Foreplay advic

So I just lost my virginity to my boyfriend like a month ago (i’m 19), and it was kinda uncomfortable at first and hurt because it wouldn’t go in. After my the 3rd try I opened up and it went in and it was somewhat pleasurable. But the further he’d go and the faster, it would hurt. Any advice to help make it pleasurable? I Enjoyed it even if it was painful at times it’s just he got super stressed because he was trying not to hurt me. We tried different things and are super open to more. We even pulled out the lube. Maybe I just need more foreplay. Has anyone else had a similar experience and if so what helped? Thanks!!