The Messiest Celebrity Entanglements Of All-Time, Pt. 2

Jada Taught Me: The Messiest Celebrity Entanglements Of All-Time, Pt. 2

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12 of 15

Clive Davis and Recording Academy Pre-GRAMMY Gala - Red Carpet

Source: Kevin Mazur/Getty Images for NARAS

We’re BACK with Part 2 of the messiest celebrity entanglements EVER, of ALL-TIME inspired by embattled R&B star August Alsina revealing his spicy somethingship with Jada Pinkett Smith during his now infamous spill-all interview that stirred up all sorts of hilarious chaos across the whole entire internet.

This prompted Jada to bring herself to thee Red Table with husband Will and confirm her, uh, “entanglement” with August on a record-shattering episode of hit Facebook Watch show “Red Table Talk” that attracted 12 million+ viewers while fueling endless buzz on social media.

According to Jada, the entangleship began shortly after they adopted August into their famed family at his lowest moment. If you recall, he was in alllll the pics, at every family gathering, enjoying life on sun-kissed vacays in paradise as their ‘dear family friend.’

Oh yes, it was quite the pop culture obsession that lingered online for years as one of the LEGENDARY celebrity entanglement sagas that set the tone for this spicy compilation series.

If you enjoyed Part 1, you’ll definitely love Part 2 that has everything from co-baby mama drama to coworkers-turned-eskimo sisters to Kardashian Klownery to fun-sized extortion for your weekend entertainment.

Hit the flip for MORE of the absolute wildest, craziest and MESSIEST celebrity entanglements of ALL-TIME.

Lisa "Left Eye" Lopes of TLC Killed in Car Accident in Honduras - File Photos

Source: Kevin Mazur/WireImage

Andre Rison & Lisa Lopes

The former NFL star and TLC icon were the original toxic relationship goals for over a decade marred by infidelity, questionable decisions and a mansion being burned down over alleged cheating.

What we didn’t know at the time was Lisa secretly entangling with Tupac who was friends with Rison before he fell for Lisa.

At one point, Lisa was in love with both men at the same time but was never intimate with Pac.

“It was a strange love story because she and Pac never slept together and she and Andre were in a full-fledged relationship,” recalled Lisa’s best friend Trena Smith said. “Andre had her heart and Tupac had her soul.”

Remy Martin celebrates Tristan Thompson's Birthday at Beauty & Essex

Source: Jerritt Clark/Getty Images for Remy Martin

Khloe Kardashian & Tristan Thompson

We’ve all had front row seats to Khloe & Tristan’s toxic circus that started when he cheated on his beautiful baby mama Jordan Craig with the klown shoe-wearing Kardashian who also had his baby.

This set the tone for the NBA champion peen-and-rolling with any woman he could (including Khloe’s little sister’s BFF Jordyn who was trashed over their kiss) until their eventual break up that only lasted a few months before they reportedly reconciled.

2012 Sports Illustrated Sportsman Of The Year Award Presentation - Inside

Source: Stephen Lovekin/Getty Images

LeBron, Beyonce & Jay Z

The internet has been obsessed with the now legendary Beyoncé/LeBron cheating “rumor” for years–YEARS–but it’s always been just that: a very unlikely rumor that gained a slight amount of steam when Bron Bron’s mother’s ex-boyfriend Da Real Lambo claimed the megastar had a secret entangleship with Queen Bey.

But, then again, would you believe something called Da Real Lambo?

BET Hip Hop Awards 2017 - Inside

Source: Johnny Nunez/WireImage

Cardi B & Offset

You may recall that embarrassing period in Cardi & Offset’s marriage when the Migos star was crashing her performances to win her back after getting caught cheating with all sorts of feathery unsavories.

“When me and my husband got into our issues—you know, he cheated and everything—and I decided to stay with him and work together with him, a lot of people were so mad at me; a lot of women felt disappointed in me,” Cardi revealed to Vogue.

At one point, Cardi appeared to be FED UP with Offset’s straggler-hopping shenanigans and announced she was getting a divorce that obviously never happened.

2002 Fox Billboard Bash - Arrivals

Source: Chris Polk/FilmMagic

Nivea, Lil Wayne & The-Dream

R&B starlet Nivea had a promising career paved by hits and a Grammy nomination that launched her into the spotlight and eventually Lil’ Wayne’s arms as one of his countless baby mamas.

Luckily for her, things didn’t work out with the fertile rapper who broke off their engagement and proposed to his daughter’s mother Antonia “Toya’” Wright who he married in 2004.

That same year, Nivea married R&B singer/producer Terius “The-Dream” Nash in December 2004.

A few months later, the couple had a daughter who quickly became a big sister when they had twin sons a year later. Unfortunately, they split in 2007 leading Nivea to reconcile with her “first love” Lil’ Wayne.

100% committed to Wayne, she played his game despite all the infidelity and rumors that plagued their relationship.

