In my opinion, the second casual outfit works better than the first. Here's why:

In the casual look, everything (with the possible exception of the sporran) says casual: shoes, scrunched hose, polo shirt. The shoes with their black trim go better with the belt, support the charcoal hose, and being two-toned, sort of make the semi-dress sporran work.

In the dressier look, you have a couple of things fighting each other. I like the navy/saffron combination. You could make this look better by using black shoes, and swapping out the casual polo for a button-down in a similar color, but try other solids (like evergreen) or maybe even a broad plaid - with autumn approaching, I bet you will find one to go with that saffron that will be a knock-out. When hose are pulled up, they expose a lot of color. Because of this, I think navy hose would work better with the navy shirt than charcoal, but it takes a while to build the collection. Black shoes would again help in this case if charcoal is what you have.

This week I received my brown and black sporran straps from Cavscout. They are well made and an excellent value.

I think it's a terrific first effort, and you are courageous to put yourself out here for what I hope is constructive criticism.

Regards,
Rex in Cincinnati