Surprising Facts About Birthday Boy Justin Timberlake's Love Life

Justin Timberlake
Love

Justin Timberlake is turning 32 today and he's still bringing sexy back. His new single "Suit & Tie" is steadily scaling the charts (it's about time you were making music again, JT!), he's performing at the Grammy's next month and he married the girl of his dreams last year.

But we loved Justin way before he climbed the A-list stairs. We adored his undeniable swag in music videos, then his sense of humor as seen in SNL's D*ck In A Box, and his big heart in contributing to charities like the Justin Timberlake Foundation. Yes, we even loved him through that awkward stuff, you know, like that time he let Janet Jackson's boob pop out for the world to see (thereby coining the phrase "wardrobe malfunction") at the Super Bowl and his semi-awkward boy band 'do.

And we aren't the only ones crushing hard on Mr. JRT. Before he said 'I do' to Jessica Biel, Justin dated some of Hollywood's hottest ladies. So in honor of his birthday, let's take a look back at JT's dating history to see all the hearts he's been tearin' up along the way.

His first love (and first time) was with his high school sweetie

It should come as no surprise that JT was a stud even before his boy band days. Justin fell for the girl next door Danielle Ditto and they were high school sweethearts in their hometown of Millington, Tennessee. Ditto even revealed to the press that she and Justin lost their virginity to each other. "I was a virgin and so was Justin," Ditto said. "Of course, the first time was very scary and kind of awkward. But when you do something like that with someone you love, it's incomparable." But their parents weren't so excited about the budding romance... especially after Justin's mother allegedly caught them making out. Not so smooth, Justin.

He vacationed in the Bahamas with the star of a girl group

Just as N'Sync was taking off, Justin started dating a rising pop star. No, it wasn't Britney Spears (or at least, not yet). His heart was taken by Veronica Finn, who was part of a girl group called Innosense from 1996 to 1998. She has only cherished memories of their not-so typical teenage romance vacationing in tropical locales and touring the world. "He was very special. Our love was unique, and he was an absolute sweetheart," she recalled fondly to RadarOnline. "I was a 'girl version of Justin.' We hit it off right away." She even kept a box of sentimental letters, cards, and photographs from the time they dated. Sounds like she's still smitten, doesn't it?

He had a fling with Fergie

We’re guessing it was his boyish charm that won her over? Before his high-profile hookup with Britney Spears, Justin dated Black Eyed Peas frontwoman Stacy "Fergie" Ferguson. At the time, Timberlake was 16 years old and Fergie was seven years his senior. "It wasn't a long-term serious relationship, so there's no bad blood," Fergie said. "He was 16 and I was 23."

He 'cried a river' over Britney Spears

He was the frontrunner of the boy band N'Sync and she was America's princess of pop. They should have been a match made in music industry heaven, right? Well, not exactly. But we loved it while it lasted between these two adorable Mickey Mouse Club alums. Unfortunately, things took a turn for the worst in 2002 when rumors started circulating that Spears cheated on Justin with choreographer Wade Robson. Since neither of them ever spoke publicly, we aren't sure whether these rumors were true, but the breakup certainly was. And it wasn't too long after their split that Justin came out with this aptly named single. Allegedly, Spears never really got over him. Oh, cry us a river, Britney.

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He said 'Bye, Bye, Bye' to Jenna Dewan and Alyssa Milano

If you were hoping for a Britney/Justin reunion, you were likely heartbroken when rumors started to fly that Justin was dating Jenna Dewan, who was coincidentally a backup dancer for N'Sync. (But it looks like things turned out OK for her... now, she's Mrs. Tatum.) Later that year, Justin dated actress Alyssa Milano, but their relationship only lasted a few months, which is a shame since they made a cute couple. Guess he wasn't too lucky in love that year.

He dated (and had some drama with) Cameron Diaz

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Where else do you go looking for love except at a kids' awards show? Justin and Cameron Diaz met backstage at the Nickelodeon Kids' Choice Awards in April 2003 and apparently sparks flew. They dated for four years before rumors of infidelity and public spats began tearing them apart, and they finally called it quits in 2007. They went on to be costars in Bad Teacher and judging by that, um, really awkward sex scene, they wouldn't have made a very cool couple anyway. No love lost.

He jumped for joy over marrying Jessica Biel… literally.

It was a long up-and-down romance between Mr. and Mrs. Timberlake (better known as actress Jessica Biel) before they walked down the aisle. They were first spotted flirting at a Golden Globes after-party, then they were caught canoodling by the paparazzi. They finally admitted to their romantic relationship in the spring of 2007, only to break it off in the winter of 2011. They were on and off; but eventually got their act together and finally tied the knot last year. And who can forget that wedding photo on the cover of People? Totally priceless.

"I answer to a higher power now," Justin joked to Us Weekly. "We have a couple of rules in our relationship. The first rule is that I make her feel like she's getting everything. The second rule is that I actually do let her have her way in everything. And, so far, it's working."

As for the lucky lady herself, Biel remarked on The Ellen DeGeneres Show, "It just feels incredible. It feels like you have this partner who is going to be with you and also change light bulbs and do dishes with you."

We would give anything even to do dishes with JT, am I right ladies?