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 im 16 and uncircumcised and its uncomfortable when i pull my foreskin back over my head. however the last few times ive done it the pain has begun to less. should i keep doing this or should i let it naturally retract ? it doesnt seem like it matters if its up or down besides cleaning it like ..

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yes you should continue to retract it. it needs to freely retract

and its important to retract your foreskin compleatly so that you can clean the head of your penis to fight off infections and reduce the risk of developing penile cancer

can you retract your foreskin when your penis is both erect and flaccid (not erect)?

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yes i can pull it behind the head when it has been slightly stretched for a couple of minutes. i have only stretched my foreskin on few occasions and it seems to have been making progress easily but it doesnt feel natural it needs to be slowly stretched.
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um i would slowly streatch it. it may help to streatch it in a hot bath with a little epsome salt added to it. just make sure to rinse off all of the salt water off you so you dont gety any sort of residue on you. also make sure you are retracting and cleaning the glans of your penis daily to remove any smegma.

finally are you able to retract the foreskin when you have an erection?

 

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At age 16, you are probably still developing. You need to keep pulling your foreskin back. This will stretch it and the pain will go away.
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