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Leah Messer’s Relationship History

Teen Mom star Leah Messer has lived much of her life in front of cameras. Viewers have been watching her since she appeared on an episode of MTV’s “16 and Pregnant.”

The reality star is the mother of three daughters: twins Aliannah “Ali” Hope and Aleeah ​​Grace Simms born in 2009 and Adalynn “Addie” Calvert born in 2013.

Since joining the cast of “Teen Mom 2” and the repackaged series “Teen Mom: The Next Chapter” in 2011, Messer has had several relationships documented by MTV.

Fans met Messer when she was expecting twins with her boyfriend Corey Simms. Still in high school and only dating for a month before learning of the pregnancy, Messer’s episode of “16 and Pregnant” showed her struggles with navigating motherhood.

After welcoming the twins, fans saw the relationship between Messer and Simms become tense. Messer had a brief interlude with ex-boyfriend Robbie Kidd before marrying Simms in 2010. The marriage ended in divorce shortly after in 2011.

In the same year, Messer began dating Jeremy Calvert. The couple married in 2012. Messer welcomed her third child in 2013. This marriage eventually ended in divorce in 2015.

Messer started dating Jason Jordan in 2018, but the relationship ended shortly after in 2019. The mother of three talked about the relationship’s demise on the MTV show.

“My kids also didn’t feel it anymore, not that they can control who I’ll be with, but they started to pick up the energy and it wasn’t right,” Messer told the producers.

“I really felt like I was in such an amazing place. I was ready to put everything into a relationship, it just wasn’t the right person,” she admitted.

Messer’s relationship with Jaylan Mobley became official in 2021.

Entertainment Tonight reported that the couple met in September 2020 through a project with ESPN and the military, and the couple connected on social media. The two took a trip to Costa Rica, where Mobley asked Messer to be his girlfriend over a sunset dinner. “It was perfect!” Messer shared: “We are excited to see what the future holds.”

In August 2022, the couple traveled to Costa Rica for their anniversary, where Mobley proposed to Messer.

A few days later, Messer revealed that Mobley also gifted her three daughters their own rings to celebrate the occasion. Messer shared the photos on Instagram, writing in the since-deleted post: “When I dreamed of this moment, this is exactly what I imagined. A slow steady unconditional love not only for me, but also for my three daughters who I cherish the most in life. Thank you for all you do for us. @jaylan_mobley We love you to the ends of the earth. It’s just US 4L.”

On October 11, 2022, the couple announced their separation. “While the past year has been extremely exciting for both of us, we have realized that it is best to walk separate paths,” the couple wrote on Instagram.

Messer and Mobley look to the future, ending the statement: “We will love and respect each other forever, and we ask for privacy as we refocus and get out of this chapter together.”

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