This is so interesting. I wear the Cheeky Straights at the other end of the size range, 24/25/26, depending on the wash and what kind of fit I want to achieve. On me, the Cheeky Straights look more or less like the black skinnies do on Alison -- a sort of relaxed slim leg. I have the regular length and it hits right around my ankle bone, maybe a bit above (5'4" with a 31" inseam). I can wear them full-length or rolled depending on footwear. The ankles are the right width to wear inside tall boots or outside short boots, which is pretty magical.
I also tried several sizes of Everlane's original skinny jeans when they did their first denim release, maybe a bit over a year ago? And, predictably for skinnies, they didn't fit me at all. Not keepers. Saggy in the waist/hip and too tight in the thighs and calves. I would probably need to size up about four sizes to avoid sausage casing on my calves. I have muscular legs relative to my waist size. My legs do not give the impression of tapering the way Alison's do. (I might use the term "tree trunks" on days when I'm feeling down about myself.)
Bottom line: What's amazing to me is how different bodies need different cuts to achieve the same basic silhouette. I am rejoicing that mom jeans and high-rise straight jeans are available these days because they are "my" skinnies. Yay variety!