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Don't worry about it, nothing seems to be wrong from your description. It is not uncommon for it not to retract on its own. That you don't have any problems retracting when erect is a good sign.
It will loosen up more, as you get older, and probably slide more easily. If you'd like to help it, stretch it some.
If you can retract the foreskin fully, you don't have phimosis. Phimosis is when it won't retract.
Hope that helps.
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The foreskin is an asset and highly beneficial. A long foreskin is more of an asset and more beneficial than a short foreskin.
Long full-length foreskins will not auto-retract on erection. Only inadequate short foreskins will auto-retract. For your skin to go back, the foreskin has to be wide enough to retract over the head.
If your foreskin is wide enough, it will retract if it is shorter than the erect penis. If it is longer, then it will never retract by itself but may be pushed back, however, it may not stay back. Some longer foreskins push forward again when you let go.
When a long foreskin is manually retracted, it gathers in folds at the base of the penis. The folds want to unfold and push the foreskin forward back to its normal position. A long foreskin is likely to slide/roll forward to recover and protect the glans penis when it is released. Some men simply cannot keep the foreskin retracted. This is not considered to be a problem.
The long foreskin provides superior protection to the head of the penis and keeps it soft, smooth, and sensitive. Moreover, the ancient Greeks considered a long, tapering foreskin to be a sign of male beauty. The long tip is called the akroposthion.
The long foreskin may improve the sexual experience because of its superior gliding action. The long foreskin also may have more pleasure nerves.
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You are blessed with a long foreskin. Since it is longer than the shaft of your penis, it will never automatically retract, but you can push it back. This is not a problem.
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Michael:
Here in the United States, medically-unnecessary, non-therapeutic circumcision was carried out on infant boys for more than 100 years. The result is that most Americans have never seen this normal body part which is called the foreskin. They don't know what is normal. Most of the information on the Internet and in medical journals is wrong because of this ignorance.
With regard to automatic retraction of the foreskin, it is perfectly normal for a longer foreskin to NOT retract when the penis becomes erect, but you probably cannot find that information on line.
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