6 Shoes to Pair with Straight Jeans

I’ve experimented with a range of denim styles this year, but my “safety” is still the slim straight ankle jean. I just find this cut to be the most universally flattering as well as practical for me, since it’s the easiest style to pair with flat shoes. The Levi’s wedgie straight (reviewed here) and Abercrombie ankle jean (I wear the 24 Short) are my 2 favorite options in petite-friendly sizing.

I always get questions on what shoes to wear with these ankle-baring jeans in the winter, so below are a few options that will still keep your ankles warm! This Instagram video also shows each of the shoes and pairings.

1. Suede Ankle Boots

petite straight jeans with suede boots
Levi’s jeans 24w x 26L, Quince cashmere xs, Kenneth Cole boots 5.5 (similar), Naghedi tote in “cashmere,” Edited Pieces coat (not currently available; this one is similar but bigger)

This is my top footwear choice with such jeans in the winter since it’s very comfy, provides coverage, and can be dressed up or down. After wearing these booties comfortably around town, I have to admit I went back and got the black and mushroom as well. I’m between 5 and 5.5 in most brands, and needed the 5.5 in these.

While I’d personally love a sharper toe shape (either a little more square, or a pointy toe), it’s just so rare for me to find shoes this comfy that aren’t sneakers. I tried the Everly, Emilie, and Ella styles on and all are super similar. These are a little hard to find in stock now, but I’ve seen occasional restocks at Nordstrom, Bloomingdales, Macy’s and Amazon.

2. Chelsea Boots

petite straight jeans with chelsea boots

I bought my Miller chelsea boots many years ago and they’ve served me extremely well! I was surprised to see them still available here – they look exactly the same from photos, but I can’t be sure whether they’ve made any changes. The Sam Edelman Laguna is also popular and similar with a higher shaft that’s a little easier to tuck inside jeans.

3. High Top Sneakers

petite straight jeans with high tops

4. Sneakers

petite straight jeans with sneakers

Both the jacket and sneakers are old pieces that I dug out and happen to still be availble! Abercrombie also has a great similar jacket that’s cozy lined on the inside, too. You can see the same sneaker in my recent outfit post with a tweed jacket for a smart casual look.

To keep ankles warm, it’s conveniently now on-trend to wear socks with sneakers and ankle jeans, as long as it has a little color contrast with the shoe. I’ve seen a light gray sock most commonly around the city, worn with sneakers like this or Adidas Sambas.

5. Loafers

petite straight jeans with loafers

Like with sneakers, to keep ankles warm I’ve seen many stylish ppl wearing loafers with a slightly contrasting sock, like brown, gray, or navy.

6. Ballet Flats

petite straight jeans with ballet flats
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  1. Andie wrote:

    Hi Jean where are your sunglasses from in the Sneakers pic?

    Posted 1.16.24 Reply
    • Extra Petite wrote:

      Hi Andie, those are the Thierry Lasry “lively” style. I got them many years ago from Shopbop and they’re still a favorite!

      Posted 1.17.24 Reply
  2. Nandhini wrote:

    High tops and Chelsea are looking great.

    Posted 12.19.23 Reply
    • Extra Petite wrote:

      Thank you!

      Posted 12.19.23 Reply
  3. Joanna Lloreda wrote:

    love your style

    Posted 12.14.23 Reply
  4. Regina wrote:

    Love the outfits

    Posted 12.13.23 Reply
    • Extra Petite wrote:

      Thanks so much Regina!

      Posted 12.14.23 Reply
  5. Sarah wrote:

    How does the gap sweater tunic fit? Did you get PXS? It’s adorable but hesitant that it will swallow me

    Posted 12.13.23 Reply
    • Extra Petite wrote:

      It’s definitely a looser wide cut fit but that’s the style of these tunics! I have the sleeves cuffed up once as you can see. I’ve been liking it and it’s easy to throw on with leggings or slim black pants, too.

      Posted 12.15.23 Reply

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