Like Ummlila, I would like to see these with your OTK boots. What I like about boots 2/3 vs 1 is that 2/3 are more refined. Your OTK boots as I recall are even more refined? Closer to the leg? I think what I would love to see is a boot like that is more narrow, as a contrast to the wide leg of the culotte. I'm not sure the heel needs to be high.
But then again, I may have no idea what I am talking about.
And just a comment on this whole "trying on" or "outfit lab" process -- it's just so not in my nature. I can still hear my mother's voice, strongly encouraging me to try on my entire prom (or wedding!) ensemble before the big day. I am just not a big trier-on-er once I have added something to my wardrobe. I prefer to assemble all the pieces and then just wing it. I don't know why.
Fear it won't work all together? Eternal optimism? Dislike of trying things on? Love/hate relationship with fashion? Preference for having everything fresh the first time out? I don't know. I almost passed out when I saw Sarah the White's recent photo display of the many iterations of her new dress. It was absolutely amazing and also something I could never survive doing.