you're boyfriend seems very understanding and thats a great thing.
I had the same problems with my boyfriend when we first started having sex. it hurt a lot, and we both got really fustrated and often got into fights about it because we were both fustrated, but I just want to tell you that no matter what, you can get past it as long as both of you just step back and take a breath. there's no reason to rush it.
first, if you're using a condom, try some lube. it can do wonders for that burning sensation. sometimes the condom is just too dry for the skin down there and it can cause way too much friction.
what me and my boyfriend did is a lot of fingering. it loosened me up a LOT, not only physically, but got me more comfortable with having stuff 'up there'. start with one finger, then two, then three. it will help a lot a promise.
also, the spot that your talking about, that he can't get by, it could either be your pubic bone (I know that for me, if he doesn't go in just right, he hits my pubic bone, and won't go anywhere) or its simply your hymen. if it's your public bone, try directing his penis down. for example, if your on your back and he's on top, once he's in a little, direct it down towards your backside, around the pubic bone. it also might help if you put your own fingers up there, just to have a feel so you understand what it feels like and where his penis should be going.
if its your hymen that he's reaching, well then you'll just have to either have to rip it, push right through, which I don't know if I would suggest considering you sound like me and for me I can't imagine having to go through that pain, or be patience and gently stretch it out. first time sex isn't always done once. you might have to work at it a little more before it becomes easy for you.
the first few times, just tell him to take it easy, let him push against that spot a little and stay there for a while, it might hurt at first but if you just relax and let yourself feel it, it will dull. maybe kiss and enjoy each other while he's pushed against that spot, and let your body adjust to him inside you. if it's too much, tell him to ease up a little. sex is all about communication and if you communicate to him when it hurts and what you need, it should be fine. eventually this small bit of pressure with stretch out your hymen, so you'll get the job done with hopefully as little pain as possible.
I know at first I thought that it didn't seem right. the pain was almost intolerable at first. but as we worked at it it got much better. I promise, you can do this. so just take your time and don't rush it. and if you start getting fustrated again, just take a moment and breath and relax.
its not unusual to have some bleeding so don't worry. you might even spot for a day or so afterwards.
if you have any more questions I'd be happy to help. just pm me dear.