While breakups are unfortunate, they are a big part of life and pretty much everyone goes through them from time to time. That being said, there are some celebrity couples who are never allowed to break up, like Michelle & Barack Obama, or Ryan Reynolds and Blake Lively. It's crazy to think that Ryan Reynolds' dating history before Lively even exists, but as it turns out, the Canadian actor has a pretty long list of exes.

Reynolds got his big break in the late 90s with the Sabrina the Teenage Witch film, and he not only caught the attention of the audience and the media, but he also made sure to catch the eye of his co-star, which launched him into the celebrity dating world.

It looks as though Reynolds has mostly had brief flings over the years, with the occasional serious relationship here and there. As it turns out, Reynolds ended up engaged in nearly every long-term relationship he entered.

While it doesn't look like Reynolds and Lively's relationship will be going anywhere anytime soon, let's take a walk down memory lane and look at the Canadian icon's romances over the years.

Melissa Joan Hart

Reynolds and Melissa Joan Hart met on set while filming Sabrina the Teenage Witch, and as many teenage co-stars do, they developed a fling.

According to PopSugar, Reynolds was younger than Hart but still managed to woo her with luxurious gifts and his charming good looks.

Traylor Howard

Reynolds continued his streak of dating co-stars when he began working on Two Guys, A Girl and a Pizza Place in 1998. He met Traylor Howard on set, and they began dating for eight months before they split, PopSugar says.

Kristen Johnston

After his split from Howard, Reynolds took a break from dating co-stars but continued to chase after sitcom stars. According to E! Online, in 1999, Reynolds pursued a year-long romance with 3rd Rock From the Sun star Kristen Johnston.

Rachel Leigh Cook

After starring in She's All That and Josie and the Pussycats, Rachel Leigh Cook had a moment in the spotlight, during which time she and Reynolds had a fling, according to PopSugar.

Alanis Morissette

One of Reynolds' longest relationships was with fellow Canadian Alanis Morisette from 2002-2007. The pair were so serious that Reynolds even proposed in 2004, although the engagement didn't turn into marriage, says UsWeekly.

Scarlett Johansson

After ending his engagement to Morissette, Reynolds jumped into a new relationship with Scarlett Johansson, whom he actually ended up marrying in 2008.

The couple divorced in 2011, and according to UsWeekly, most of their relationship was kept quite quiet.

Sandra Bullock

After his divorce from ScarJo, Reynolds returned to his old ways of dating co-stars. In 2011, he began a brief fling with Sandra Bullock, whom he had starred alongside in The Proposal, according to E! Online.

Agnes Fischer

When things with Bullock didn't work out, Reynolds moved onto someone new. He was spotted with German model Agnes Fischer, and although the dating rumours were never confirmed, there was enough buzz for People magazine to cover the romance.

Charlize Theron

The last celebrity that Reynolds was tied to before settling down with Blake Lively was Charlize Theron. According to UsWeekly, the duo only dated for a summer but ended up splitting because their priorities were way different.


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