Phimosis: You apparently have a condition called phimosis, i.e. too tight a foreskin. STD (e.g. herpes?) may be possible as well. For sure see a doctor soon; and in the meantime definitely avoid retracting it and allowing it to get stuck. (If that happens, it could be qute dangerous: go to a doctor immediately, even if it means an urgent care clinic or a hospital emergency room in the middle of the night.)
Answered 2/25/2018
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