Dane Cook Dating: When Did Their Romantic Relationship Begin?

Kelsi Taylor and Dane Cook have announced their engagement. After a five-year relationship, the stand-up comedian proposed to her.

“I was so ready to ask her. I was completely zen about it,” Cook, 50, told People. “The evening of the proposal was incredibly beautiful, the weather was perfect, the sunset was spectacular, and I was just quite simply very happy.”

He added of the milestone moment, “I was asking my best friend, the woman who I’ve shared some of the greatest times of my life, to marry me so we can start the next chapter our of lives together. I was also thinking of how absolutely stunning she looked.”

She was stunned when Cook pulled a box out of his pocket, the 23-year-old fitness teacher told the publication.

“I was also just really focused on what he was saying to me because I was trying desperately to etch the words into my brain,” she recalled. “They were so beautiful, I really wanted to soak it in.”

Dane Cook Dating

Relationship Timeline

Laughter is Dane Cook‘s constant companion now! Kelsi Taylor, the 50-year-old comedian’s longtime girlfriend, said yes when he proposed. Here is a timeline of their relationship.

  • 2017

‘My girl @itskelsitaylor is one of my most favourite people on the planet,’ Cook wrote on Instagram in April 2017, shortly after they began dating. “She’s a talented singer but more importantly she’s a genuine person. Check out her music and get to know her. She’s gonna go far!”

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  • 2018

“Simply a gift,” Cook wrote on Instagram just a few months after posting this photo with the hashtag “#relationshipgoals” in January 2018.

The American Gods actor noted an audible reaction from the audience when he announced the pair’s 26-year age discrepancy during his February 2018 Jimmy Kimmel Live! performance. Cook thanked the audience for their chuckles of approval. In my opinion, that was not a kind of criticism.

“I can’t say enough good stuff about this incredible woman,” Cook said of Taylor as he uploaded this selfie on Valentine’s Day 2019. “I’m a lucky sap to have her by my side. I like this pic because it captures how happy we are.”

Dane Cook Dating

  • 2019

A close friend of Dane’s told in January 2019 that he was “very in love” with Kelsi, just days before the two were photographed kissing on a Hawaiian beach.“He treats her as though she’s his wife even though he’s said he’ll never get married. … This is definitely the most serious relationship he’s had so far.”

May 6, 2019, marked the second anniversary of the relationship between the comedian and the singer. “When I met Kelsi I had zero idea I was actually meeting my best friend,” Cook gushed on Instagram. “I’ve never felt so loved & I’ve never been able to give the amount of love that I can with her.

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This is a special relationship and she is a special human being and she makes me feel special too. … I’m happier in my life & career than I’ve ever been before. Her support and love is the greatest.”

Dane Cook Dating

  • 2020

Cook talked about how much he appreciates Taylor and how much he enjoys spending time with her. “I’m one of the lucky people that’s not trying to date in quarantine. Right? It’s like being in jail and having a conjugal visit. ‘I hope this goes my way, I hope I don’t get caught,’” he joked on the “On the List with Brett Gursky” podcast.

“I’ve been fortunate because I’m in a really healthy relationship with somebody, both physically healthy and the relationship itself.”

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Aside from the coronavirus quarantine, their relationship has “really found a lot of progress” and is still “work,” he said. A constant “passing of the ball and baton and being able to remember to ask ‘What do you need?’ and how can I help you to feel well and well?” is what the narrator said. “All of it has been completed, then.”

Dane Cook Dating

  • 2022

After a five-year relationship, the couple announced that they were engaged. “The secret’s out! @danecook and I are engaged,” Taylor wrote via Instagram at the time. “A couple weeks ago, Dane got on one knee and asked me to be his wife and I couldn’t have asked for a more perfect moment. I love this man and love spending my life with him. I can’t wait for what’s to come.” In a tweet, Cook added: “Feeling the best I’ve ever felt.”

The  Good Luck Chuck when asked about the age gap between him and his girlfriend, the Chuck star joked that the only thing the two of them needed to do was prepare for their deaths to be “fairly far apart.”

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