To try to extend my current culottes to fall-booties, I am going to wear these Munro boots that have a narrow shaft (pic below). While not pointy, they are somewhat streamlined in shape.
I agree with CocoLion, the oxford or high-vamped shootie with the longer, wider culotte is too clunky for me.
If I were to buy warmer culottes, such as wool or tweedy version, I would probably target them just a bit shorter, and also presumably they would be less full, in a winter fabric, than these which are drapey poly, and wear with tights and either a similar boot or, if I had them, do more of the gaucho pant look with a taller boot and the culotte covering it.
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