022)

Location: His Georgia estate

Guests: 135

Cost: ~$2 million

Her dress: Ralph Lauren custom (multiple)

Celebrity guests: Matt Damon, etc.

Three-day event: Extravagant

His face in photos: Already tired

The Cracks (2023-2024)

The Red Flags

His demeanor: Photos showed him miserable

Public events: He looked uncomfortable

Viral moments:

  • Looking exhausted at events
  • Not smiling in photos
  • Appearing annoyed

The memes: "Sad Ben" returned

Her response: Kept posting positive content

Different Lifestyles

Her preference:

  • Constant spotlight
  • Social media presence
  • Public appearances
  • Documented everything

His preference:

  • Privacy
  • Stay home
  • Limited public appearances
  • Hates social media

The clash: Fundamental incompatibility

The Distance (2024)

Living separately: Reports began

His location: Separate rental home

Her location: Their $60 million mansion

Public sightings: Rarely together

Ring on/off: She stopped wearing it sometimes

The signs: Everywhere

August 2024: The Divorce

The Filing

Date: August 20, 2024

Filed by: Jennifer Lopez

Date of separation listed: April 26, 2024

The significance: Their 2nd anniversary

Legal representation: Laura Wasser (his)

Prenup: Yes, they had one

Her Statement

None initially: Let filing speak

Later: "This is not what I wanted"

Her demeanor: Devastated (reportedly)

The pattern: She'd been here before

His Silence

Statement: None

Public appearances: Minimal

His focus: His kids

The approach: Same as 2004, just disappear

The Analysis

Reports said:

  • He couldn't handle her level of fame
  • She needed too much public affirmation
  • His alcoholism/mental health struggles
  • Her documentary about their love made him uncomfortable

The truth: Probably all of it

What Went Wrong (Both Times)

The Fame Incompatibility

2004: He couldn't handle the tabloid intensity

2024: He couldn't handle the social media intensity

Her need: Public validation and spotlight

His need: Privacy and peace

The disconnect: Never resolved

The Documentary Mistake

The Greatest Love Story Never Told (2024):

  • Her documentary about their reunion
  • Cameras in their home
  • Intimate moments shared
  • He appeared uncomfortable throughout

His friends: "He hated it"

Her view: Sharing their love

The disconnect: Massive

The Pattern Recognition

She wants:

  • To document everything
  • Constant content
  • Public fairy tale

He wants:

  • None of that
  • To be left alone
  • Private life

The lesson: They learned nothing from 2004

The Numbers

First relationship: 2002-2004 (18 months)

Time apart: 17 years

Second relationship: 2021-2024 (~3 years)

Marriages between: 4 total (3 hers, 1 his)

Children: 5 total (3 his, 2 hers)

Combined engagement rings: ~$7.5 million

Georgia wedding cost: ~$2 million

$60M mansion: Likely selling

From Bennifer to Heartbreak (Again)

2002: Met on Gigli, fell in love

2003: Engaged, $2.5M ring, wedding canceled

2004: Broke up, both devastated

2004-2021: Separate lives, marriages, children

2021: Reunited, internet cheered

2022: Married twice (Vegas, Georgia)

2023: Cracks appear, "Sad Ben" memes

August 2024: Divorced, same reasons as before

The Lesson

Second chances:

  • Are beautiful
  • Give hope
  • Can work

But only if:

  • You've actually changed
  • You address what went wrong
  • You're compatible fundamentally

Bennifer proved:

  • Some love stories are just that—stories
  • Fame incompatibility doesn't fix itself
  • 17 years apart doesn't equal growth
  • The same problems return

From engagement ring to wedding ring to divorce papers.

From "Jenny from the Block" to "Sad Ben Affleck."

From second chance to second failure.

From fairy tale reunion to predictable ending.

That's Ben Affleck and Jennifer Lopez.

Who proved that wanting it to work.

Isn't the same as making it work.

And some love stories.

End the same way twice.

Because the people in them.

Never change.