By 2009, Nivea learned that Wayne was canoodling with Lauren London who eventually had his baby just a few months before she had his son and called off their alleged engagement for a second time.

Clive Davis and Recording Academy Pre-GRAMMY Gala - Red Carpet

Source: Kevin Mazur/Getty Images for NARAS

Diddy & Cassie

The once happy couple shocked everyone with their split following their decade-long somethingship filled with secrets and entanglements.

One of those secrets was Cassie allegedly creeping on the iconic entangler with the personal trainer he hired for her.

Yep, the same personal trainer Cassie eventually married and had a baby with months later.

Whether she actually cheated or not, we’re not quite sure based on some sources claiming Diddy felt betrayed by the convenient coupling and others insisting it didn’t start until after they were done.

Continue Slideshow

2019 Roc Nation THE BRUNCH - Inside

Source: Kevin Mazur/Getty Images for Roc Nation

Kevin Hart & Eniko

Everything came tumbling down for fun-sized Comedy superstar Kevin Hart who admitted to cheating on his wife Eniko Parrish when she was eight months pregnant with their son.

The cheating rumors swirled when was spotted with an unidentified woman at a club in Miami but he denied any rumors that he had cheated before publicly apologizing to Eniko and his two children with ex-wife Torrei Hart (who he allegedly cheated on with Eniko) after an alleged extortion attempt.

Oh and then there’s the matter of that shady car crash you can discuss among yourselves.

ART FOR LIFE Benefit - July 24, 2004

Source: Johnny Nunez/WireImage

Irv Gotti & Ashanti

After years of loud whispers about their intimate situationship, Irv Gotti finally revealed that he and Ashanti had a sexual relationship AFTER he separated from his wife.

In a questionable move, Irv sat down with Wendy Williams to clear the air regarding the separation and past relationship with Ashanti.

“With me and Deb separated, she caught me cheating,” he said before Wendy asked if he was caught cheating with Ashanti. “No, Ashanti is not a homewrecker, guys. Ashanti had nothing to do with me and Deb.”

WE tv Hosts Exclusive Premiere Party For Marriage Boot Camp Reality Stars Season 9

Source: Bennett Raglin/Getty Images for WE tv

Peter Gunz, Amina & Tara

As of right now, at this very moment, rapper-turned-fertile reality star Peter Gunz has 11 kids (that we know of) as 1/3 of the second messiest entanglement in reality show history.

During their never-boring stint on “Love & Hip-Hop New York,” Peter was involved with long-term boo Tara and Amina who he married behind Tara’s back. Oh yes, it was MESSY mess-see TV and resulted in Gunz fathering three children between both women who eventually put aside their differences after years of war.

Tyga Celebrates His 22nd Birthday At Chateau Nightclub & Gardens

Source: Denise Truscello/WireImage

Tyga, Blac Chyna & Kylie Jenner

The “Rap City” rapper and his cake-clapping baby mama-turned-Kardashian accessory Blac Chyna had a good run before they split in 2004 paving the way for the infamous underaged Kylie saga.

Prior to the split, Chyna was close with the Kardashians and featured heavily on Kim’s Instagram just months before Tyga and Kylie were first romantically linked at the end of 2014 when she was still a minor.

What’s interesting is the split and new relationship happened in the same year fueling rumors of Tyga cheating on Chyna with Kylie while living in the same neighborhood.

Revolt Launch Party

Source: Johnny Nunez/WireImage

French Montana, Khloe Kardashian & Trina

The Baddest Bish and sloppy seconds scooper French Montana reportedly kicked it back in 2013 before calling it quits in April 2014–the same year French popped up with Khloe Kardashian in an eyebrow-raising development that stirred up dating rumors.

“Sometimes people go their separate ways and they don’t see eye to eye,” Trina told XXL while insinuating that French had crossed the line.

Naturally, French & Khloe came out publicly as a couple a short time later confirming what everyone pretty much already knew.

Premiere Of Columbia Picture's "Equalizer 2" - Arrivals

Source: Jon Kopaloff/FilmMagic

Lela Rochon, Nicole Murphy & Antoine Fuqua

Movie director Antoine Fuqua almost threw his 19-year marriage to Lela Rochon away for 50-year-old soul-snatcher Nicole Murphy who was caught kissing him on camera in a scandalous moment that shattered social media.

Murphy eventually apologized for her role in the “friendly” kiss that fueled a firestorm of disappointment from fans and outspoken celebs.

“Without going into the entire situation, I want to apologize to my family, and to Lela and the Fuqua family for what transpired,” said Murphy in a statement.

56th Annual Primetime Emmy Awards - Arrivals

Source: Kevin Winter/Getty Images

Brad Pitt, Jennifer Anniston & Angelina Jolie

We all know the heartbreaking love story of Brad and Jennifer that started magically and ended with Brad entangling with future ex-wife Angelina Jolie while married and filming action flick “Mr. and Mrs. Smith.”

Brad and Jennifer split a year later opening the door for Brangelina who eventually split and left everyone back where they started over a decade ago.



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