Born: December 2, 1981
Britney Spears is no stranger to the tabloids. From driving with an infant in her lap to shaving her head and landing in rehab, Britney has had her share of drama. Along the way, she maintained a very successful music career and even managed a comeback of sorts in 2009.
Jamie Lynn Spears
Born: April 4, 1991
At age 15, Jamie Lynn Spears was a sweet and innocent actress starring in kid-friendly shows like Zoe 101. She also starred alongside her sister Britney in Crossroads in 2004. In 2008, when she found herself pregnant at 16, her life changed overnight. Although she and Casey Aldridge (the baby daddy) called off their engagement in early 2009, they are still raising their daughter together.