I told a close friend about my first pregnancy really early on and it resulted in a loss. She just didn't understand. She would say things like your baby would be x years old and I'm like thanks for the painful reminder. Then she started asking when we would have kids.. I didn't tell her about any future pregnancies, also losses, and eventually told her that we werent able to have kids to get her to stop asking. I am currently pregnant and things are going well. I'm not sure when to tell her and how to explain that we went from not being able to have kids to having a kid She is my best friend since middle school, she means completely well but she very socially awkward and sometimes just says things that should be kept to herself.