This is a good example of what can happen when you wait for marriage! Often times it works out fine! But not in this case.
Basically she is not aroused enough, and it sounds like you aren't either. Her vaginal entrance is tight and dry and your penis is probably not as hard as it needs to be to penetrate her.
So, you need to do a good 30 minutes of intense foreplay until she's dripping wet and wants you inside her more than anything else! Also finger her while you're eating her out...try to get 3 of your fingers inside of her comfortably. Let her be on top; try having you sitting up against the wall with a pillow to support your back. I lost my virginity in this way and the angle of his penis was very gentle. Then she can control depth, speed, angle, everything so as to minimize pain. Also purchase a water-based lubricant such as KY Jelly or Astroglide and put it on the condom (or your bare penis).
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