7 Summer to Fall Outfits from the Nordstrom Anniversary Sale

Happy Friday friends!! We made it to the end of the week!  That alone is worth celebrating! We have a fun weekend ahead celebrating our 2 year-old nephew’s birthday.  We’re squeezing every last drop of Summer break before school starts in just 2 weeks! I really can’t believe it’s coming to an end though.  We have loved having James home all day.  Did you see his reading recommendations?!

I loved hearing your feedback on bringing Ali-Shaun back for a trip to the dressing room last week.  It was my hope that seeing clothes on both of us would be helpful for envisioning those pieces on yourself and you definitely said it was.  Today, I’m bringing this girl out of the dressing room and into the light of day for a post where you can see all of our favorite outfits styled in real life! Here are seven summer to fall outfits on both myself and Ali-Shaun for you to recreate.

And if you want to see behind the scenes on this photo shoot, watch my Stories today!

7 Summer to Fall Outfits


I know it’s helpful for you to see clothes on people of different shapes, so we’ve got ya covered in this post! We made sure to note our sizes in all the pieces for your easy reference.

My Size Reference: I’m short (5’1) and petite, athletic build (big legs), weighing about 110 and wear a 34D bra.  I typically wear size 0p/25 jeans, XSP in tops and dresses.

Ali-Shaun Size Reference: She’s taller (5’4), hourglass shape with a small waist and fuller bust and hips, weighing 138.  Ali-Shaun is usually size 8-10 in jeans, and Medium or size 8 in tops and dresses.

OUTFIT #1: Striped Tee + Jacket

Summer to Fall Outfits casual

Madewell V-Neck TeeSimilar Raw Neck TeeSimilar JeansSimilar Wedge SneakerSimilar Blue Sunnies  • Ali-Shaun Sunglasses • Similar Crossbody Bag


JEANS FIT: 25/28 

SNEAKER FIT: TTS, but slightly narrow

First up, skinny jeans and a flattering striped tee are a casual girl’s wardrobe essentials.  Ali-Shaun is wearing the Madewell v-neck that’s been so popular this Spring and Summer.  I’m wearing the raw edge v-neck in the Sale that’s thinner and more fitted.  We both loved the Similar Jeans for comfort, fit, and price! They are between a mid-and low rise with lots of stretch and a bit longer length, so we cuffed ours.

The comfortable and cool factor is upped with the wedge sneakers that I’m sure we’ll be wearing the rest of the year.

Caslon wedge sneakers

Similar JeansSimilar Wedge Sneaker

Style Tip: To get this cuffed jean look, cuff the jeans up wide like Ali-Shaun, and then for me, because I’m shorter, I cuff them again under so that they are actually cuffed inside. Does that make sense?

OUTFIT #2: Military Jacket

Summer to Fall Outfits utility jacket

Madewell V-Neck TeeSimilar Raw Neck Tee  • Similar Jeans  • Similar Utility JacketSimilar Wedge Sneaker


Especially in Houston, we love our military jackets! They are the perfect layering piece for chilly, but not cold, weather. This jacket is more of a button down shirt fit with a pleat in the back and relaxed fit.  It also comes in camo!  Isn’t the detail on it great?!

Summer to Fall Outfits military jacket

Summer to Fall Outfits hooded rain jacket

Similar Utility Jacket

JACKET FIT: Runs large, wearing Small, but could have sized down

Ali-Shaun opted for the packable jacket in a durable cotton that’s perfect for her days on the ballfield. Her son plays a lot of baseball and their family lives at the fields!  This jacket also comes in a fun yellow and pretty pinky/coral.

nordstrom anniversary sale North face jacket

Packable Jacket

nordstrom anniversary sale North Face Jacket

JACKET FIT: TTS, the XS fit me really well, but I didn’t try on petite

One of my best finds of the Nordstrom sale is this jacket with high-tech PrimaLoft insulation that keeps you super warm, but won’t take up a lot of room in your suitcase.  I love the elastic binding at the cuffs that cinch with a cord to keep cold air out and the high stand collar and cozy hood protects your neck and head from the elements.

This jacket is equally as good for a lighter weight jacket.

