10 Salacious Love Triangles

With the recent spat between the camps of Drake and Chris Brown going down at W.i.P. in NYC, the rumor mill was quick to point fingers at Rihanna as the possible reason for the sudden bottle-tossing pandemonium between her former flames.
While celebrities are known for their serial dating and crash-and-burn relationships, sometimes love triangles can get really messy. In honor of the on-going love/hate triumvirate of the aforementioned music stars, here are ten more of the juiciest relationship three-ways. Bottles sold separately.
While celebrities are known for their serial dating and crash-and-burn relationships, sometimes love triangles can get really messy. In honor of the on-going love/hate triumvirate of the aforementioned music stars, here are ten more of the juiciest relationship three-ways. Bottles sold separately.

1. Lorraine Bracco + Harvey Keitel + Edward James Olmos
Lorraine Bracco, most famous for playing Tony Soprano's therapist on The Sopranos, caused quite a stir back in 1991 when she left her twelve-year relationship with Harvey Keitel to be with fellow actor Edward James Olmos (as she had cheated on Keitel with Olmos). Bracco and Olmos were married from 1994 to 2002, and it got more dramatic in 1993 when Keitel took both to court: Bracco to court for custody of their daughter Stella and Olmos for accusations of fondling Stella's babysitter.
Lorraine Bracco, most famous for playing Tony Soprano's therapist on The Sopranos, caused quite a stir back in 1991 when she left her twelve-year relationship with Harvey Keitel to be with fellow actor Edward James Olmos (as she had cheated on Keitel with Olmos). Bracco and Olmos were married from 1994 to 2002, and it got more dramatic in 1993 when Keitel took both to court: Bracco to court for custody of their daughter Stella and Olmos for accusations of fondling Stella's babysitter.

2. The Notorious B.I.G. + Lil'Kim + Faith Evans
For any true hip-hop head, this triangle is all too familiar. While Lil' Kim was both protegee and the on-and-off girlfriend of rapper Notorious B.I.G., he suddenly married Faith Evans in 1994 after only meeting her a few weeks prior. The tempestuous relationship among the three would continue until Biggie's murder in 1997. Kim and Evans have since remained on opposite ends, only discussing the other when directly asked, like Kimberly’s recent appearance on Power 105.1’s The Breakfast Club.
For any true hip-hop head, this triangle is all too familiar. While Lil' Kim was both protegee and the on-and-off girlfriend of rapper Notorious B.I.G., he suddenly married Faith Evans in 1994 after only meeting her a few weeks prior. The tempestuous relationship among the three would continue until Biggie's murder in 1997. Kim and Evans have since remained on opposite ends, only discussing the other when directly asked, like Kimberly’s recent appearance on Power 105.1’s The Breakfast Club.

3. Jay-Z + Aaliyah + Damon Dash
Rumors still run rampant online that the bond between Dame Dash and Jay-Z share (one that took them from hustlers in the streets to music business millionaires) started to unravel based on a shared admiration of the late songstress Aaliyah. Jay-Z and Aaliyah were dating sometime in the late '90s, but the relationship never turned into more. Her romance with Dash involved plans of marriage until the “Rock The Boat” singer tragically died in 2001. Their mogul moves only dug into the wounds deep as Roc-A-Fella Records was reborn into Shawn Carter’s Roc Nation. Dame and Jay have yet to mend their friendship.
Rumors still run rampant online that the bond between Dame Dash and Jay-Z share (one that took them from hustlers in the streets to music business millionaires) started to unravel based on a shared admiration of the late songstress Aaliyah. Jay-Z and Aaliyah were dating sometime in the late '90s, but the relationship never turned into more. Her romance with Dash involved plans of marriage until the “Rock The Boat” singer tragically died in 2001. Their mogul moves only dug into the wounds deep as Roc-A-Fella Records was reborn into Shawn Carter’s Roc Nation. Dame and Jay have yet to mend their friendship.

4. City High
Though the hip-hop/R&B trio City High didn't gain more success past their self-titled debut, the behind-the-scenes drama that followed could've provided some crazy material for a sophomore comeback. Unbeknownst to fans, former member Robbie Pardlo was an alcoholic and appeared on A&E's Intervention in 2010 to discuss his abuse and how Claudette Ortiz had left him for Ryan Toby, who was also in the group. Once word got out, fans were so harsh online that Ortiz had to release a personal letter to explain the relationship. Toby and Ortiz were married and had a child, but soon divorced.
Though the hip-hop/R&B trio City High didn't gain more success past their self-titled debut, the behind-the-scenes drama that followed could've provided some crazy material for a sophomore comeback. Unbeknownst to fans, former member Robbie Pardlo was an alcoholic and appeared on A&E's Intervention in 2010 to discuss his abuse and how Claudette Ortiz had left him for Ryan Toby, who was also in the group. Once word got out, fans were so harsh online that Ortiz had to release a personal letter to explain the relationship. Toby and Ortiz were married and had a child, but soon divorced.

