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Ah, Jesse...your penis looks totally normal. Long foreskin is normal (see my ppics if you like)...I too have a long-ish prepuce.
Oddly enough, I've never had problems with condoms (unless a condom being a bit too small is a problem)...but then, I've never retracted before putting one on...I do, however, leave enough space at the end for my foreskin to move. Perhaps that's your problem right there? Try not retracting, but leaving some room at the end...and make sure there's no air in there, else it could break.
Oddly enough, I've never had problems with condoms (unless a condom being a bit too small is a problem)...but then, I've never retracted before putting one on...I do, however, leave enough space at the end for my foreskin to move. Perhaps that's your problem right there? Try not retracting, but leaving some room at the end...and make sure there's no air in there, else it could break.