When I had natural hair I pressed it every two weeks for years, over time my hair became extemely damaged as a result. I've been relaxed for about 4 or 5 years now and my hair started to become damaged from two much roller setting too. So I try to use very little heat now, because I've learned that either way over time it will start to damage your hair natural or relaxed.
Wow, this never happened to my sister hair. My sister is 15 years old now and my mother was pressing her hair since she was 7. There is no damage to her hair.