Ryan Reynolds Dating History: How Many Actresses Did The ‘Deadpool’ Star Date Before Marrying Blake Lively?

CC_Express_20220825_1239090 — Ryan Reynolds and Blake Lively at Met Gala

It is hard to think about the past relationships of one of our favourite couples when their present is so lively. The ‘Deadpool‘ fame actor Ryan Reynolds and one of the most loved actresses in Hollywood, Blake Lively, always radiate love and positive vibes. The couple also maintains an atmosphere of fun with each other that’s loved by fans.

Reynolds and Lively have had their own fair share of dating histories and it is quite difficult to think how they were before their wedding. Reynolds actually went on a double date with Lively where they were with their respective partners. Let’s find out who all the ‘Green Lantern‘ actor dated before settling down with the ‘Gossip Girl‘ actress.

1) Melissa Joan Hart

Reynolds and Melissa Joan Hart worked together in the film ‘Sabrina the Teenage Witch‘. Ryan was 17 and Melissa was 19 when they both had a steamy make-out session after the wrap of an interview with Chelsea Handler. He managed to win her over by presenting her with a luxury Beluga watch and his charms. In her 2016 memoir, ‘Melissa Explains It All: Tales From My Abnormally Normal Life‘, she revealed that Ryan’s wife Blake Lively is aware of their fling on the set and even asked Melissa to “help her with a birthday present for Ryan.”

2) Traylor Howard

After his fling with Melissa, Traylor Howard and Ryan Reynolds starred in the ABC Sitcom, ‘Two Guys, a Girl and a Pizza Place‘ in 1998. They hooked up and separated after eight months of dating. The 56-year-old actress is now married to Jarel Portman, a business owner and musician.

3) Kristen Johnston

Kristen Johnston and Ryan Reynolds dated for five months. The actress is 10 years older than him and she recalled her relationship with Reynolds in an interview with host Andy Cohen in ‘Watch What Happens Live‘. Johnston said that Reynolds was a ‘lovely guy’ and that they both attended Tom Hanks’ drama premiere, ‘The Green Mile‘, together.

4) Rachel Leigh Cook

In 2001, Rachel Leigh Cook was in her prime moment, with back-to-back hits like ‘Josie and The Pussycats’ and ‘She’s All That‘. Ryan Reynolds took a cross-country trip to London and impressed the actress of the ‘Babysitters Club‘. They both enjoyed a year of their romance and parted ways after that.

5) Alanis Morissette

Ryan Reynolds’ relationship with fellow Canadian, Alanis Morissette is one of the longest relationships in his dating history. He proposed to her in 2004 and they broke the engagement after three years. The song ‘Torch‘ by Alanis was for Ryan.

6) Scarlett Johansson

The ‘Black Widow‘ actress, Scarlett Johansson, was married to Ryan Reynolds from 2008 to 2011. Scarlett married Reynolds swiftly and quietly after her breakup with Josh Hartnett in 2008. Their appearance together as a couple was very scarce and they also made little to no comments about each other in any personal interviews. In an interview with Vanity Fair, ‘The Avengers‘ actress said that she “romanticized” marriage and “didn’t really have an understanding of it.”

7) Sandra Bullock

Ryan Reynolds and Sandra Bullock in a still from ‘The Proposal’

Sandra Bullock, who co-starred with Ryan Reynolds in ‘The Proposal‘, started dating him in 2011. The ‘Miss Congeniality‘ actress, although denies the rumor about her dating Reynolds. She stated in an interview that she has shared an “amazing friendship” with Ryan for 10 years.

8) Agnes Fischer

The German model, Agnes Fischer and Ryan Reynolds’ dating rumors started when they were photographed together in Africa. Although, the two never confirmed their relationshop.

9) Charlize Theron

Charlize Theron was down to ‘settle’ and be more ‘serious’, whereas Ryan Reynolds was rooting for something more ‘casual’. Before building his family with Blake Lively, Reynolds and Theron were set up by mutual friends and they dated for two months.

10) Blake Lively

Blake Lively and Ryan Reynolds on the Red Carpet of the Met Gala

In a similar fashion where co-stars come together, Reynolds met Blake Lively on the set of ‘Green Lantern’. The unquestionable power couple of Hollywood got married secretly at the Boone Hall Plantation in South Carolina, on September 12, 2012. When asked about the secret of her happy marriage, Lively responded that Ryan is still her ‘best, best friend!’. The beloved couple is now blessed with three kids.