Why does the tip of my penis hurt when it touches my underwear during erection?

Answers:

What underware do you use ? (men) and why you use that brand ?

Sexual arousal increases the sensitivity of your penis. Some men are more sensitive than others. The tip of the penis is a very sensitive nouns. Yours is so sensitive that just rubbing on cloth cause discomfort. It is normal You are okay.

I am 14 years mature?

Maybe because you have an erection!!
For a man who have an erection the tip of the penis is very tender and you want to get out of your underwear and do something nearly the erection.

I don't understand guys why do they...?

tip or the glans is extraordinarily sensitive. you have an erection and possibly your underwear is slightly rough. that may the cause you grain.

softer erections?

its because when someone has an erection the principal of the p.enis is very sensitive. and since its rubbing against the inside of your boxers it going to produce irritation!!

Why are Men so Cranky When they Are Sick?

all the blood rushing to the head make it very sensitive and when it rubs against anything it will hurt. I appear to be more sensitive after the release though. Even a shower bothers me then.

how do you know when IOU are really contained by love?

becuz its very sensitive when it have a erection esp.

Testosterone and meanness?

There should be something wrong beside your glans, mate.

Normal penis wouldn't be hurt when it touches the underwear materials eventhough it is erect. You might wanna check it closer, there I don`t know some rash or chisel on the glans that makes it hurt.

This is the crust that may happen.
If you are uncut, while your penis flacid, the foreskin will cover the glans, rash or scratches on your glans wouldn't be feel. But during erection, the foreskin will pulled back and expose the glans, so near's nothing between your glans and underwear.

Rashes, scratch or cuts on your glans may happen when you have dry masturbation. Or when you leave your glans exposed too long, it cause dryness and crack the skin. It also may happen when you have penetration next to less lubrication.

So, I don`t know it will be better for you to check to yor GP so he/she may suggest you what's best medicine to cure it. You don't hold to feel shy around that, because i am sure the uncomfortable inkling of having hurt glans will bother you lot more than only ask someone who knows better what to do.

Good luck.