Relationships
- Justin first met future girlfriend Britney Spears whilst performing on The New Mickey Mouse Club at just eleven years old.
- In 1999, the two began a highly publicised relationship and often made headlines for their matching outfits.
- The teenage sweethearts were together for three years before parting ways in 2002.
- Rumours of infidelity began surfacing around the time of the break-up and although nothing was ever confirmed it is thought Justin’s hit Cry Me a River (featuring a Britney look-a-like) was a nod towards her cheating!
- A year after the break-up with Britney, rumours were spread that Justin was dating model-turned-actress Cameron Diaz after the two met at the Nickelodeon Kids’ Choice Awards.
- Despite being nine years his senior (and with much speculation the relationship wouldn’t work) the two dated for almost four years before they announced their mutual break-up.
- Shortly after his split with Diaz, the media reported that Justin was dating actress Jessica Biel. This was not confirmed until 2008 when Jessica was interviewed for the UK edition of GQ and said “Justin Timberlake is the one part of my life that I own”.
- After four years of dating, Justin and Jessica split in 2011 for unknown reasons. Reflecting on their relationship Justin said that “In my 30 years she is the most special person”.
- A few months later however, the couple were back together and Justin popped the question just before Christmas at his home in Big Sky, Montana.
- In October 2012, the couple tied the knot during a week-long celebration in Puglia, Italy. Justin wrote and sang a romantic ballad as his bride walked down the aisle. Jessica wore a pink Giambattista Valli gown and Justin a Tom Ford tuxedo.