Fashion,  Geek,  Outfit of the Day

Wearing Dresses with Sneakers

Ever since the “Stingray incident” from my trip to San Diego Comic Con, I’ve been having issues with my foot. And last week my doc recommended that I wear sneakers at least for 1 week to see if my foot felt better. Well, I did, but at the same time I had to make my outfit revolve around wearing sneakers. For the first few days, I wore running shoe style sneakers w/wide leg jeans, but as the week got hotter and I got tired of dressing super casual, I migrated to my Converses (yes, less support, but I swear my foot was getting better!). And as you know, I do like my dresses, so one of the challenges I faced was how to wear sneakers with dresses. Here’s what I came up with.

Option #1 – Go Vintage

I definitely think most vintage style dresses go well with sneakers. It’s kind of like the 50s poodle skirt with saddle shoes. I mean, not exactly, but if they did it back then, you know it’s legit! Since you’re already wearing some “alternative” with a vintage style, I feel like throwing on some Converse shoes isn’t going to throw off this style.The dress is from Urban Outfitters and is supposedly “reconstructed” from vintage fabric dress ($30). I’m also wearing dark grey Converse shoes.

Outfit - sneakers and dresses 80s

 
 
Option #2 – Go ’80s
Back in the ’80s, you could really wear Converse shoes or Keds with anything! So why not go that direction? I’m keeping it simple here, but the sweetheart dress and jean jacket definitely add that ’80s touch. On top of that, even though the style of the dress could be “fancy”, this is actually just a cotton strapless dress with an unfinished hem (RVCA Rocket Dress – $50), which keeps it more on the casual side. I also paired the dress with a white cotton wife beater tank (Old Navy – $8), a really old Forever 21 Denim Jacket ($25) and my black Converse sneakers.
 
outfit - casual skirt with sneakers
Option #3 – Go Casual
Material is key when wearing a skirt or dress with sneakers, mainly b/c cotton just adds a casual feel even if the design is dressy. I would definitely stick with cotton and other non-shiny fabrics. Here I’m wearing a Marc by Marc Jacobs cotton pencil skirt ($30 Bloomies sale), Forever 21 heart tank ($11), and an old Abercrombie & Fitch short grey cardigan ($20). The Converse looking shoes are actually fake lookalikes that I got in Korea. The shoe even says “Two-Star Canvas”!

3 Comments

  • Alaina

    I like to wear dresses with sneakers. But, my friends say it’s weird. Thanks for showing some cute outfits with dresses and sneakers! These gave me some awesome ideas and I can’t wait to go shopping!I’ll be looking at your blog for a while! Keep being stylish!!

  • Kay :)

    This is perfect, you’re so cute!! I’ve been touring Europe on foot while trying to look cute by wearing all the wrong shoes, until finally yesterday I was limping like a pimp. Got a huge charlie horse in my calf (icing it as I type). Definitely gonna rock chucks with a dress today.

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