Transitioning Your Shorts Into Fall | In Search of Sheila

Transitioning Your Shorts Into Fall

September 26, 2016

Boxy Blouse Shirt
Shirt: c/o Gamiss / Shorts: thrifted / Boots: ASOS / Jacket: c/o Rosegal 

Fall is here and it's actually gotten chilly where I live, but I know it's still warm in some places (I'm talking to you California) to wear shorts. A good way to transition your shorts from summer to fall is to pair them with ankle boots. During the summer heat I wouldn't be caught dead in boots (or socks for a matter of fact). I love this combination because a good black boot adds a little edge to any outfit. On top, I'm wearing this boxy button up blouse from Gamiss which I'm a little obsessed with. I've always gravitated towards boxy shirts and they are pretty on trend this year. With such a flattering silhouette, this one is a little cropped so it looks great with high waist anything. It's breezy and super easy to wear--will definitely be something I throw on when I have no idea what to wear this season.

Bomber Jacket
Added my bomber jacket on top for when it gets chilly! 

Boxy Shirt

Black Ankle Boots
Y'all should know that I love wearing crew socks with my ankle boots so they peak out a little bit.

Denim Jean Shorts

And of course you can wear tights or knee high socks underneath your shorts! I will have to do that look soon since it's cold here already. What do you think of this outfit? Will you still be wearing your shorts into fall? 



  1. I try to hold off wearing tights for as long as possible, I have transitioned into boots now though so soon the day will come :( You have legs to die for, may I add!

    Hayley-Eszti |

  2. Fall is my favorite :)
    You look so cute in these photos girly!

    Kara //

  3. Need to start wearing my boots and shorts, i never dare a bare leg, even in summer, but i think boots and shorts look so cool!

    Dana x | bloglovin'

  4. This is such a cute look! I love pairing jackets and shorts together, but it's just gotten to that point where it's too cold for that combo! Boo!

    Something About That

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  6. I really like the jacket you paired with the shorts. So cute!

  7. You loom so cute, loving the crew socks with the ankle boots!

    Carolyn x
    Stained Glass Stars

  8. Loving your style, amazing shorts!

    Anika |

  9. Pinned! You look amazing <3

    Edye | Http://

  10. you pair the shorts and boots combo so well!

  11. Lovely combination!

  12. Love your tips :) xx


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