In the early days of Greek tyranny, tyrants often dressed in a way that was similar to the elite aristocrats of the time. This meant wearing fine clothes made of expensive fabrics, such as silk and linen, and adorned with jewelry and other accessories. For example, the tyrant Polycrates of Samos was known for his luxurious purple robes and extensive gold jewelry.
As the power and influence of tyrants grew, they began to differentiate themselves from the aristocracy by adopting more ostentatious and elaborate styles of dress. For example, the tyrant Dionysius I of Syracuse was known for wearing elaborate robes decorated with gold and precious gems, and he even wore a crown on occasion.
In addition to their clothing, tyrants often used symbols and insignia to display their power and authority. For example, many tyrants adopted the Greek symbol for "tyrant," which was a club or scepter. Tyrants also often used coins and sculptures to depict themselves in a heroic and powerful light.
Overall, the way that tyrants dressed in ancient Greece varied depending on the individual and the time period, but there were certain trends and symbols that were often associated with them.