Wednesday, June 10, 2015

Playing It Cool

Shirt (similar) - Loft / Jacket (similar) - Old Navy / Jeans - Gap / Booties (similar) - Kelly & Katie / Bag - Sole Society

Okay, so seriously, is it June or not? My style posts were on a pretty good spring high (there were dresses! and more dresses!) but now lately I've been back in fall. I know that today it's about 85 degrees out, but on Friday night when we wanted to do some good patio sitting for my friend's birthday it in the 50's, so I had to pull out some layers and booties (and maybe some blankets).

Let's talk about a little style insecurity I have. I've noticed lately that the only times I'm truly stumped on what to wear is when we're heading out a little further west in the city (think Wicker Park, Bucktown, the West Loop) - it's where the hipsters tend to congregate, so everyone seems to be dressed down and somehow effortlessly cool. So I try to be effortlessly cool by trying on everything in my closet, which is, you know, super effortless. And then every time I end up in this same tee shirt paired with lots of black. Like really, every time. I don't know how you got so far into my head Wicker Park, but please stop messing with me.

Shop the post:
Previously on KDTI - these booties!


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  1. Your hair looks so gorgeous in these shots! And that hello clutch is so cute.

  2. this might be my favorite post yet! Seriously- everything about it is perfect. I love this outfit. I love this jacket. I love your hair. I'm totally sold!

  3. Color Me CourtneyJune 10, 2015 at 10:05 AM

    Love this look! So cute!!

    Courtney of Color Me Courtney

  4. The weather around here has been insanely lately. One day it feels like summer and the next, it feels like fall!

    Anyhow, I love this outfit....and that clutch!


    Something About That

  5. I love this outfit! It's the perfect look for an overcast day :)

  6. Cute clutch, I love fun conversation pieces like that!


  7. I'm loving that jacket!! and that clutch is too fun!


  8. well you are much cooler than I am because I could never pull this off and you just look so good in it, so there's that ;)

  9. You would post this on the first 90 degree day!

  10. 90 degrees for you! Barely hit 80 at my house #coolerbythelake

  11. There's also a section in Philly that's super hipster and I always worry about what I'm wearing! Haha I guess every city has that. Love this look though :)

    xx Chelsea

  12. Please tell me you went to high school with them

  13. I thought that was him spitting up sand at the end! #smalltalkforthewedding

  14. This outfit is so edgy and cool. I love that jacket!