Moloch-
Don't give up on the tailor or dressmaker idea just yet.
"You get what you pay for"
I'd rather have one totally awesome dress made just for me out of excellent quality materials and workmanship than five other dresses that are subpar. If I wear that one incredible dress often and fetch compliments on it everytime it hugs my curves than it is worth every penny in my book.
I am fortunate to have a dress somewhat like that. It wasn't custom made though. I found it in a store in San Francisco over a decade ago, when visiting one of my brothers. It was almost half of the allowance my parents gave me for the week long trip ( I was still in High School back then) and I saw this dress just a couple days into the trip. I was hesitant to drop so much of my funds on a single item so early into the adventure but I've been so glad the dress is in my closet!
Best wishes to you and your wife and shopping! Also, may your baby bat be Blessed with many happy healthy years!