5 Summer Trends You Can Still Wear in Fall

August 25, 2016

*This post is sponsored by Payless. As always, all opinions are my own.

I know, I know…you’re eager for those pumpkin spice lattes, the smell of pine cones in the air, and the opportunity to wear your most cozy comfy sweaters. I’m right there with you! Believe me. I’ve expressed many many times that my most favorite season is fall. So while my heart is happy envisioning myself being wrapped up in a plaid blanket scarf for the next few months, reality sets in. I live in South Florida. It is H-O-T outside. And the only use I have for a blanket scarf at this moment in time is in my home, with the air-conditioning set low, while I sit on my couch and catch up on Bachelor in Paradise!

Don’t get me wrong. I’ve definitely been transitioning my wardrobe little by little. I’m embracing fall colors and rocking my booties every chance I get. I even gave myself a manicure in my new favorite color that has autumn written all over it. But before you completely put summer behind you and start reorganizing your closet, keep in mind that you can still wear some of your favorite items from the last few months into the new season.

Continue scrolling to see my 5 summer trends you can still wear in fall!

Summer Trends You Can Still Wear in Fall

Summer to Fall transitional clothes

how to transition your summer wardrobe into fall

best transitional pieces from summer to fall

Summer to fall style

transition your wardrobe from summer to fall fashion

how to wear your summer favorites in fall

Mommy and Me style with fashion blogger Jaime Cittadino and Harley Cittadino

best pieces to transition from summer to fall

On Jaime:  Top c/o Chicwish  //  Jeans  //  Booties c/o Payless  //  Tassel Earrings  //  Bag

On Harley:  Dress  //  Denim Vest  //  Sandals c/o Payless


Let’s discuss, shall we? Open toe shoes can be appropriate for fall. Believe it or not, this even includes sandals. I’m not talking about flip flops. You can save those for your next tropical vacation or to wear in the community shower in your dorm hall. Gladiator, lace-up, and embellished sandals can absolutely be worn until the weather truly starts to get cool. Just like anything else in fashion, it’s not just what you wear, but how you wear it. Smart pairings and a confident attitude makes all the difference. You can bet Harley will be wearing her embellished sandals until they don’t fit her anymore! She’s obsessed with them!

I’m addicted to open toe booties! Aren’t the Payless ones pictured above the perfect color for fall?! The chunky heel makes it more sturdy and comfortable to wear. They look great with jeans, dresses, and skirts. It’s funny…about a week before Payless reached out to me for this collaboration, I had quickly walked passed a Payless store at my local mall and noticed how cute the shoes in the window were. Because I was in a rush, I didn’t stop in, but a mental note was made to go back in there and take a look. While browsing their website there were tons of styles I wanted to get, especially for Harley! So, I’m super happy to be partnering with them on this post to show you guys these adorable and affordable shoes!

Another open toe shoe you should consider keeping around a bit longer is the wedged sandal. Wedges look awesome paired with flared jeans. And lastly, you can take your favorite peep toe heels and wear them with black or colored stockings. Say Whatttt?!!! Yes, stockings! As long as they don’t have a reinforced toe and your outfit looks intentional, you’ll be good to go. With that being said, while it’s still toasty outside during this transitional period, I would refrain from wearing stockings or tights. Let those toesies breathe!!


Yep. I’ve said it before and I’ll say it again. Cold shoulder and off shoulder tops are here to stay. Can we get an AMEN?! The white one I’m wearing from Chicwish is such a great basic top to have that goes with so many things! As the temps start to cool down, I’ll probably throw on a utility vest or cardigan. There are tons of off shoulder tops that come in thicker and warmer fabrics, as well as 3/4 or long sleeves. Here are some fall appropriate options:


Tassels were all the rage last summer AND this summer. From earrings to necklaces to bracelets and all sorts of clothing, people just can’t get enough! But there’s no reason to stop wearing them. Just swap out the neon for pretty berry shades, earth tones, neutrals, and deep rich hues. I’ve been eyeing this Lele Sedoughi pair for awhile now and also love all of these more affordable options below:


I absolutely love denim shorts for fall! The majority of the time, I’ll wear them with a mule or bootie. The Payless booties I’m wearing in today’s post would look awesome with jean shorts! Over the knee boots paired with denim cut offs make a really sexy and cool statement. If you’re worried about being cold, just throw on a pair of stockings underneath! Again, it’s all about choosing the right pieces that compliment each other and having the confidence to own your look.

As far as what to wear on the top, the choices are endless. Blazers, moto jackets, utility vests, and cardigans are all great layering pieces. You’ll definitely be seeing me in long sleeve plaid shirts and chunky cable knits when rocking my denim shorts this fall.


By now I thought we’d all be on the same page about this. You CAN wear white after labor day and SHOULD wear white after labor day!! White is a year round classic color. Do be conscientious about the type of fabric your white [off white, winter white] item is to make sure it’s weather appropriate. If it’s a bit thin, just layer it with a heavier and warmer article of clothing.

Love, Jaime signature

Photos by Jenna Martinovic

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  • Nataly Schma August 25, 2016 at 9:22 am

    I love this post and look! You and your daughter look great!! 🙂

  • ashley August 25, 2016 at 9:29 am

    Oh my gosh, this is so cute!!!

  • Sam Phillips August 25, 2016 at 10:24 am

    You are not biased, Harley is adorable! I’m loving the booties you have on and the burgundy off the shoulders are great finds!

  • Melissa August 25, 2016 at 10:30 am

    Love your boogie! I have the same pair from Payless! Love how Payless is so stylish now!

  • Laura @ Walking in Memphis in High Heels August 25, 2016 at 11:42 am

    Oh my goodness she is so adorable! Love your mama and me looks and your adorable shoes!

