Skates are not something you can put in the oven over and over again. If you have just baked your pair of skates three times and still felt harsh down your feet, you should stop baking them immediately.
You can only bake them no more than three times to avoid the risk of permanent damage which leads to the discard of your favorite skates. Remember that the materials can withstand very high heat from the oven but there is a limit to it.