Broken Dreams: 9 Lovable Hip-Hop Couples That Didn’t Work

- By Bossip Staff Categories: Attention Slores, Babies, Baby Mama Drama


No one ever wants to admit when they’ve let “the one” slip away, but it’s normal, especially in celebrityville where lovable couples split quickly and dysfunctional situations last forever. Mostly coupled-up for publicity, it’s rare to see famous couples that you actually root for (not against).

Here are nine lovable Hip-Hop couples that didn’t work. Take a look.


Kanye & Alexis

Yeezy has never been happier than he was with ex-fiance Alexis Phifer who shattered his heart into a million pieces and created the self-obsessed, leather blouse-wearing fame monster he is today.


3 Stacks & Erykah Badu

They were a strangely-wonderful match made in gluten-free heaven who named their child after a prime number (that can never be divided). The reason 3 Stacks started dressing like an intergalactic sharecropper and wearing blonde wigs?
His baby mama, Ms. Badu.

Photo credit: Tumblr


Keyshia Cole & Jeezy

Black hood love never seemed more authentic than when two-tone-haired R&B hoodrat Keyshia and hood hero Jeezy kicked it. At one point, Keyshia truly believed they were getting married. Jeezy’s response: “HaaHaaaaaaaaaa.”


Fantasia & Young Dro

Between Tasia Mae’s gleeful hoodrattery and Dro’s beautifully-colorful mind, they were made for each other but somehow didn’t work.


DMX & Tashera

Tashera genuinely loved Dark Man X through the storms, hundreds of mistresses, random barking fits, crackhead antics and addiction to jail but X took her for granted. If ANY rapper wife was ride or die, it was Tashera Simmons.

Kelis and Nas divorce

Nas & Kelis

Jay-Z married Beyonce. Nas married…Kelis which actually worked beautifully at first before spiraling into yet another L for legendary L-collector Nasir Jones.


Weezy & Toya

Weezy’s first of several baby mamas was gorgeous, ambitious and the first woman he ever fell in love with but disposable once Cash Money took over foe da 9-9 and da 2000.

diddy kim

Diddy & Kim Porter

Diddy may be smashing then ignoring Cassie but baby mama Kim has his heart. On/off forever, they’ll probably never get married despite their obvious chemistry.


Russell Simmons & Kimora Lee

Russell and Kimora had the perfect celebrity marriage until everything fell apart. Maybe it was the 900-year age difference or Russell’s obsession with fresh young models (which she wasn’t anymore), we don’t know, but she left and never looked back.


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