Penis Problems, Help!?!

It is actually not at all unusual
I had the same thing at 14, and if you look back some previous questions
we've had three in last 5 hours.

At 14 the penis is growing and tightness often caused by foreskin lagging behind
a bit. Also your glans may not have unsealed yet.

All baby boys penis are sealed at birth. Usually the skin that seals it dissolves
around puberty. It is painful to pull back until this happens.
You can try pulling it forward, away from you, each time you pee.
This relaxes the frenar band.
But i wouldn't force it.

Surgery is quite unnecessary at your age

It will sort out by itself if you let it. Usually by 16.
Just masturbate.

Incidently some guys never retract "fully" = it does no harm.

+

Better to just man up and tell your dad that when you get an erection your foreskin is too tight.

Sure hope they didn't circumcise your brother.

There are stretching methods that you can do daily in a hot bath that will get you to where you can retract the foreskin.

Look up "foreskin stretching" in GOOGLE and turn off the safe search feature.

The key is to stretch the foreskin. Pull it back as far as it will comfortably go every time you urinate, or shower, or masturbate. Eventually, it should loosen up if you keep at it all the time. And there is a cream that you can get from the doctor to help if necessary. Try to avoid a surgical remedy if you can.

Just retract your foreskin... If the problem is that the head of the penis is too big when erect, then pull the skin back whilst you are still flaccid. Alternatively keep trying to pull back and eventually the skin will stretch enough for you to pull it back.

if your brother and father have both gone through this then lets be honest they're waiting for you as it's a family thing, don't worry and be honest nothing to be afraid of course it's embarrassing but their family

just tell him and do it fast

meeee

Talk to your older brother. He would know better than any of us blokes out here.