Advice on a first kilt?

[Dale Seago]

Is the féileadh mòr hard to put on, or is it just something that's gotten used to?

All depends on how you feel about it after you've done it a few times, I guess. If you don't have belt or drawstring loops, this approach works:

http://www.historichighlanders.com/belted.htm

In the first photo of this article, you'll see it worn three different ways by myself (center) and two of my martial-art students:

http://swordforum.com/articles/hes/highlandscots.php