Hand wash new medical socks after purchasing them as this makes them more flexible and easier to wear. Consider buying another pair if you can afford it. That way you'll have a clean pair to wear while you wash the other one. Apply a bandage to any open wound before wearing compression stockings. Keep your socks near your bed so you can put them on when you wake up. Do this first thing in the morning when your legs are less swollen. Sit on a chair with a backrest. This allows you to lean against it when putting on socks. Hold the top of the sock with one hand. Put your other hand inside the sock and push your arm to the end so you can pull on your big toe. When you have a firm grip on your big toe pull your hand back along the length of the sock gently rolling it outwards but leaving your fingertips where your big toes would be in the sock. Place your toes in the toe box of the sock and slowly roll it up and slide it back up to your heel then use your fingertips or palms to slowly roll and slide the sock down your leg. Be careful not to yank or pull at the top of the sock as this may cause it to tear or cu