If you iron your pocket square carefully there is no reason not to iron them. It is a personal choice. Pocket squares can be ironed on the inside flat area. Be careful not to iron the hand rolled edges. To be safe use a press cloth to prevent a glossy shine from developing. Patterned fabric should be ironed on the reverse side. For deep wrinkles a gentle steam from a steam iron or steamer can be used on the reverse side before ironing. Also, be very careful when steaming pocket squares as occasionally steamers “spit” water which can cause water spots.