Is it normal to not know if sex hurts or feels good?

Most women are capable of having an orgasm, but your partner needs to help you with that during sexual activity. Achieving orgasm through vaginal penetration alone is not typical, there needs to be clitoral stimulation - that’s were the majority of “feel good” nerve endings reside. You need to experiment with that (alone or with him) to figure out what feels good.
He needs to take his time and you need to relax and guide him. Hopefully you are taking precautions against pregnancy so you can scratch that off your worry list. You’ll get there. Good luck.

He needs to slow down and figure out what works for you, ask him to try some new stuff. Foreplay, foreplay, foreplay, then maybe go down on you or something. Nine months is a long time without an orgasm. I can't comment on the pain but once you've had an orgasm it will be easier to tell the difference.

It could be both; just ask John Cougar Mellencamp.

I have learned that direct clitoral stimulation sometimes overloads the nerves in the clit and ends up making it irritating rather than pleasurable for the woman. When I'm going down on my lady fair I lick just above the clit with a little lick to the clit itself once in a while. Never failed yet. I have seen girls masturvating and in nearly all cases they don't use direct clit stimulation but rub externally pressing down to massage the clit without direct clit stimulation.

Most women cannot climax with penetration alone and need some manual stimulation near the clit to achieve orgasm. You say you have never had an orgasm. When you do you will know. Trust me. :)

Look onto the womanizer, there a cheaper model but I can't remember it's name, basically it uses vibration and motion in a way to manipulate air (or something like that) to stimulate some of the best oral you can get. My one friend has yet to orgasm from her partners. But when she won this toy from work whenever she wants she can orgasm several times within minutes. No matter what you will be spending sone money here. Trust me you want this toy. My friend gives it ten out of ten and she works at a sex shop and is very familiar with most toys they sell. She has never processed a return or complaint for this toy either. I'm not sone advatiser for it I'm just trying to help you. At any rate do yourself a favor and at least look these 2 toys up. I'm sorry I don't remember the other model.

some women never climax , i bet thats you.

Thinking too much during sex can ruin it for anyone.

Even the most delicious meal won't be that enjoyable if you're focusing on analysing the tastes, textures and aromas in an attempt to figure out the ingredients, preoccupied with your table manners, and trying to keep up a witty repartee with your dining companions.

Can you reach orgasm when you masturbate? (And if you don't masturbate, why not?)

Surveys have found that only around a fifth of women can reach orgasm by penis in vagina sex. For most women, the position of the clitoris relative to the vagina means that the clitoris simply doesn't get enough prolonged stimulation due to the movement of the penis in the vagina.

Surveys have also found that, on average, it takes women about twenty minutes of steady clitoral stimulation to reach orgasm. As you probably know by now, most guys can come much more quickly, and some young guys can come literally at the drop of a hat.

As far as pain is concerned, if you're preoccupied with thinking about what's going on and worrying about whether you're doing it right, then it's likely that you might not producing much natural lubrication. Penetrative sex without lube - natural or synthetic - can be very uncomfortable for women, and it can cause vaginal micro-abrasions which make the next session even more uncomfortable if they haven't completely healed.

Finally, from what you say, I'd question your assertion that you've had "good sex". You may have enjoyed it - and I know some women can find sex without orgasm enjoyable - but my definition of good sex is sex where both parties have at least one orgasm. I think your boyfriend needs to learn the adage that a good man never finishes first.

It appears that you're blaming yourself entirely for your less than completely satisfactory sex life with your boyfriend. I don't think that's necessarily the case.