The Love Chronicles of Clare Crawley: Unveiling Her Passionate Journey Beyond Bachelor Nation

Clare Crawley vied for love on The Bachelor and multiple spinoffs before taking on the role of the lead in season 16 of The Bachelorette in March 2020. But her journey to find love didn't stop there.

In her groundbreaking season, where she made history as the oldest Bachelorette lead at the age of 39, Crawley immediately formed a deep connection with Dale Moss on the very first night. Astonishingly, less than two weeks later, the couple took a leap of faith and got engaged.

Unfortunately, their romance was short-lived. They briefly separated in January 2021 before ultimately ending things for good in September of the same year. However, Crawley didn't allow a failed engagement to dampen her spirits. She found love again in the fall of 2021 with Ryan Dawkins.

After initially keeping their relationship private, Crawley and Dawkins made things official on Instagram in September 2022. The couple took their commitment to the next level the following year when they got married. Exciting news arrived in July 2023, as Crawley revealed that she and Dawkins are expecting a baby through a surrogate.

Scroll down to revisit the men who caught Crawley’s eye over the years — and to find out why some of them didn’t last:

Credit: ABC/Paula Lobo

Clare Crawley's Dating History: A Guide to Her Bachelor Nation Romances and Beyond

Clare Crawley participated in various spinoffs of The Bachelor prior to assuming the role of the lead in the sixteenth season of The Bachelorette in March 2020. Nevertheless, her romantic journey did not conclude there.

Throughout her groundbreaking season, as the oldest Bachelorette to date at the age of 39, Crawley formed a profound connection with Dale Moss on the very first night and astonishingly, within a span of less than two weeks, the couple became engaged.

Unfortunately, their romance didn't endure, and after a temporary separation in January 2021, they officially ended their relationship in September 2021. However, Crawley didn't let the failed engagement affect her negatively as she found happiness with Ryan Dawkins in the autumn of 2021.

Keeping their relationship private at first, Crawley and Dawkins made it public on Instagram in September 2022. They took their commitment to the next level the following year by getting married. Exciting news came in July 2023 when Crawley announced that she and Dawkins are expecting a baby through surrogacy.

Scroll down to revisit the men who caught Crawley’s eye over the years — and to find out why some of them didn’t last:

Credit: ABC/Rick Rowell

Juan Pablo Galavis

Crawley initially competed for Galavis' affection on season 18 of The Bachelor. However, during the finale, Galavis chose to end their relationship and instead pursued a connection with Nikki Ferrell. Crawley was taken aback by Galavis' decision to reveal something unpleasant to her off-camera, which no woman would want to hear. There were rumors that Galavis confessed to not loving her, only enjoying their physical relationship.

During the March 2014 finale, Crawley expressed her disappointment in Galavis. She believed she had a clear understanding of his character but ultimately lost respect for him. She stated that she would never want her future children to have a father like him, given the emotional turmoil he put her through.

Credit: ABC/Francisco Roman

Robert Graham

Graham, a contestant from Desiree Hartsock’s season of The Bachelorette in 2013, had the privilege of being Crawley's first date on season 1 of Bachelor in Paradise in the summer of 2014. Despite receiving a rose from him in the initial week, their connection did not endure.

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Zack Kalter

Crawley's primary connection during BiP season 1 was with Kalter, a fellow contestant from Bachelorette season 9. Although they were together for a number of episodes, their relationship took a turn when AshLee Frazier informed Kalter that Crawley was considered unpredictable. As a result of the ensuing drama, Crawley made the decision to leave the show.

Credit: ABC/Rick Rowell

Mikey Tenerelli

Crawley briefly dated Tenerelli during season 2 of Bachelor in Paradise, but their relationship fizzled out after a single tantric yoga date. However, he still expressed his love for her following the announcement of her being the Bachelorette in March 2020.

“Congrats to our next @bacheloretteabc,” he wrote. “Let’s hope your experience this time around is better than this date! #bip #2016”

Credit: ABC/Rick Rowell

Jared Haibon

During season 2 of BiP, Crawley found herself involved in a love triangle with Haibon and his now-wife, Ashley Iaconetti. The drama concluded with Crawley tearfully confiding in a raccoon, which became a memorable edited moment. Prior to the official announcement, Iaconetti expressed her support for Crawley as the Bachelorette. "Clare and I had some issues when she went on a date with Jared on BiP 2, but we became close friends during Bachelor Winter Games," Iaconetti told Us at the time. She praised Crawley's confidence, stating that she wouldn't settle for anything less than she deserved. Iaconetti also highlighted Crawley's intelligence, beauty, nurturing nature, and many other qualities that would make her an excellent Bachelorette. Despite being considered for the role at times, Crawley was always surpassed by another candidate. Iaconetti suggested that the franchise should consider featuring someone in their 30s if they aimed to attract an older audience.

Credit: ABC/Paul Hebert

Benoit Beauséjour-Savard

Clare and the Bachelorette Canada star got engaged after connecting on season 1 of Bachelor Winter Games, which aired in 2018. Although Crawley left the show without a partner, they reignited their relationship and he popped the question during a live episode in February. However, their romance fizzled out the following April.

"It is with deep sadness that we have mutually agreed to end our relationship," stated the duo in a joint declaration. "We hold immense respect and admiration for one another, and although we had aspirations of making this work, we regretfully acknowledge that it may not be feasible. We apologize if this news is disheartening, but it is our truth. Please be aware that there are no ill sentiments harbored between us; we are merely two individuals who had faith in love and were willing to embrace it with open hearts."

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Christian Rauch

Prior to getting engaged to Beauséjour-Savard, Crawley was wrapped up in a love triangle with him and Rauch.

Credit: ABC

Dale Moss

Less than two weeks into filming The Bachelorette, Crawley became engaged to contestant Moss during a November 2020 episode. In January 2021, it was revealed that the couple was facing "serious issues," leading to their eventual split. Moss later took to social media to confirm the end of their engagement.

However, just one month later, the pair was seen holding hands and sharing kisses in Florida. Us was the first to report that Crawley and Moss were giving their relationship another chance.

In September, however, the couple ended their relationship once again, this time for good.

During an interview on "Whine Down" following the break-up, she expressed that trusting the process and believing in someone's words and actions shouldn't be considered a regret. She had put her faith in someone, believing that they were genuine and would keep their promises, especially when they proposed.

Credit: ABC (2)

Blake Monar

In early 2022, there were rumors connecting Crawley to the contestant from season 16. However, a source later clarified that their relationship was never official. According to the insider, they spent time together on a few occasions and enjoyed each other's company during that period.

Credit: Image Press Agency/NurPhoto/Shutterstock; Inset Courtesy of Clare Crawley/Instagram

Ryan Dawkins

Us exclusively confirmed the identity of Crawley's new man in September 2022 after she teased via Instagram that she found her “perfect match.”

"She kept their relationship under wraps until she was ready to publicly introduce him as her new boyfriend. While close friends and family had been aware for a few months, she wanted to personally reveal the news. According to a source, Dawkins initially started off as a friend before their romantic relationship began. He is described as mature, driven by his career, and a devoted father. Notably, unlike her previous relationships, he is not seeking fame.

In less than a month, Us confirmed that Crawley and Dawkins had gotten engaged. Sources revealed that the businessman proposed in October 2022 while they were attending RiSE in Las Vegas. The couple then tied the knot in February 2023 in Sacramento. In July 2023, they made the exciting announcement that they are expecting their first child through a surrogate, and the baby is due in 2024."