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They dated for nearly four years, calling it quits in 2007. These days you wouldn’t dream about Cameron Diaz being engaged to Jared Leto, but yessir these two were set to walk down the aisle dating from 1999-2003.
However, they remained pretty good friends, after starring in Bad Teacher together. Bradley and Zoe enjoyed an on/off romance after meeting on set in 2011 filming The Words.
Like many others on this list (well, all of them, come to think of it) they weren’t meant to be, and split for good in 2013. It was for a good few years for these two stars as Jake and Kirsten fronted many a red carpet loved up and fancy free.
However, John didn’t think it was the best idea as Winona was aged 19 at the time and Johnny aged 27.But so many other famous in love people flew under the radar. Oh, yeah – you forgot about that tainted love affair, didn’t you? Most of us know about Winona Ryder’s ill-fated relationship with Johnny Depp (the tattoo Winona Forever is etched into our brains for, well, ever), but a lot have forgotten about the love affair she hatched with a sparky young star in Hollywood – Matt Damon.Not long after he split with his Good Will Hunting co-star Minnie Driver (some say they were still together), he took up with Winona in 1997 and the two were together for over two years.Only a month after this here photo at the 2000 Golden Globes, the two called it quits. These two were so secretive in their short 1996 relationship they only made one public appearance.Perhaps the 11-year gap had something to do with it, and Seal went on to marry another supermodel, Heidi Klum. Nothing better than an alright movie to kickstart a romance.
It does check out – at the time they were what the young kids call a ‘power couple’. Wilmer may have had a gazillion-year relationship with Demi Lovato, but before Lovato he was in love-ato (good one) with America’s Sweetheart Mandy Moore.