Subscribe
Close
Embed from Getty Images

Nick Lachey


At 25 years of age, the boy band singer snatched up 18-year-old Jessica Simpson, whom he would eventually endure a 3 1/2 year marriage with.

Embed from Getty Images

Tyga


The Young Money rapper has been subjected to plenty of criticism for trying to wife up 17-year-old Kylie Jenner.

Embed from Getty Images

Jimmy Page


It is said that the Led Zepellin legend actually had 14-year-old Lori Maddox kidnapped to carry on an indecent relationship for several years.


R. Kelly


The R&B star’s illegal marriage with then 15-year-old Aaliyah has long been the topic of scruitiny and slander.

Embed from Getty Images

Woody Allen


The iconic filmmaker began dating his current wife, Soon-Yi Previn when she was 19. They had a mutual acquaintance: Mia Farrow, who was Previn’s adoptive mother and Allen’s girlfriend at the time.

Embed from Getty Images

Chad Michael Murray


The One Tree Hill star proposed to model Kenzie Dalton when she was still a senior in high school, but they’ve since called the whole thing off like that Drake song.



Embed from Getty Images

Wilmer Valderrama


When she was still a minor, that 70s Show star tried to keep his relationship with Lindsay Lohan a secret in fear of the scandal. It was on the beginning of the male conquering for the young starlet.

Embed from Getty Images

Elvis Presley


The “king” got with his Priscilla when she was just 14-years-old. They were married in 1967 when she was much older.

Embed from Getty Images

Milo Ventimiglia


While shooting NBC’s popular but short-lived show Heroes in 2007, the 30-year-old Ventimiglia had a short-lived relationship with 18-year-old Hayden Panettiere.

Embed from Getty Images

Joaquin Phoenix


The then 39-year-old actor began parading around town with 19-year-old DJ girlfriend last year.

Embed from Getty Images

Don Johnson


Mr. Miami Vice fell in love with Melanie Griffin when she was just 14-years-young.

Embed from Getty Images

John Mayer


Taylor Swift began her romp with the successful singer when she was 19-years-old, who eventually turned out to be a bit of a creepzoid.



Photo: YouTube


Freddy Moore


Demi met 29-year-old Freddy when she was just 16 and they became married for five years. She decided to keep the name.

Embed from Getty Images

John Derek


The golden age Hollywood star scooped up Bo Derek when she was just 16-years-old and still in high school. They remained together until his death in 1998.

Embed from Getty Images

Tao Ruspuli


Olivia Wilde married the Italian movie star in 2003 when she was 19-years-old. It lasted eight years.



Photo: WENN/Marcus Hoffman


Shawn Andrews


The Dazed and Confused actor married a 16-year-old Milia Jovovich right after filming. Her mother wasn’t having it and she had it annulled two months later.


Jamie Walters


The “How Do You Talk to an Angel” singer was engaged to 16-year-old Drew Barrymore for about a year in the early 90s.

Embed from Getty Images

Conrad “Nicky” Hilton, Jr.


Elizabeth Taylor’s first (of eight) marriages was to the hotel heir when she was just 18-years-old.

Related Tags

celebrity breakups Celebrity divorces celebrity marriages

Stories From Our Partners

More from Hip-Hop Wired

You May Also Like