Ryan Reynolds and Blake Lively are one of the few real-life couples whose on-screen and off-screen chemistry is as sizzling as it comes. And, while it seems this beloved couple has always been together, Ryan Reynolds’ dating history is littered with women who are just as, if not more, famous than his wife Blake Lively. Before tying the knot with Blake in 2012, Ryan Reynolds has hardly ever been on the market since he was always in a serious or casual high-profile relationship.
Here are all the famous women Ryan Reynolds has dated; some names on this list will shock you!
Melissa Joan Hart in 1996
Ryan Reynolds was a smitten teenager when he had a fling with Melissa Joan Hart on the sets of Sabrina the Teenage Witch movie. Despite their brief link-up, Melissa has talked about it several times. In 2023, she recalled, “He was 17 and I was, like, 19. I was like, ‘You’re too young for me.’ So I stopped his car . . . and I wasn’t sure; ‘Am I gonna get mad at him?'” She went on: “I just grabbed him and started kissing him. You get a piece of jewelry like that, you gotta make out with the guy!”
Traylor Howard in 1998
It was also rumored that Ryan Reynolds was in a relationship with his Two Guys, a Girl and a Pizza Place co-star Traylor Howard for a few months. However, while they had some cute red carpet moments, they never publicly confirmed their relationship.
Kristen Johnston in 1999
Ryan Reynolds also went on to date another sitcom star in 1999, Kristen Johnston. The couple allegedly dated for almost a year. In 2020, Kristen admitted to the relationship, calling Ryan a “great guy.”
Alanis Morissette in 2002
In his first serious and long-term relationship in the public eye, Ryan Reynolds even got engaged to singer Alanis Morissette when the two dated from 2002 to 2007. After their split, the two released a statement that they would remain friends. It read, “They remain close friends and continue to have the utmost love and admiration for each other. They ask that their privacy be respected surrounding this personal matter.”
Scarlett Johansson in 2007
From one serious relationship to another. After his five-year-long affair with Alanis, Ryan Reynolds went straight into the deep dive with Scarlett Johansson after meeting her in 2007. The two even quietly got married in 2008 but split in just two years in a notoriously hush-hush relationship. They released a statement after parting ways, saying, “After long and careful consideration on both our parts, we’ve decided to end our marriage. We entered our relationship with love, and it’s with love and kindness we leave it. While privacy isn’t expected, it’s certainly appreciated.”
Sandra Bullock in 2011
After his divorce, Ryan Reynolds went through a series of flings before finally connecting with his now-wife Blake Lively. One of his most famous of said alleged flings was his time with Sandra Bullock which made headlines at the time. The two, however, haven’t outright confirmed that they ever dated.
Agnes Fischer in 2011
In the same year as his name was linked with Bullock, Ryan Reynolds also reportedly had a fling with German model Agnes Fischer. The two reportedly briefly dated, but the relationship was never confirmed.
Charlize Theron in 2011
According to Us Weekly, Ryan Reynolds also had a couple of months-long fling with Charlize Theron in the wake of his divorce from Scarlett Johansson. They ended before things got serious because of “different priorities.”
Blake Lively in 2011
While Ryan Reynolds met Blake Lively in 2010 when they shot their superhero movie Green Lantern, it wasn’t until 2011 that they started dating each other. Ryan has recalled when their relationship turned romantic in various interviews. Hilariously, it happened on a double date when the two were with different people. “She was on a date with another guy, and I was on a date with another girl,” Reynolds said during a 2016 interview on Entertainment Weekly’s Sirius XM show. “That was the most awkward date [from their perspective] probably because we were just like fireworks coming across.”
The couple then quickly tied the knot in 2012, and the rest, as they say, is history.
