A third Waylon Jennings was born in April 2011. Shooter Jennings (whose real name is Waylon Albright Jennings) and his actress girlfriend, Drea de Matteo, brought Waylon Albert 'Blackjack' Jennings into their musical household. The little guy is Jennings' second with de Matteo. Alabama Gypsy Rose was 3-years-old at the time of her new brother's birth. “Thanks for all the kind words folks! We’re super lucky to have so many kind friends," the singer tweeted after the birth.