Is it normal to bleed everytime i try to have sex?

Last week, my boyfriend came home from school to visit. We started to fool around to get both of us ready for sex. As he was entering me, it was very uncomfortable and before he could even get all the way in, we heard a pop sound and i felt a sharp pain. He pulled out and there was blood all over the condom. So we stopped and decided to wait until the next day. The next morning, we didn't notice any blood so we went ahead and had sex only to notice later that I did, in fact, bleed all over him.
This weekend, he came home again and the same thing happened, minus the popping sound. I was gushing blood. So I put in a tampon for a while. Later on in the night, I decided that I wanted to try again. When I removed the tampon, there was a little blood from when I first inserted it. He got the head in before it started hurting. He pulled out and I stuck my finger in myself to try to see if I could pinpoint where the pain was coming from.
Its coming from the left side of my vaginal wall.
Its not my hymen and its not period blood.
Could he have torn me inside by clumsily entering last week?
I'm concerned, but can't afford to go to the doctor and want some input.