When should i test?

Mama0301 • Proud mother of an angel 💕
Period is due oct between oct 18 and oct 22nd...i atart feeling upset when i think about testing because ive gotten so many BFN in the past...i always grt discouraged...BUT this will be my first time testing after trying CLomid 50mg...any advice on when to test so i dont go through getting a false negative? My mom said she had a period with some of her pregnancies the first couple months...will the test still show positive if thats the case and i test a little early?? I am so excited to find out but dont want to go theough that emotional rollercoaster everytime even though i know theres no way around it... :( any suggestions/words of advice/prayers will be greatly appreciated! Baby dust to all!!