2nd time sex pain

So I’m kinda having a bit of trouble. I lost my virginity in September and only did it that one time, till today. The first time I had sex it was not pleasant, and hurt pretty badly but not bad enough that I had to stop.

The second time, today, felt the exact same as the first time. It unfortunately got cut short as my parents came home, but it still didn’t feel great. I know it can hurt the first few times but is that normal? It might also be that we only use my natural lubrication and the condom lube for lubrication. Could it be that it isn’t wet enough so it is causing more pain than it would? It was wet enough that he found it pleasurable both times.

We have also only done it in missionary style positions, so could it be that angle is not as pleasurable for me?

Honestly any advice is appreciated