5. 50 Cent + Ciara + Chelsea Handler
In probably one of the most unexpected love triangles in the entertainment industry, 50 Cent was getting up-close and personal with late-night talk show host Chelsea Handler while unconfirmed rumors swirled about his relationship with singer Ciara. In an interview with Howard Stern, Handler said Ciara was a factor in her split with Fiddy. She even admitted that Fif’ tried to get the three of them to discuss it over the phone but unfortunately, it never happened.
In probably one of the most unexpected love triangles in the entertainment industry, 50 Cent was getting up-close and personal with late-night talk show host Chelsea Handler while unconfirmed rumors swirled about his relationship with singer Ciara. In an interview with Howard Stern, Handler said Ciara was a factor in her split with Fiddy. She even admitted that Fif’ tried to get the three of them to discuss it over the phone but unfortunately, it never happened.

6. Kanye West + Amber Rose + Kim Kardashian
While KimYe has been going strong since spring, Amber Rose frequently ranked on Kim Kardashian when she accused the reality star of having sent West NSFW photos over the phone and pursuing him while they were together. Though Kimmy never acknowledged Rose's outburst, the bald-headed vixen went on to find love and eventually become engaged to rapper Wiz Khalifa, leaving West and Kardashian to find their way back to each other. Post-Kris Humphries marriage of course.
While KimYe has been going strong since spring, Amber Rose frequently ranked on Kim Kardashian when she accused the reality star of having sent West NSFW photos over the phone and pursuing him while they were together. Though Kimmy never acknowledged Rose's outburst, the bald-headed vixen went on to find love and eventually become engaged to rapper Wiz Khalifa, leaving West and Kardashian to find their way back to each other. Post-Kris Humphries marriage of course.

7. Britney Spears + Kevin Federline + Shar Jackson
The union that was Britney Spears and Kevin Federline took a turn for the worse when former 'Moesha' star Shar Jackson made it known that she was pregnant with Federline's child, though they were broken up, in addition to the kids K-Fed had from a previous relationship. No shock there that the pop star's marriage to her back-up dancer didn't last.
The union that was Britney Spears and Kevin Federline took a turn for the worse when former 'Moesha' star Shar Jackson made it known that she was pregnant with Federline's child, though they were broken up, in addition to the kids K-Fed had from a previous relationship. No shock there that the pop star's marriage to her back-up dancer didn't last.

8. Swizz Beatz + Mashonda + Alicia Keys
Though the aftermath of Mashonda and Swizz Beatz' failed relationship has been seen on 'Love & Hip-Hop," it was just a glimpse into the controversy that eventually reeled Swizz' current wife Alicia Keys into the pond. In the past year, the "Fallin" singer Keys has started to explain her side of the story, after being labeled a "homewrecker" by the media. Swizzy and Keys are now married with a son named Egypt, while Mashonda is getting her swag back.
Though the aftermath of Mashonda and Swizz Beatz' failed relationship has been seen on 'Love & Hip-Hop," it was just a glimpse into the controversy that eventually reeled Swizz' current wife Alicia Keys into the pond. In the past year, the "Fallin" singer Keys has started to explain her side of the story, after being labeled a "homewrecker" by the media. Swizzy and Keys are now married with a son named Egypt, while Mashonda is getting her swag back.

9. Pamela Anderson + Tommy Lee + Kid Rock
At the 2007 MTV VMAs, Tommy Lee and Kid Rock came to similar blows to Brown and Drake during Alicia Keys' performance of "No One" when the two rockers got into an altercation with punches thrown and chairs almost flying at the PALMS Casino. Anderson shacked up with Lee for years (marrying, divorcing, and re-marrying) with two sons together. Her next high-profile relationship was with Kid. Though they seemed crazy in love and finally eloped (albeit her in a white bikini and him in truck shorts), they got divorced in less than a month.
At the 2007 MTV VMAs, Tommy Lee and Kid Rock came to similar blows to Brown and Drake during Alicia Keys' performance of "No One" when the two rockers got into an altercation with punches thrown and chairs almost flying at the PALMS Casino. Anderson shacked up with Lee for years (marrying, divorcing, and re-marrying) with two sons together. Her next high-profile relationship was with Kid. Though they seemed crazy in love and finally eloped (albeit her in a white bikini and him in truck shorts), they got divorced in less than a month.

10. Angelina Jolie + Brad Pitt + Jennifer Aniston
There was never a love triangle as epic as the Jolie-Pitt-Aniston fiasco. In a firestorm of love and lust lost, the dissolution of Pitt's marriage to Aniston escalated into the unique union of Brangelina. Whether you were Team Jolie or Team Aniston, even the most jaded viewer of pop culture had an opinion on this triangle. While Jennifer is now dating actor Justin Thereoux, Pitt and Jolie finally announced their engagement in 2012, which pleased their mini-soccer team of six children.
There was never a love triangle as epic as the Jolie-Pitt-Aniston fiasco. In a firestorm of love and lust lost, the dissolution of Pitt's marriage to Aniston escalated into the unique union of Brangelina. Whether you were Team Jolie or Team Aniston, even the most jaded viewer of pop culture had an opinion on this triangle. While Jennifer is now dating actor Justin Thereoux, Pitt and Jolie finally announced their engagement in 2012, which pleased their mini-soccer team of six children.