Doomed From The Start: 14 Hollywood Couples Who Never Had a Chance

November 21, 2012  |  

Though it’s a rare instance, some couples in Hollywood really have a fair shot. On the other hand, there are some twosomes you look at in think, you all know better. It’s tough to survive as a Hollywood couple even with two good heads on your shoulders, so when some shady characters get together you immediately know they don’t have a chance from day one. We hate to say I told you so, but when it comes to these pairs, everyone could have told them so.

Ochocinco & Evelyn

Ochocinco and Evelyn were married for all of two months before cheating allegations that ended in a domestic assault. With so many groupies and Evelyn’s Basketball Wives fame, no one even expected these two to actually walk down the aisle, which is why no one was shocked when divorce papers were filed days later.

Russell Brand & Katy Perry

From the get-go, the two seemed like an odd pair. Russell Brand is a bit out there and well..Katy Perry is a bit more down to earth. The couple were married for just 14  months until calling it quits.

Kim Kardashian & Kris Humphries

The Kim and Kris wedding spectacle appeared to be nothing more than a publicity stunt from the get-go. From appearing on the Kardashian’s reality show to saying their vows on T.V., everything just seemed wrong from day one. And it was. The couple broke up after 72 days as husband and wife.

Chris Brown & Karrueche

Chris Brown definitely had too much baggage and way too many problems surrounding him for his relationship with Karrueche to last for very long — not to mention Rihanna and her navy weren’t letting that get very far. After Breezy broke up with K to build a “friendship” with Rih Rih, it’s safe to say Rihanna won and so did those betting on the demise of Chrueche.

Jesse James & Kat Von D

As the old saying goes, once a cheater, always a cheater, and though Kat Von D may have been head over heels in love with Jesse James, after his infidelity stunt with Sandra Bullock, it was no surprise that the couple’s engagement ended quite quickly.

 

Rick Ross & Elise Neal

In 2011, it seemed that Rick Ross was ready and willing to romance 50 Cent’s old fling, Elise Neal, but the couple’s relationship didn’t last long at all. Elise is way out of Rick’s league anyway!

Justin Bieber & Selena Gomez

Though there’s nothing wrong with young love, Justin Bieber and Selena Gomez were doomed from the start, even though the couple seemed to be quite happy. Being in love and making it through Hollywood at their young age just didn’t seem probable.

R. Kelly & Aaliyah

In 1994, R. Kelly and Aaliyah were in a relationship, despite the fact that she was only 15 and he was 27. The couple apparently were secretly married but her parents had the relationship annulled. R. Kelly has since been charged with several crimes involving minors. Coincidence?

Britney Spears & Kevin Federline

A family isn’t always enough to keep a couple together and even though Britney and Kevin had two children together, the pair divorced just two years after getting married. The two had dated for only three months and Kevin was fresh out of a relationship with Shar Jackson. No surprises there.

Flavor Flav & Brigitte Nielsen

Flavor Flav and Brigitte Nielsen were an odd couple from the beginning, and with a reality show appropriately called Strange Love, the couple’s downfall was only a matter of time.

Crystal Harris & Hugh Hefner

Though the relationship somehow lasted two-and-a-half years, Crystal Harris seemed to be all about the fame and money, seeing as how she ran off just a couple hours before the couple was to say their vows. Oh, and he’s 86.

Derek Jeter & Minka Kelly

Like several other Yankees’ baseball players, Derek Jeter seems to have a knack for turning all of his girlfriends into ex-girlfriends at some point or another. Minka knew what she was getting herself into.

Paris Hilton & Cy Waits

Even though Paris and Cy seemed to be a semi-balanced couple, wherever Paris goes, drama seems to follow. This relationship blunder was all but destined.

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  • Robert DeLaurence

    Minka Kelly, who ever she is, is cute as hell.

  • Kay

    Hugh heftner gives me the heebie jeebies