Rollercoaster of romance. Teen Mom OG star Amber Portwood has seen her fair share of relationship drama over the years, but she’s never given up on love.The reality star’s first serious relationship was with Gary Shirley, with whom she welcomed daughter Leah in November 2008.
Shirley popped the question before Leah was born, but the couple ultimately separated in 2011 after their many tumultuous fights played out on both 16 and Pregnant and Teen Mom OG.After Portwood lost custody of her daughter in 2011, she was sentenced to jail in 2012 following a December 2011 drug arrest.
Following her November 2013 release, she and Shirley agreed on splitting custody in 2015, so long as he retained primary physical custody.Portwood met her next boyfriend, Matt Baier, via Twitter in 2014 — though it was soon revealed that she wasn’t the only Teen Mom star he had been messaging.
While the TV star became engaged to the controversial DJ in 2015, the former couple had their fair share of drama, including when it came to light that the Massachusetts native had fathered at least five children.During a polygraph test scene on season 7 of Teen Mom OG, it was revealed that while Baier was physically faithful during their relationship, he made sexual advances towards an unnamed woman.
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