Hey addicted2it,
Welcome to LTS! Thank you for your kind words and joining us here.
Most people when they start out to ride strapless get more psyched out by the thought of riding strapless. How will you stay on the board, get up to speed, etc. Honestly, it is just a mental hurdle and once you overcome it you do not really think about it any more. If you skills are good with a kite you can start right away strapless. As far as which board to start with, well that really depends on your conditions. If you have a lot of flat water or small chop I would go with a skim to start with. If you get more wave or ocean swell conditions I would start with a surfboard. Give yourself a good 2 - 3 hour session on one day and you will start to feel more comfortable than you might think now. There are going to be a lot of spills, and eating water, but hey, that is half the fun!
Also, remember that kite position and handling play a much larger role when you ride strapless because when you make a mistake with the kite you are not going to be saved by straps. So keep that in mind. You will become a better kite flier by riding strapless I can assure you of that.
Let us know how we can help you further! And I want to see some pictures of you added to the LTS library, or maybe a video to share! Keep that stoke going - lots of fun ahead!