Can’t have sex

I’m 17 almost 18 years of age. I have tried to have sex with protection a handful of times or more when I was 16 with my ex boyfriend. Every time we tried it hurt so bad and we couldn’t even get the tip in, I know where my hole is and he did too. He was pretty big so I mean.. but I have a boyfriend now we have been together for a year. He is average and we have tried about 7 times and we just can’t! One time it hurt so bad trying to get it in I ended up crying! I went to a the doctor when I was 13-14 to get a papsmere or whatever they are called and they told me I was perfectly fine down there. I don’t have any infections, it smells normal, I clean it very well and take percussions while doing so. I can’t fit the smallest tampon in or a single finger. I have been dealing with this for so long. I know women have hymen’s but I do not believe mine can possibly be that hard to break. The pain I experience is terrible and feels so uncomfortable when a penis tries to go in. My boyfriend and I are very close and I’m so comfortable with him, we are both relaxed when we try. I just don’t get it please help figure this out.