I can't speak from personal experience because I have never been married but I can speak as a mother and I can honestly say that I would be upset with two weddings back to back like that. Not because of finances or anything like that (even though it would suck) but because I would want to focus all of my attention on the child who was getting married. I would want to be able to wholeheartedly focus on DS or DD and be able to enjoy every moment I could in going through this process with them. The showers and the dress are all moot in my eyes, just grasping for straws. I would also be concerned about studies taking a back seat to wedding planning, I just want to my kids to do the best they can and be happy with what they have done.
I wouldn't want them to look back and have regrets because they were looking for that "instant gratification" that has become so the norm in our society.
My brother was married along the riverbank of a park local and then had a pig roast in his backyard, it was the most drama filled event that I have ever come across. My sister was married at a banquet hall with the full dinner, DJ , whole 9 yards and her wedding was 99% drama free. It doesn't matter how simplistic or elaborate the event is, if there is going to be drama the best is just to roll with it to not get caught up in it.
I would not be concerned with my guests, not because I don't care but because I would be inviting them to come and celebrate this major life event with me and would not expect fancy gifts. I am also not one of those girls who have dreamed about their wedding day for their whole life, in fact I'm not even sure that its for me at all but if I were to take the plunge I would either elope as long as a few select family members could be there or I would have a very casual clam bake or something like that. Wear your best sundress