Outfit | On Ankle boots


Inhabit NY cables & links cashmere sweater (mine is sold out, but this one is a similar style)
AG Stevie Ankle jeans (I live in these, next on my list – the destroyed pair!)
Rag & Bone Harrow booties
Jas M.B. bag

I just can’t do them…I tried, and I love my Harrow booties, but I don’t have the body type to wear ankle boots with jeans, or any boot really. My legs are too short and stocky for them to look right, in my eyes anyway. They look great with tights and a dress/skirt, but I haven’t worn tights/skirts much since I got my HELMUT leggings, and anyway, that feels too fancy sometimes for my lifestyle 😉

I can’t say it doesn’t bother me a little that I don’t look as cute as Sharon or other girls in their ankle boots & jeans, but not everyone can pull off every trend. And that’s okay too. I don’t want to be someone I’m not, or try to look like someone I’m not. Honestly, my natural inclination is NOT to wear this outfit with ankle booties, it’s to wear a pair of my Repetto BB flats, or my Prada loafers; THAT is much more me!

Anyway, I’m glad I tried – you can’t win at everything 😉

I hope you have a great weekend!!

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  1. Robin P says

    Hi Gretchen,

    I think your outfit looks super cute.

    What are the rules for wearing ankle jeans? I just bought a pair on sale from Anthropologie, their brand Pilcro (destroyed, yay!). It was great to buy a pair of jeans I don’t have to alter. I have not worn them yet, since I feel I need to wear flats with them. And even then I am nervous that they will make me look stumpy. I have a 30″ inseam and very “curvy” legs – very muscular calves and thighs (my ex called them ‘frog legs’…’nuff said there). Any good pictures of short-legged, curvy women in ankle jeans?



    • says

      besides me, you mean? 😉
      are we twins?
      i have a couple pairs of AG ankle jeans, and on me they’re actually full-length, since they don’t really end at my ankle. on the anthro model, they’re slightly shorter, which i think is cute, but i’d have to get them hemmed to be that length.

      i don’t know about “rules” – i mean, generally, i KNOW my legs look longer and leaner in a bootcut or flared-leg jeans AND when I wear heels. but i think straight and/or skinny also works. on ME, personally, and in my eyes, i like a loafer or more “substantial” shoe with skinny/straight leg jeans because i think it balances out my thicker legs. i tend to wear my clogs or loafers more with skinny jeans.

      my only rule is that i wear what feels “right” and comfortable…

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