When did you buy your baby clothes??

Kit • Army Ranger wife 3/31/14, pharm student, 1st time mommy to be 8/8/15 🎀💞
When did you buy your baby first clothes and how did you determine what to buy him or her. I went to target tonight with my husband and brought a few cute things but I brought them in the range of 3mos to 9mos. And I know I need to get fall/winter clothes but idk what to get!! Ugh how do you ladies do it???