  • Lawren Bagley August 25, 2016 at 12:03 pm

    This OTS top is amazing, & your little girl is the cutest!


  • Maddie August 25, 2016 at 12:10 pm

    This is precious! I have a daughter a few months older than Harley and I am loving the looks she wears that I can share with my Eloise!

  • Rachel Moore August 25, 2016 at 12:40 pm

    I’m glad to hear I won’t be the only one wearing white and off the shoulder after Labor Day!!!! I love your open toe shoes. I’ll have to check their boys’ department

  • Kate August 25, 2016 at 12:56 pm

    Cutest post! Love your mini!

  • Shelby Skaggs August 25, 2016 at 12:56 pm

    These pictures are darling! I’ll definitely be wearing all of these trends into fall!


  • Alex August 25, 2016 at 1:11 pm

    Such cute looks for both of y’all! White after Labor Day for life!


  • Amy Loochtan August 25, 2016 at 1:59 pm

    She is SOOOOO cute! I love the booties and couldn’t agree more with your picks!

    Coffee Beans and Bobby Pins

  • Shannon August 25, 2016 at 2:18 pm

    Oh my, could she be any cuter?!? Loving your look here and I agree with all of this. I’m looking forward to transitioning my OTS shirts into fall.

    Clothes & Quotes

  • Mariam August 25, 2016 at 2:40 pm

    Both of you look SO ADORABLE!!! Killing with cuteness here!! I love your tips too!

    xo Mariam | The Petite Bijou

  • Morgan August 25, 2016 at 3:11 pm

    Kid you not, I have been on the hunt for some open-toed booties all summer! And have yet to find a pair 🙁 thanks for sharing these! Adding to my cart now!

    How 2 Wear It [] http://how2wearit.com

  • Anna Cobbs August 25, 2016 at 5:14 pm

    So glad the off-the-shoulder trend is sticking around!!

    xx – anna

  • Greta August 25, 2016 at 7:13 pm

    Love the dark brown booties! They pop against the lighter colors. And your little girl is the cutest!
    Greta | http://www.gretahollar.com

  • Kasey August 25, 2016 at 7:48 pm

    This is such a great post Jaime! Harley rocks those shoes and that Louis!

  • Sarah Zerbe August 25, 2016 at 9:22 pm

    Love that top, and those booties will be great for fall!

    Sarah || http://www.stylishsassyandclassy.com/

  • Bailey Bono August 26, 2016 at 2:16 am

    Ah she’s so cute! You guys look adorable, Luke’s still into her btw! Wedding is on!

  • Christina | Oh So Glam August 26, 2016 at 10:54 am

    Love that top!

  • Carolyna Bauer August 26, 2016 at 11:41 am

    OMG you are both so cute!! THe little one is just so pretty and adorable. You are rocking those shoes. XOXO, Carolyna

  • Lauren August 26, 2016 at 12:06 pm

    So true!! And LOVE your comment about wearing white! This is such an OLD and silly rule! I truly believe you should wear whatever makes you feel good, especially if that includes wearing white after labor day! Great post!
    xx, LO {www.rosesandrainboots.com}

  • Ruthie August 26, 2016 at 3:30 pm

    Yes I will be keeping most of these trends!!! I can’t get over the pictures of you too this is stunning!! The entire post is incredible Xo

  • Mary August 26, 2016 at 3:48 pm

    great post! totally agree about still being able to wear white, i don’t believe in the no white after labor day nonsense!

  • Lauren August 26, 2016 at 5:59 pm

    You both are too cute! Great tips for transitioning to fall 🙂


  • Cindy August 26, 2016 at 6:16 pm

    Love this post! i totally agree I wear open toes in the fall and winter! Open toe booties are always nice and if I am going somewhere fancy I will still where heels! Your top is so cute and your daughter!


  • Angelle Marix August 27, 2016 at 10:36 am

    You and baby girl look GORGEOUS!!!! I love both outfits and shoes ❤️❤️ Can’t believe those are from Payless!!!


  • Kelly August 28, 2016 at 9:21 pm

    That off the shoulder top is gorgeous!

    xx Kelly
    Sparkles and Shoes

  • Hillary August 29, 2016 at 9:58 am

    You and Harley are just too cute in these photos! I love your top and seeing your fall trends, makes me a little less sad that summer is almost over!


  • Kimberly Clifton August 29, 2016 at 9:20 pm

    Such a great transitional look! OTS tops are perfect for fall too!

    Kim Clifton

  • Shannon August 30, 2016 at 8:14 pm

    Gorgeous photos!!

  • Olivia August 30, 2016 at 9:21 pm

    Such a good post idea!
    Love this!

  • Judy Cohen August 30, 2016 at 9:34 pm

    Love this! I live in New York City and every once in a while summer lingers a little longer so I can continue wearing some of my summer favorites. Thanks for giving me more ideas!

  • Amanda August 31, 2016 at 12:26 am

    I’m loving the off the shoulder look! The pics with your little one are just adorable!!

  • Sammy August 31, 2016 at 6:13 am

    Great blog post and what a beautiful little girl you have xx

  • Emily August 31, 2016 at 2:27 pm

    Could Harley be anymore adorable?! Oh my gosh! Love these pics!

  • Marissa Pomerance August 31, 2016 at 6:42 pm

    Love this! LA is just like Florida in that Fall weather won’t arrive for awhile, so always looking for more transitional outfits 🙂


  • Cece Lam September 1, 2016 at 11:10 pm

    Babe this is such a great post! Thank you so much for sharing these with us. Have a great great weekend ahead :)!!!