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Hollywood is where anything can happen. And when it comes to stars and their dating lives, things are no different. There are couples who seem made for each other (eh, em Will Smithand Jada Pinkett). Then there are the ones we look at and say, "Now, how on Earth did these 2 get together?" From extreme age differences to being related, check out our list of relationships, past and present, that have us puzzled. [Photos: Splash News]
Between the age drama and the baby-mama drama, we can't say we're saddened by the recent rumors of Kylie Jenner and Tyga breaking off whatever it was they had going on. 17-year-old Kylie finally had enough after Blac Chyna, Tyga's ex and baby mama, posted photos of his text messages to her, claiming the rapper wants to get back together. Drama, drama, drama!
Doug Hutchinson and Courtney Stodden have some sort of thing. Calling it a relationship just creeps us out.
Michael Lohan and former tabloid reporter Kate Major tied the knot in 2014 (after many break-ups and make-ups). Besides the 23-year age difference, their extremely volatile relationship was documented on the fifth season of VH1's Celebrity Rehab, where all couples should sort out their issues...
Super cougar Sam Taylor Wood snagged up young hottie Aaron Johnson. What's a 24-year age difference other than a 24-year age difference, anyway?
There is a 60-year age gap between Hugh Heffner and his current wife, 29-year-old Crystal Harris. Enough said.
Linda Hogan began dating Charlie Hill when he was just 19-years-old (she was 48). The couple is no longer together, and Charlie is now suing Linda for $1.5 million for treating him like a "day laborer," according to TMZ.
Mary-Kate Olsen and Olivier Sarkozy look like father and daughter. Need we say more?
Most people are pretty creeped out by the fact that Woody Allen broke-up with Mia Farrow to date her adopted daughter, Soon-Yi Previn. They also started dating when she was only 19 and he was 56.
No one really knew what to think about Angelina Jolie and Billy Bob Thornton. But we were kind of disgusted by it.
To be honest, anyone would create a weird pair with Marilyn Manson, but Evan Rachel Wood made it even more of an oddity.
Bradley Cooper is hot, and Suki Waterhouse is young (23 to be exact). So when you think about Bradley being 40, and old enough to have been her father, things get a little weird.
When Shaquille O'Neal started dating Hoopz, not only was there a gigantic gap in their age, but there was an even bigger one in their size.
At first we thought it was a publicity stunt. But once Demi Moore and Ashton Kutcher convinced us it was love, they broke up.
