The Odd Couple: Hollywood’s Most Shocking Relationships

December 10, 2011  |  
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Hollywood stars have always been the center of media and public attention especially when it comes to their personal lives. Many celebrity couples try to shield their secrets from the public and do everything with great caution. However, there are those couples that get together despite large age gaps and what seem like large life differences.

Take a look at these 9 surprising couples and be prepared to be amazed…

1. Jennifer Lopez & Casper Smart

Less than 5 months after splitting with hubby Marc Anthony, Jenny from the block has fallen back into her love of backup dancers.  Currently the hot 42-year-old singer, actress and mother is hooking up with her oh-so Hot back-up dancer, Casper Smart, 18 years her junior.“Yes, they are dating and having a good time,” a source told People magazine.  The couple have been spotted jet setting all over the world, including a recent trip to Morocco, just for dinner!


2. Demi Moore & Ashton Kutcher

Fans thought playboy Ashton Kutcher and Demi Moore were filming an episode of “Punked” when the twosome hooked up in 2003, thanks to their 15-year age difference. Kutcher, 30, and Moore, 45, married in 2005. It was an unlikely romance from the start, and the recent end.   After six years of marriage, Ashton Kutcher and Demi Moore fell apart because of issues that had long fueled skepticism about their relationship, their famous 15-year age difference, his wandering eye, and her insecurities… not a good combo.

3. Katie Holmes & Tom Cruise

Tom Cruise and Katie Holmes shocked the world in 2005, after announcing they were a couple. The twice divorced ‘Mission Impossible’ star and Dawson’s Creek actress 16 years his junior married in 2006.  After auditioning the starlet for Mission Impossible III, the twice-divorced Cruise launched a campaign to win Katie’s heart, who admitted later she had posters of Cruise on her wall as a teenager.  The couple had a daughter, Suri, in 2008 and also spend time with Cruise’s two other adopted children from his marriage to Nicole Kidman, Connor and Isabella.

4. Nick Cannon & Mariah Carey

Popular rap singer and actor Nick Cannon dated top-selling recording artist Mariah Carey within six weeks of meeting. Despite their 12-year age difference, the couple secretly married in Bahamas in 2008. The couple waited a couple of years to enter into parenthood, and recently welcomed twins, Moroccan and Monroe.

5. Taylor Swift & Jake Gyllenhaal

Taylor Swift, 20, and 29-year old Jake Gyllenhaal went apple picking upstate for their first public appearance together. The couple also shared a happy Halloween weekend in California. After spending Thanksgiving weekend together, the two were last seen publicly together on Dec. 9 in Los Angeles.  Gyllenhaal and Swift met in October backstage at Saturday Night Live, followed by a brunch in Brooklyn.  In the past two weeks, however, the couple has called it quits and plans to spend the holidays in their respective hometowns.  Do you wonder if she’ll write a song about this flash of a relationship?  We’ll soon see!

6. Katy Perry & Russel Brand

Singer Katy Perry first met comedian Russell Brand in the summer of 2008 when filming a cameo for Brand’s film Get Him to the Greek. They began dating one year later. Despite a 10-year age difference, Katy Perry and Russell Brand tied the knot in a lavish four-day celebration in India in October 2010.  The couple is still going strong despite some odd looks and not so supportive Perry parents.

7. Sean Penn & Scarlett Johansson

Here’s an interesting one.  Soon after ending her marriage with Hollywood hunk Ryan Reynolds, Scarlett Johansson threw another curve ball and started to see 24-year her senior, Sean Penn.  Sean had also just ended his marriage to his partner of more than 20 years, Robin Wright. Do you smell a double rebound? According to reports, the 50-year-old actor ‘did not want to be tied down’ to 26-year-old Lost In Translation actress and split with Scarlett after five months, because he ‘didn’t want anything serious,’ a source told Us Weekly.

8. Julia Roberts & Lyle Lovett

More than a few eyebrows went up when the pretty woman was married to singer  Lyle Lovett from 1993 to 1995. On June 27, 1993, America’s sweetheart married country singer Lyle Lovett. The wedding took place at St. James Lutheran Church in Marion, Indiana, near where Lovett was appearing on tour with his band. In March 1995, the couple separated, and subsequently divorced.

9. Sandra Bullock & Jesse James

Bullock married motorcycle builder and Monster Garage host Jesse James on July 16, 2005. They first met when Bullock arranged for her ten-year-old godson to meet James as a Christmas present.  During their marriage, several cheating allegations arose again James, ultimately forcing Bullock to file for divorce.  Bullock and James subsequently won full legal custody of James’ five-year-old daughter in 2009 whom he had with ex-wife pornographic actress Janine Lindermulder.  In March 2010, a scandal arose when several women claimed to have had affairs with James during his marriage to Bullock. Their divorce was finalized on June 28, 2010, with “conflict of personalities” cited as the reason.  This bad boy did not finish first!

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