A friend took me out on his brothers Pearson 26 about 9 years ago for a quick sail on Lake Michigan, I loved it. Last year I decided it was time to sail on my own and bought an old Butterfly from a co-worker, read a book and then sailed. It was great, I joined a community sailing center and took a class towards the end of the summer. This year I bought a 14' O'day javelin to add to my little fleet and will introduce my family to the joys of sailing.
as an aside, I intend to give my two year old son the opportunity I didn't have and get him sailing as soon as it is practical.