Celebrities Who Dated The Same Person

Are They Frenemies? 15 Celebrities Who Dated The Same Person


Celebs can sometimes lead pretty messy love lives. In addition to being followed by cameras and talked about in tabloids, they’ll create more drama by snagging someone else’s ex. Romance in Hollywood is a game of musical chairs that can also turn the closest friends into enemies. Time will only tell if Nina Dobrev and Nikki Reed’s friendship continues now that the latter is dating Ian Somelhalder. Until then, click through to see other celebrities who dated the same person.

Nikki Reed, Nina Dobrev and Ian Solmerhader



Last week, Nikki Reed stepped out with “Vampire Diaries” hottie Ian Solmerhader in Los Angeles. The “Twilight” actress is also friends with Nina Dobrev, who also happened to date Ian for two years (2011-2013).

Draya Michele, Karrueche Tran and Chris Brown


Photo: Instagram

Chris Brown has always had a complicated love life. On top of dating Karrueche Tran and Rihanna simultaneously, he also courted “Basketball Wives” star Draya Michele, who happens to be close friends with Tran. What a tangled web he weaves!

Heather Locklear, Denise Richards and Richie Sambora


Photo: WENN

During her 12 year marriage to Sambora, Locklear developed a close friendship with Richards, only to find out that the actress was dating her ex shortly after their 2006 divorce.

Kristen Wiig, Drew Barrymore and Fabrizio Moretti


Photo: WENN

The “Whip It” costars have both been in high profile relationships with the Strokes drummer, who is known as one of Hollywood’s most notorious bachelors.

Taylor Swift, Selena Gomez and Taylor Lautner


Photo: WENN

Taylor Swift’s list of Hollywood exes is long and it includes the “Twilight” hunk, who also briefly dated Taylor’s bestie Selena.

Elizabeth Taylor, Debbie Reynolds and Eddie Fisher

Eddie Fisher, Elizabeth Taylor, Debbie Reynolds

Photo: WENN

Taylor and Reynolds’ falling out goes down as one of Tinseltown’s most infamous fallouts. The two were best friends before Eddie Fisher ended his 4 year marriage to Reynolds and hooked up with Elizabeth. Their union would last just one year longer.

Katy Perry, Taylor Swift and John Mayer


Photo: WENN

Both pop princesses have collaborated with Mayer on music and spent plenty of girl time with each other.

Ashley Greene, Blanda Eggenschwiler and Joe Jonas


Photo: WENN

Shortly after breaking up with Joe Jonas, Blanda–a model– was spotted cruising LA with Ashley Greene, who reportedly took his virginity when they dated in 2011.

Emma Roberts, Dianna Agron and Alex Pettyfer


Photo: WENN

Both Emma and Dianna started dating Alex on the movie sets of “I Am Number Four” and “Wild Child” respectively.

Nikki Reed, Kristen Stewart and Robert Pattinson


Photo: WENN

Nikki Reed is no stranger to love triangles. She reportedly got in the way of Kristen and Rob’s on set romance when she dated the latter during the filming of “Twilight.”

Courtney Cox, Jennifer Aniston and Adam Duritz


Photo: WENN

With other actresses like Emmy Rossum and Mary Louise Parker, we weren’t surprised to learn that the Counting Crows frontman once dated these two besties.

Vanessa Hudgens, Lily Collins and Zac Efron


Photo: WENN/Instagram

The “Neighbors” actor has always been a ladies man, having dated both his “High School Musical” costar and Collins. He must have a thing for brunettes.

Taylor Swift, Cara Delevingne and Harry Styles


Photo: Instagram/WENN

Harry is One Direction’s resident ladies man, with countless models, singers and actresses already on his list of exes.We’re sure Cara and Taylor have traded plenty stories about the boy bander.

Joe Jonas, Wilmer Valderrama and Demi Lovato


Photo: WENN

When they’re not catching tennis matches together, Wilmer and Joe are trying to avoid dating the same girl. They’ve both spoken on their relationships with the pop singer.

Lil Wayne, Jas Prince and Christina Milian


Photo: WENN

Milian has yet to confirm or deny that she’s dating the Cash Money rapper, who used to be close friends with Jas, who is responsible for introducing him to Drake.


  • Tasha

    Zac Efron also dated Vanessa Hudgens’ Best Friend Ashley Tisdale right after they broke up smh…

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