What DO I Wear?!?! The Fall Transition

Guys I am over, on, and beyond, cloud nine to be kick starting lifewithlilred’s Falling For Fall Guest Bloggers Series. I absolutely adore Sarah and am incredibly honored (yes I have said that a gazillion times already) that she asked me. If you have not checked out her blog…WHAT IS WRONG WITH YOU?!?!?! 

Joking, completely joking, BUT seriously please check her blog out and give her some love. In the mean time check out my guest post kicking off her fabulous series!


“Fashion is ultimately a form of self-expression. That’s why I love trying out new things.” ~ Ashley Madekwe


All the Feels of Fall

I am so honored to once again have been asked to collaborate on the Falling For Fall series by Sarah. I always have so much fun coming up with outfits and working with this beauty. She is so incredibly talented not to mention insanely witty! (THANKS!!!!! -Sarah)


Fall has always been the season that gives me all of the feels and lets me dig deep into my inner nostalgia. I grew up in the White Mountains where the foliage resembles something out of a Monet painting, and apple and pumpkin spice creations rival Trader Joe’s selection.

It is the one time where going home is always imperative because as Dorothy says “There is NO place like home” and that is exceptionally true in the Fall.


Alas, Mother Nature doesn’t always agree. The leafs might have turned vibrant shades, but the temps can still be a boiling seventy or eighty degrees.

Come September, I am ready for the basic girl wardrobe: Sweaters, leggings, and boots. Yet with Mother Nature having a Hot Flash, it makes it a bit difficult to don the Fall Wardrobe that makes Starbuck’s Pumpkin Spice lovers rejoice everywhere. Which is why I have have to get artistically and fashionably creative.


Army Green

Truth time: This might be the real reason Sarah and I are friends, let’s be honest. We both adore this color. There is something about this darker, yet slightly muted color that screams fall. Although people tend to shy away from this color, labeling it too grungy or military-esque, it literally looks good on everyone, from blondes to brunettes and our very own lifewithlilred redheads. (That’s me!!)


The neutral color makes it easy to style with almost anything. Black, brown, I have even worn it with blue before and, of course, there is my favorite combination of Army Green with blush.

Yes peeps, army meets ballet in the most fantastic color scheme! Badass Bunheads rejoice! (AYYY!)


Crop Tops

It might come as a surprise, but the belly baring trend of the summer has transitioned its peek-a-boo self right on into fall.


// Hat & Skirt: Anthropologie // Brami: Free People // Jacket: J-Crew // Necklace: SeaMilliganDesigns // 

With layering as the key essential ingredient – mixed with a little Pumpkin Spice, of course, crop tops actually make perfect sense.

They are the new camisole, and companies like Free People are even calling them bramis, which sounds like an act by Houdini, but who am I to argue with the word when they are a staple in my wardrobe!


The Outfit

It would be a dream (seriously Twilight zone stuff) if I could have a new wardrobe. Yet, I can’t deny part of the fun of being a fashionista is recycling pieces of clothing from season to season and not just re-imagining new looks, but using them in a way that makes them fresh and trendy.


Back in June, I had gotten this black maxi skirt from Anthropologie that was part of a set. Transitioning it into fall, I paired it with my army green brami to add a pop of color, and channel those cooler days.

As much as I love leather – and nothing screams fall more than leather – it can be hot! So sometimes, you have to go with an oldie but goodie. In this case, it’s the denim jacket. This jacket is distressed, giving it an edgy flare. It is the perfect layering piece over the brami (I just really like that word!) and for those cool autumn nights.



Nothing completes a look better than the right accessories. Not only that, but they help transition an outfit from season to season. Hats always make me think of fall, and my felt ranchers hat from Anthropologie seemed like the obvious choice to go with. With a subtle yet glitzy jeweled band, this wide brim adds the prefect pizazz for any fall day. Pair it with a scarf for chillier nights and you have a fashionable yet transitional look.

Lastly, for this shoot I decided to channel my inner Ferngully, letting my bare feet dance amongst the leaves and moss. Ferngully moment aside, pairing black or nude booties with this skirt completes the boho Autumnal vibes, because you can’t go barefoot everywhere!


Thank you so much again to Kate of Ankhor You for kickstarting my series with some OOTD perfection! I LOVE YOU. What is your favorite color to wear during the fall? What is your go to accessory to sport during the cooler weather? I want to hear from all of you, so leave me a comment and let’s chat! Much love. -Sarah

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13 thoughts on “What DO I Wear?!?! The Fall Transition

  1. Looking gorgeous ✨my friend as usual ! I love 💕that outfit combo though I could never wear a crop top for fear of the dreaded belly bulge ESP while sitting 😭

  2. Yaaassssss for basic girl wardrobe! I’m so ready! And army green and crimson are some of my favorite colors to wear in the fall! I also really like to rock a utility jacket; I feel like they work perfect for that in-between stage! <3

  3. Ow, owww- HELLO GORGEOUS! I am obsessed with these colors, especially that green. Ugh, that’s my weakness. It makes me so excited when fall comes around. Also- I don’t think it’s a coincidence that it’s called a “crop top”.. crops= harvest=fall. (GROOOAAAN). Did you miss me 😉 ? Hahah, love love this post and love love love you. Hope you have the best labor day weekend ahead!

    1. Beauty!!!! Oh my gosh you always make my days with your comments! I love army green! it is my fav! Bwahahaha that is amazing! And yes I did! That comment made my day. Thank you sweets I hope YOU have an amazing weekend! <3

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