With the busy schedules of celebrities, it’s easy to understand how it might be hard to find the perfect person to settle down with. But some starts seem to struggle with commitment issues – rather than a lack of opportunity. Let’s take a look at some of Hollywood’s most relationship-phobic leading men.

John Mayer

When he started dating Katy Perry, we all hoped it was going to work out.  They were both fiercely protective of their “private” relationship and it seemed to be one of his more mature relationships.  Unfortunately it has ended. Mayer has dated many women over the years including Jennifer Aniston, Taylor Swift (who seems like she could be his female counterpart) and Jessica Simpson, whom he ungraciously referred to as “sexual napalm.”

Ryan Seacrest

The American Idol host is not known for dating many women – rather not dating much at all.  He has regularly attended major events and had quiet dinners with one steady date: his mother. Then he started seeing Julianne Hough.  Initially, the relationship wasn’t taken seriously but after a couple of years together, we all started wondering if an engagement was imminent.  The opposite was true – the couple confirmed their split last month.

Simon Cowell

Is there a trend for the men on American Idol?  The former judge has been linked to several women over the years and recently admitted to having an affair with Dannii Minogue while they were both on the panel for The X Factor.  When he got engaged to Mezhgan Hussainy in February 2010, it looked like he was finally off the market but the pair parted ways in 2012.  So far, he’s still single.

Leonardo DiCaprio

Back in 2001, it seemed that Leo had won the jackpot that every man dreams of – he stole the heart of supermodel, Gisele Bundchen.  However, after a tumultuous few years together, they separated in 2005.  Many reports indicated that she was frustrated by his inability to fully commit to her since she wanted a family (something she has now secured with NFL star, Tom Brady).  Shortly after their break-up, he began dating another model, Bar Rafaeli.  The relationship lasted several years until they split in 2011.  Since then, he has been linked to Blake Lively and Erin Heatherton. Currently, he’s back on the market.

Everyone has to find their own definition of happiness and, for some, it may not include a long-term relationship.  Maybe, being a perpetual bachelor is what these men actually want.  It’s worked for Jack Nicholson all this time, hasn’t it?

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