I have had good experiences with LS, but they offer a couple of lines. I suggest you get something half-canvassed (not sure if they offer fused or not). The Coppley RTW stuff is all half-canvassed, as is the Coppley MTM.
Shaken isn't a big issue for me personally. I know non-cloudy cocktails (basically those not made with some kind of citrus juice) are supposed to be stirred to conserve the clearness of the drink. However, your cloudy, shaken martini or manhattan will turn clear again in less than 5 minutes.
Don't get either of those shoes in black. Personally, for your situation, I would skip black altogether for now. For versatility with suits, you need a pair of dark brown shoes.
I would return the McAllister and get either the Strand or McAllister in bourbon (flashier) or dark brown (more conservative). Either choice is more conservative than the very flashy walnut. Walnut is nice, but not for your first or second pair of shoes to wear with suits.
I would get...
Amazon should only be carrying first-quality. Same with just about any retailer. Nordstrom Rack might have some second-quality shoes, but not all of them are seconds.
There are a few places to get the shoes discounted. Forum user allaboutshoes offers first-quality AE shoes at a discount, but does not accept returns, so you must know your size. Since you already have McAllisters, you should be good for any calf offering on the 5-last.
For CT pricing, you can always do the 4 for $200, so $50 is standard (though you have to buy 4). However, there is almost always some sale for $40 each, no minimum. You just have to dig around for it. At one point, the Wall Street Journal had a $40/shirt coupon code. I'm not sure if that is a one-time thing or is always around.