I used to be like this, but i was jerking off the first time on exstacy trying so hard to come(which i didn't, fucking E) when i pulled it back, but jerking off for 2 hours straight will give you friction burn
the best thing to do would prolly be to have a circumcision
i used the creams when i was a little kid , and it helped alot, but i have a pretty big dick, so its a pain,
it hurts when i have sex, at least at the begining, but once the foreskin is down and nice and lubed up by the pussy juices its all good,
this is the reason i hate condoms, plus they are to small for me, and they feel like they are strangling my dick