Fall Transitional Pieces

With Summer officially over I’ve been thinking a lot lately about what key pieces I can take from my Summer wardrobe and incorporate into the start of Fall. The temperature is still in the 90s here and will probably be that way for a few more weeks but there are cooler temps on the way. I plan on using these items until I can really start wearing my full Fall attire. These are probably items you already have in your closet too.




J. CREW Chambray Shirt – This is a top that can basically be worn all year round. I love wearing this piece in the Spring and Summer with white jeans and in the Fall with black denim. It’s perfect too under a light weight sweater with boyfriend jeans and booties for cooler Fall nights.

Madewell Transport Tote – If you haven’t invested in this tote yet, put it on your wish list. This is probably one of the best totes ever. I use mine for work to carry around a laptop and all the rest of my daily necessities.  I use this on the weekend for running errands and it also serves as a diaper bag sometimes.

Madewell Rowhouse Sweater – I picked up this sweater a few weekends ago in anticipation of cooler weather. It’s just light enough to be perfect on chilly nights but not to heavy where I’d have to wait another few months to wear.

J. CREW Fluted Skirt – If you’ve been reading this blog for a while now then you know my feelings on this skirt. This is one of my favorite skirts EVER. I wore it last Winter with tights and boots and this Summer with sandals.  For Fall I will be wearing it with booties and a denim jacket. I also have it shown in this post from earlier in the week.

GAP Boyfriend Jeans – There’s nothing more comfortable than throwing on a pair of boyfriend jeans and sweatshirt during Fall weekends.

GAP Boyfriend Shorts – This Summer I lived in these shorts. I plan on taking them into Fall with a long sleeve tee and booties.

Sam Edelman Booties – These are the booties I will be wearing with my GAP boyfriend shorts and my boyfriend jeans. I love these booties, they are super comfortable, perfect height, and look great with everything.

J. CREW Boy Shirt – Classic and comfortable. Perfect with denim, skirts, or work pants. Love this top because I can dress it up or down for work or the weekend.




  • Betsi

    I’m not ready for Fall yet. Fall foods…yes. Fall weather….no. And it arrived here today!

    I do think I need you to style a outfit for me for Mertz’s bachelorette portion of the evening!

    • I know, but oddly enough I am really ready for Fall fashion and Pumpkin Spice Lattes! And, yes we can absolutely put something together for that night!!!

  • I’ve been rocking a similar pair of boyfriend shorts all summer long! I’m excited to pair them with long sleeves once the temps decide to drop 🙂

    26 and Not Counting

    • Me too! I literally lived in them all Summer. Anything lose and comfy is my favorite!

  • I have been looking for the perfect pair of booties – and I love those!!! And I could live in boyfriend jeans – they are so amazing!

    • You would love the booties Meg! They are super comfortable!