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From Jessica Simpson to Amanda Cerny: A look at Dane Cook's love life before engagement to Kelsi Taylor

Comedian Dane Cook has recently been trolled for his engagement to Kelsi Taylor, who is 27 years younger than him
PUBLISHED AUG 8, 2022
Dane Cook with (L-R) Kelsi Taylor, Jessica Simpson, and Amanda Cerny (@danecook/Instagram and Evan Agostini/Getty Images)
Dane Cook with (L-R) Kelsi Taylor, Jessica Simpson, and Amanda Cerny (@danecook/Instagram and Evan Agostini/Getty Images)

LOS ANGELES, CALIFORNIA: Comedian Dane Cook has recently been trolled for his engagement to Kelsi Taylor, who is 27 years younger than him. Cook announced his engagement to his girlfriend of five years, Kelsi Taylor, on August 2, 2022. He reportedly proposed to her on July 13 at York Beach, Maine. According to People, Cook said, “I was so ready to ask her. I was completely zen about it. The evening of the proposal was incredibly beautiful, the weather was perfect, sunset was spectacular, and I was just quite simply very happy."

Kelsi Taylor is not Cook's first romantic partner. While dating rumors can vary, it is said that Cook had a brief fling with his former 'Employee of the Month' co-star Jessica Simpson, sometime around 2006. Us Weekly reported that when the comedian learned about Jessica's engagement in 2010, he said, "Jessica's a great friend of mine and I'm so happy for her! She's an incredible person and that's great, great news for her. I send out a big well wish to 'Special J' as we lovingly call her."

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(U.S. TABLOIDS OUT) Singer/actress Jessica Simpson and comedian/actor Dane Cook co-host MTV's Total Request Live at MTV Studios, October 4, 2006 in New York City.
Jessica Simpson and Dane Cook co-host MTV's Total Request Live at MTV Studios, October 4, 2006, in New York City (Evan Agostini/Getty Images)

Cook reportedly also had a fling with television host Nicole Scherzinger in 2007, but the pair never discussed their relationship publicly. According to outlets like Pop Dirt, the former pair was seen on dates at the Roxy in Hollywood around October 2007.

Nicole Scherzinger attends the Global Citizen Forum's 2021 Gala on December 13, 2021 in Ras al Khaimah, United Arab Emirates.
Nicole Scherzinger attends the Global Citizen Forum's 2021 Gala on December 13, 2021, in Ras al Khaimah, United Arab Emirates (Cedric Ribeiro/Getty Images for the Global Citizen Forum)

Cook allegedly also dated actress Julianne Hough in 2010, but they never confirmed their relationship. Cook and Julianne are said to have dated when he was 22 and he was 38. They were photographed on a number of dates, Us Weekly claimed. 

Julianne Hough attends the 94th Annual Academy Awards at Hollywood and Highland on March 27, 2022 in Hollywood, California.
Julianne Hough attends the 94th Annual Academy Awards at Hollywood and Highland on March 27, 2022, in Hollywood, California  (Mike Coppola/Getty Images)

Cook reportedly also dated YouTuber, actress, and internet personality Amanda Cerny when she was 20 and he was 38. They saw each other on and off for several years, believed to be from 2011 to 2014. Cook posted about their relationship on social media, and a 2015 post on Instagram claimed they had broken up.

"Verified I spent the day with @AmandaCerny and we interviewed each other on Snapchat -- you must watch -- it's good stuff (erases in 5 more hours). Her Snapchat is @AmandaCerny (like her Insta) mine is @TheDaneCook. Go follow her. She's hot, funny & dated me when she was not thinking right," he captioned a photo of the two of them. 



 

Meanwhile, it has been revealed that Cook regularly invited girls as young as 14 to "game nights" at his home, according to internet-sleuthing writer Tracie Egan Morrissey. She has claimed that his new fiancée Kelsi Taylor appeared at one of them when she was 17. The 50-year-old comedian became engaged to Taylor, 23, recently. He had said earlier that the two of them met at one of the "game night" parties regularly hosted by him at his Los Angeles home. 

Morrissey took to Instagram to point out that Cook posted a picture from his game night party with Taylor in it, suggesting that she was only 17 at the time. Cook has claimed, on the other hand, that he never got into a romance with Taylor until she was 18. Morrissey revealed in an Instagram story that searching for Cook's social media posts would reveal a number of photos of underage girls, one of them said to be 14, suggesting they attended these parties on a regular basis. The parties were also attended by men who were far older. Cook is yet to comment on Morrissey's allegations and MEAWW could not independently verify her claims. 

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