He has two sisters, Robin and Shelly. He is a son of David Cryer, an actor, and Gretchen Cryer, singer, songwriter, actress, and playwright. Alan Harper. Before landing the role of Alan Harper on the hit CBS sitcom "Two and a Half Men," Jon had reached an undeniable rough patch in his career — between andCryer says he only worked three weeks in three years. With Charlie and Jon both becoming single, the two started to explore relationships with other women. And guess who's returning for the duo's big day? Part 2".
March 20, Be Back by Five ' ". Jon opened up about his early days as Duckie in "Pretty in Pink," his awkward love affair with Demi Moore, and the rise and fall of his "Two and a Half Men" co-star Charlie Sheen, complete with how they used to look at pictures of random vaginas together.