I have other replies for other people later, but just had a minute and wanted to add my two cents on your posting. I didn't get a chance to respond last night, but was going to say the same thing as Matt about balancing with lighter colors on top. I like the first three the best - I love boots with skirts and dresses and wear various combinations like that more often than pants!
I agree with the tights suggestion for winterizing looks as well, AND, that might help them slide on better with the cuffs up until they stretch a bit or if you decide to have them stretched. It's always more snug over jeans, and sometimes the interior sticks on skin a bit if you are bare legged, depending on the lining of the boot.
I think you could also still try these with darker wash jeans/denim, but maybe balance it out with lighter colors on top instead of all dark and except for the light boots. Your first look posted yesterday would look good with a saddle brown boot, or maybe something a little darker than saddle brown.
I have some lighter taupe colored boots that I wear with darker skinny jeans, but it all kind of depends on how I balance them out on the top, usually something in a lighter color scheme. Someday when I have time, I'll have to try the tripod idea or get a better mirror up and take pics like you did!
Also, if you ultimately feel that the color just isn't going to work for you, I know people here have talked about having great dye jobs done on boots. OR, if they just aren't what you want in the end, you could always try to sell on and try some other pairs.

... Or, like I do, just buy more pairs...
And above all! Whatever you wear - wear it with confidence and own it, and no one will question you!


and if they do... Ignore 'em, you should be dressing for you! Have fun with it, because life is too short to not strive to be fabulous every day!