need help/advice about first time having sex

im so sorry if this is the wrong subreddit i just dont know where else i can post this. 18 and im a trans man (not on hormones or anything as of right now so my anatomy is outwardly female) and me and my cis boyfriend (also 18) have been together for over a year now. sex has been kind of complicated for us because vaginal piv sex was something i was sort of uncomfortable with for a while so i told him very early on that it likely would be a long time before that could happen. he has been completely patient and doesnt make me feel bad about this ever. regardless, we are still intimate together, just not having penetrative sex.

around a month ago, we had discussed that trying out regular vaginal sex could be a good idea as i am comfortable and know him well enough not to be so scared or uncomfortable. we ended up trying, started with a lot of foreplay, we used a LOT of lube, but when he tried to put it in, i felt a really really intense burning pain like i was being torn in half. we kept trying again multiple times but we barely got the tip in and i was experiencing AGONISING burning pain to the point where we had to stop because he noticed my legs were shaking (not in a good way). i expected pain, but certainly not for it to be this bad :( i cried afterwards because i felt like i had ruined a special moment. he assured me i didnt but i am still really upset as i feel like my body is broken or something.

im not sure if this is a problem with nerves or just something in my head but i also have never been able to orgasm so i don’t really know if that played a part too? i if anyone has had any similar experiences and solutions itd be comforting to hear :)