So this is embarrassing and it's been bothering me for two months now!

I'm 19 and my boyfriend and I have been trying to get rid of my virginity. We've known each other for a year and have been dating for almost 4 months now. He lives pretty far so I only see him once a month due to our busy schedules. So two weeks ago and last month when he saw me we've been trying to have sex but it always hurts so bad for me! We do plenty of foreplay so I don't think there's an issue there because I get soaked 😅 but the minute he tries to put the tip in it hurts so bad to where I'm like screaming in pain not in pleasure 😭 so he stops and then after that I just can't even reach an orgasm because I'm in so much pain. Any idea what the issue can be?