I am 19 years old and have just recently had intercourse without a condom on and had pain during penitration due to my foreskin. (Excuse my lack of proper terms) I can roll back the foreskin to reveal the tip (the hole) but only millimeters down from the hole there is skin connecting the foreskin connected to the head. I have had a bit of researsh on this but I cannot find something similar to mine as others have described it as the connection being towards the bottom of the head, mine is more at the tip.
Should I talk to my doctor about this or should I look to aids such as lube to avoid the pain?
Your foreskin, at 19, should easily move up and down over the entire glans.
You may have a skin bridge. Sometimes the foreskin does not completely separate. It happens and can easily be remedied - WITHOUT a circumcision.
See a urologist. You need an examination. Don't try to tear it as it can lead to scarring.