2021 Favorite Ankle Booties

The pair that looks most like mine are these

Heyy it’s been a minute! I’m still here in the Bay Area because the process to move to Hawaii is taking longer than I thought! It’s okay though because I still have so much to sell before I move.  If you guys are interested, you can shop my closet here. I am adding new items almost everyday. I also wanted to have a little girls trip before I leave and luckily we just fit that in this week!

So yeah, all the moving circumstances keep changing, and I’m just trying to be flexible. What isn’t changing however, is the need for fresh ankle booties and I’ve found a bunch of cute ones for you guys. I wanted to include slim fit knee high boots in this post as well but that is proving a harder task and those finds will have to wait until the next post.

First up I found just really cute black ankle booties, the top middle pair looks the most like the pair I’m wearing above. I realized I never got a photo in my Jeffrey Campbell Tracker booties last fall, super sad about that. I did wear them a few times, but yeah they are Chelsea boots like the bottom row of booties I’ve linked.

These kinds of boots are a little dressier and great for the city.

From left to right: Top row: 1, 2, 3 | Bottom Row: 1, 2, 3

Next up I found a bunch of lace up booties that are great for a more casual look. A bit like hiking boots but not really for hiking! You can see three looks I’ve styled with lace up booties below. The first look was shot in Boston, 2nd look Tahoe and 3rd look in Mendocino Grove. I really like to pair them with skinny jeans, even though I know there’s a huge debate about skinny jeans, they just can’t go out of style! My style is feminine and maybe because of that, I’ve always believed in the balance of an outfit, something loose on top = something tighter on the bottom and vice versa.

Wearing Timberland booties

From left to right: Top row: 1, 2, 3 | Bottom Row: 1, 2, 3



  1. September 22, 2021 / 5:09 am

    Very nice outfits and photos. 🙂

  2. Lucy
    October 1, 2021 / 1:38 am

    Perfect looks for this fall

  3. Kat
    October 4, 2021 / 4:16 am

    Can you please do an eye makeup tutorial? The link from the May 2012 here isn’t working. Super bummed. Love your eye makeup so much. Would love to see the process demonstrated!

    http://hapatime.blogspot.com/p/how-to-eye-makeup.html (this one doesn’t work)

    • Hapa Time
      February 6, 2022 / 1:27 pm

      I’m in the process of filming a video tutorial which I think will be much more helpful!

    • Hapa Time
      June 7, 2022 / 6:47 pm

      I posted a reel on instagram showing how i do my eye makeup 🙂

Shop My Wardrobe