I'm trying to establish at what point I should become concerned that sex is still painful. I know it's very normal for the first time to be painful, but should I expect this to continue for awhile?
I've had sex a handful of times (about 10 times), all with the same guy. The first few times were within a few months, then there were a couple of times a few months later; then we broke up, and about a year later rekindled our romance, and have since had sex a few more times. He's quite well-endowed and I'm quite small. We always use condoms and take it slowly, and on our last go we used (lots of) lube, which barely helped. It's almost as painful now as it was the very first time. It feels like he just does not fit, which I know can't be right, because if a baby's head can fit then a penis should be able to no problem.
He always says I'm tense and tells me to relax my legs. I'm like, "They are relaxed" and he's like, "No, they're not." Is it possible that I'm locking my muscles and I'm not even aware of it? Am I now at the stage where I should consult my doctor, or should I 'practise', so to speak, more at home, more consistently with fewer gaps in between?