Jon Cryer became a worldwide star thanks to his work on the television series Two and a Half Men, where he starred alongside Charlie Sheen as Alan Harper.
The actor had his big breakthrough at the age of 21, in the 1986 film Pretty in Pink, but that wasn’t the first time he had stood in front of a Hollywood camera.
In 1984, Cryer starred in the film No Small Affair, alongside Demi Moore; his first big production. The actors reportedly not only became working colleagues, but also engaged in a romantic affair.