4. 16 & Pregnant and Teen Mom 2’s Kailyn Lowry recently lost a lot of weight and has gotten some major body-art etched on her slimmed down figure, but the single mother of Issac has managed to stay out of trouble for the most part. 6. With her nude photo scandal, substance abuse issues and domestic violence history, Amber Portwood is the most scandalous Teen Mom of all times. Currently behind bars serving a 5-year prison sentence for drugs, the troubled 21-year-old’s little girl, Leah, is now living with baby-daddy Gary Shirley.
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