OK - - first of all, from the "Hook 'em Horns" cake in your gallery, I'm guessing you're in Texas. If that's the case, you're all legal to charge for your cakes under the Cottage Food Law. As long as the financial transaction takes place face to face and you have the required label on the cake, you're good. And since your cakes are tax exempt, no problem there.
Now, as to the degree of difficulty that everyone's so concerned about - - looking at your gallery, I would say that's not going to be much of a problem. You don't say when the wedding is to take place, but unless it's this weekend you have time to do a practice run. I think you're perfectly capable of doing it, but it would be loads better if the first one you did wasn't for the actual wedding. A practice one, even 2 tiers, would give you a much better idea of what you need to look out for. You should always learn something from every cake you do, and I think this will be a true learning experience.
Pricing is a touchy issue; everyone has their own way of calculating prices. For a fondant-covered cake, I would start at $3.00 - $3.50 per serving and adjust from there, depending on your area. Same for the groom's cake. Delivery would be $1.00 per mile round trip.
Your bride also needs to be educated about the world of cakes, and what is reasonable and what's not.
Good luck, whatever you decide to do.