Good thing you've found TFP. Plenty of information and friendly people here to help you figure out how to make your wedding night fun and the most comfortable possible.
I cannot relate the massive amount of blood and tears that my first several times entailed. This will most likely not happen to you. I was not adequately prepared with foreplay or with lube, and chose a man who was much too large for my body type.
Take it slow. Learn how to turn each other on between now and then. Figure out what it takes to make you tick before you jump in with him. Be prepared with ample KY Jelly.
I have a few friends who are in your boat (waiting/waited 'till marriage). Words from a friend to another friend:
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My first time to the gyno... they recommended stretching myself out a bit so sex wouldn't hurt as much at first, and gave me some plastic tube things to do it with at home. It helped a lot.
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How often? How many times?
As often as the two of you want. Some guys can't/don't want to peak more than three times per 24-hour period. And if he's a virgin, too, expect those to go quick. Be prepared for him to become sore or raw long before you want to stop. That's when the dildo comes in handy.