I had a phimosis diagnosed when I was a child and my pediatrician recommended a cir
cision. Thankfully, the surgeon was a friend of my parents and recommended to "train" my foreskin instead. So whenever I would take a bath, I had to try pulling it back a couple of times. Sometimes that was really painful especially once when I couldn't roll it back over my tip and it really hurt like a bitch after a few minutes. In the end, my parents had to help me with some baby oil so I could roll it back.
My foreskin is still tight to this day but I can retract it even when I'm hard (even though it still hurts a little) and I'm really glad to have an intact penis still.
It only makes me a little bit apprehensive of fucking my boyfriend because I'm afraid to hurt myself. But that's not really a big problem because he likes doing me so much ;-)