Ashley Biles, legally known as Ashley Biles-Thomas, pleaded guilty to drug trafficking in 2015, a charge stemming from a 2014 traffic stop in Delaware County, Ohio, Radar Online reported in 2016. She, along with her then-boyfriend and a cousin, had 90 pills of oxycodone and 60 of oxymorphone on them. Biles-Thomas was sentenced to four years of probation and three months in jail, though she was released after three days. 

Just weeks before her probation was set to end, Biles-Thomas was arrested again in April 2019 and charged with assault, The U.S. Sun reported. She pleaded guilty and was sentenced to six months in jail and two years' probation. Most of her jail sentence was suspended. Biles-Thomas was arrested again in July 2021, just weeks before the Tokyo Olympics. Biles-Thomas was still on probation that time around as well. In addition to violating her probation, Biles-Thomas was also charged with driving under the influence, driving with a suspended license and leaving the scene of an accident, among other minor traffic violations.

In August 2022, Biles-Thomas celebrated her release from jail on Facebook. "Just gt out the prison joint geeked to be home PERIOD," she wrote. Biles-Thomas hadn't posted since a few days before her arrest, suggesting she was in jail for about a year. Biles-Thomas has also experienced personal tragedy. In May 2020, she uploaded a Facebook cover post honoring the late father of her triplets. "Missing you like crazy," she wrote. 

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