That's how I got my intro into the "outdoor portrait" market here. I offered a free shoot w/ 3 free edited images (digital, and purely customer's choice), and an option to buy the whole package at a discounted price (I put out about 20 previews from each shoot). It took the monetary stress off of those involved, as well as the worry of trying out a new photographer, and it took away
most of my own stress to provide something amazing, as they understood it was "practice" to see how I would do.
I only offered it to the first 3 families to sign up, as a starting point, and all 3 ended up buying the whole package. All 3 of the families turned into repeat business, too. My own version of minor success.
I have a strange feeling that you'll top that before you even take the lens cap off.