Will having a skin tag removed from my penis be painful?

No. usually give small dose of local anesthetic that stings for about 3-5 seconds. Then no pain. Hope this was helpful. Dr. R.
It depends on many. factors. Your pain tolerance, the size and location of the skin tag. something along the shaft should not be as tender as something on the glans (end). If this is superficial, a small injection of lidocaine will take all pain away, just like it does at the dentist. Small ones are often just snipped off with a sharp scissors.