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I'm 14 and Find it difficult to ejaculate without my foreskin over the head of the penis, if it helps I have a reasonably tight foreskin I can bring it back but it doesn't just slide over. Help?

Is it tight enough so it hurts? Do you reach orgasm but it won't come out? If so it may be restricting the flow.

Do you have a difficult time reaching orgasm with it pulled back? Your brain may be working against you because it fears the pain of getting the bare glans touched /rubbed.

 

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Yes, I reach an orgasm but very little semen comes out. The foreskin hurts a bit but not a tremendous amount
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If you leave the foreskin over the head do you get more semen?
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Most guys don't retract their foreskins when masturbating. If you are foreskinned, then all you need to do is glide your foreskin back and forth. It is not necessary to retract the foreskin. The outer foreskin glides over the inner foreskin. The foreskin is internally lubricated with lymphatic fluid and glides without friction. The numerous nerves inside the foreskin are stimulated by the motion and generate pleasurable sensations. Foreskinned males must be careful not to tear the frenulum.  It is not necessary  or recommended to retract the foreskin to masturbate. Long and vigorous masturbation can cause the foreskin to become edematous and swollen, which is painless and not a cause for alarm. The edema usually goes down within about 24 hours. Pulling back too hard is apt to stretch the frenulum and may tear it.

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