Made by Perth based designer Elana Rosa and New York based photographer Ben Watts (who is the brother of actress Naomi Watts), the t-shirt features a photo of Ledger holding a skateboard behind his head while staring down the camera.
According to the Sydney Morning Herald, the image was captured by Watts alongside a dried up river in LA in 2004 – the same year Ledger split from Naomi and filmed Brokeback Mountain.
"It was also the same year he met his former girlfriend and mother to his daughter, Michelle Williams," reported the paper.
Watts hinted that Ledger was a daredevil on the shoot, saying, “We tried free boarding from a truck we took down in the dry river bed. Not a lot of people would be willing to give this a go. It can be dangerous and we reached some pretty high speeds; Heath ate it up, even gave us the signal to speed up."
While some have questioned the intention of the design, others including Ledger’s family have endorsed the t-shirt.
“His style was what his parents would consider to be 'sloppy',” Ledger's father Kim joked.
“Obviously he would never have worn something with his own face on it, it's more of an homage to his style for his fans,” Rosa added.