I see Saint Paul, Minnesota so it's a good bet that you don't have a foreskin. It is fairly normal for some men to need to increase the size of their foreskin opening. Very few cannot retract flaccid, but some can't retract when the dick is all swelled up. For most it is not a problem because the skin is loose enough that it just slides. Sometimes problems start when people start wanting to pull it back forcefully. Yes, bleeding is bad because tearing tissue can lead to scarring and scar tissue is less elastic.
However, the foreskin is among the most elastic skin on the body and can be expanded quite easily over time, just like people stretch their earlobes and whatnot. Earlobes are cartilaginous, so foreskin openings will respond to stretching much more readily. Still takes time though. Must be done in the same way--like you don't rip a big hole in your ear, you expand over time.
The problem in the U.S. if you go see a doctor, quite likely the doctor is going to say, let's cut if off. Because that's what ob-gyns, urologists, and pedatricians do in the U.S. In that order. So vagina doctors do the majority of routine infant circs.