still painfull after fourth time?

Over the Summer I lost my virginity and had 3 times within the whole summer and it hurt a lot but got a little better each time. 2 days ago i had for the fourth time. it hurt pretty bad when he first went in then after that it was just kind of uncomfortable and not pleasurable at all pretty much the same as the third time. There was a lot of so Im pretty sure I was wet enough. I am a teenager (yes i know im young and stupid but i dont need to hear about that) so maybe that has something to do with it. I know I need to start going to a gynecologist soon but I am really dreading it. Im hoping will get better as i get used to it but does anyone know whats going on?