What type of toe/disorder is this? have had this since birth

Maybe you should go to a doctor. ;-;

Explanation:

digital rectal exam (dre) a digital rectal exam (dre) is a test for both men and women. it allows a doctor to check the lower rectum, pelvis, and lower belly for cancer and other health problems, including: prostate cancer in men.

it hurts at first because " the cherry is broken" which is a thin layer of skin that breaks so the first time girls have sex it hurts and it bleeds but after the first time it does hurt again because the skin that ia torn does not break again/ grow back.