This is a very interesting and positive design, despite the first impression. The skull is a major symbol of death and mortality. But combined with other symbols it gets a completely different meaning. In this case, it means that the wearer has no fear of death. It enjoys his life fully.
The skull is wearing a helmet with wings. This helmet was called by Ancient Greeks the Petasos. It is a symbol of Hermes, the Greek messenger god. It was also used in Ancient Rome and by Celts.
In modern history, this design of a helmet is loved by bikers.