10 of the Most Bizarre and Unlikely Celebrity Relationships of All Time

Even celebrities face the same hurdles as us in relation to love, and below are just a few of the most unlikely celebrity relationships in history.

 1. Rodman and Madonna

90’s Basketball star Dennis Rodman and Queen of the disco Madonna were rumored to have struck up a relationship in 1994. This has to be one of the most unlikely couples. With Rodman’s constant antics, including occasionally dressing up as a woman, one can only imagine who required the most attention during this relationship!

 2. Anna Nicole Smith and J Howard Marshall II

At the age of 27, Anna Nicole Smith (1967 – 2007) married the multi-millionaire J Howard Marshall II, at the age of 90. Some say this was completely for the actress, born Vickie Lyn Marshall, to gain hold of the millionaire’s fortune upon his death. However, Smith claimed it was completely for love.

 3. Michael Jackson and Lisa Marie Presley

Some call him Wacko Jacko, in the past he has been reported to refer to himself as Peter Pan. Regardless of his Alias, and although his musical talent can’t be denied, Michael Jackson is considered to be one of the strangest characters on the planet. His marriage to the ‘King’s’ daughter, Lisa Marie Presley (in the Dominican Republic, 1994) came as a surprise to the entire world.

 4. Hilary Duff and Rock Star Joel Madden

At the age of 18, Hilary Duff’s relationship to Rock Star Joel Madden, 26 was bit of a shock to the pop world. Due to Duff’s princess like persona, and Madden’s bad boy image, it was considered to be a bit like chalk and cheese.

 5. Lindsay Lohan and Samantha Ronson

Earlier this year, Lohan, 22, and Ronson, 30, appeared to be an unlikely match made in heaven. Considering Lohan’s experience in Rehab last year, Ronson has seemed to have a positive influence on the Actresses life.

 6. Angelina Jolie and Billy Bob Thornton

At just 24 years old, Angelina Jolie tied the knot with Billy Bob Thornton, 20 years her senior. With age being nothing but a number to the couple, May 5, 2000 became the day where Jolie and Thornton exchanged vows in Las Vegas.

 7. Justin Timberlake and Cameron Diaz

Diaz, 34 and Timberlake, 25, met in April 2003, and shared a four year relationship together. The unlikely relationship blossomed after meeting at the Nickelodeon Kid’s Choice Awards, and although at first this pairing seemed to be a strange one, it became one we all grew to love. With girls all over the world envious of Diaz, and Guys wishing to take Timberlake’s place, there wasn’t a page turned without seeing the couple featured on it.

 8. Ashton Kutcher and Demi Moore

Growing up as a fan of Bruce Willis, and his collection of action movies, Ashton Kutcher, 30, now married to Willis’s ex Wife, Demi Moore, 46, finds himself in a place where millions of men would love to be! Moore, 46, is also envied my millions, as she has stolen the pin-up’s heart.

 9. Axl Rose and Sophie Anderton

In May 2006, rumours had it that the rock star, and Gun’s and Roses frontman, Axl Rose, and British Supermodel Sophie Anderton struck up an unlikely romance. Described as chalk and cheese, the couple apparently just clicked, making this match love at first sight.

 10. Emma Watson and Johnny Borrel

Earlier this year, the baby-faced Harry potter Star Emma Watson, and frontman of the band Razorlight, were spotted at the Burberry and Vanity Fair Portraits VIP Private View, at the National Portrait Gallery in London, England. Seems like an unlikely couple, however as discussed above, there really is no logic in love!