Andy, your garb, gear, and weapons all look top notch. Well done! The only thing I'd do different is to not have the big turn-over in the top of your hose. Most period images don't show any turn-over at all, like we wear our modern kilt hose.
One method to hold your plaid up more securely is with a button-and-loop set up. In the midle of the top edge of your plaid sew on a small loop of fabric. Then, stoutly sew a substantial button to the left shoulder of your doublet. Fastening the plaid loop to this button will probably hold it up more securely than your wooden pin.
Look closely, and you can see the button-and-loop method in this famous image (and note the hose-tops, too!):