OUTFIT #2: Blouson Pullover + Knee High Boots

Summer to Fall Outfits over the knee boots

Similar Gibson SweaterSimilar Jeans •  Similar Boots • Tassel Necklace

Summer to Fall Outfits over the knee boots

SWEATER FIT: Runs big, wearing Small

I loved seeing Ali-Shawn in jewel tones- they look so good with her coloring and dark hair.  This blouse sleeve sweater comes in lots of pretty colors – of course, I’m partial to the pale pink, grey and black, but for you blue eyed gals, there’s a bright blue that will bring out your eyes.

OUTFIT #3: Flannel Shirt

Summer to Fall Outfits over the knee boots

Similar Plaid TopSimilar Jeans • Similar Over The Knee Boots

TOP FIT: Run on the small side, I’m wearing XS

And come Fall, it’s all about plaid button-down tops with jeans and boots!  Plaid tops are a workhorse in your closet because they can be worn alone (tucked, tied or untucked), with a vest, cardigan or jacket and work well with jeans, leggings, and skirts!  I like to get a few in different colors, but of course the black and white stood out to me.  It’s also super soft!

Summer to Fall Outfits over the knee boots

Similar Crossbody Bag 

One of my favorite boots from the entire sale are the sleek over-the-knee boots. They are slim and hug your leg without being constricting. The pointy toe elongates your leg, but the heel is on the shorter side and slightly chunky so you won’t feel inappropriate wearing them for all occasions.


Summer to Fall Outfits flannel shirt

Similar Plaid Top • Similar Jeans • Similar Over The Knee Boots

Ali-Shaun is wearing the Caslon plaid top in the “James plaid” 😉 and I also have it in “Purple Gaston plaid” which is really pretty with a bit of purple/pink.

ALI-SHAUN TOP FIT: Sized down to Small

Summer to Fall Outfits flannel shirt

OUTFIT #4: Midi Coat + Floral Top

I couldn’t wait to show you Ali-Shaun’s next outfit!  It was her favorite from the entire Nordstrom Sale and looks phenomenal on her!  And honestly, with those eyes, I’d never want to hide them behind sunglasses!

Summer to Fall Outfits long camel coat

Similar TankSimilar JeansSimilar CoatSimilar Boots

TANK FIT: Sized down to S 


The pretty floral top is perfect for wearing now and later.  It has a gorgeous smocked top and looks great tucked in as well with skirts and pants.

While I didn’t care for this jacket on me, it looked fantastic on her! The quality is really good, especially for under $60 and it looks and feels more expensive than it is.  The ‘blue pearl’ is a nice silvery blue color.

Summer to Fall Outfits floral top

Summer to Fall Outfits floral top

Similar Tank • Similar Floral TankSimilar JeansSimilar Utility PantsSimilar Boots  • Heels • Similar Bag • Necklace • Earrings

OUTFIT #5: Floral Tank + Skinny Cargo Pants


MEGAN PANTS FIT: Runs big, sized down 1 to 24P 

I wish I could’ve snagged the Similar Tank in my size before it sold out, but I love the Similar Floral Tank.  It’s a cute peplum style with adjustable shoulder straps and several buttons at the top. I like it now with the skinny military pants and later with a cardigan layered on top.

The Similar Utility Pants are super comfy and stretchy and fit perfectly everywhere with no gaping in the waist!  You can dress them up or down and I bet they’ll become one of your wardrobe staples.

Summer to Fall Outfits floral top

Summer to Fall Outfits floral top

Similar Floral TankSimilar Utility PantsHeels • Similar Bag • Necklace • Earrings

Summer to Fall Outfits floral top

OUTFIT #6: Drape Front Blouse + Work Pants

what to wear to work fall

Similar Drape Front Blouse •  Similar Black Straight Leg Pants • Shoe

what to wear to work fall

TOP FIT: Runs big, wearing Small

MUST HAVE PANTS FIT: TTS, size 8, she got the length hemmed

Since Ali-Shaun works in a professional office, we wanted to give her some workwear options too.  These slimming black pants are the ones she bought in the first Style A Friend post. They’re also comfortable and bonus – they don’t have to be dry cleaned! They’re fitted through the waist and hip, then flare out to create a long leg look.  These were just so very flattering on her and she knew she’d get so much wear out of them year round.

The drape front blouse is another color that looks so pretty on all hair colors.  It also comes in prints (I like the ‘navy recess floral’ best) and stripes.  It’s an elegant blouse with a high low cut (longer in the back to cover your tush), and a nice collar with wide cuffs.

OUTFIT #7: Convertible Cozy Wrap Cardigan

Last but not least, the cozy convertible cardigan that you will LOVE because not only is it super soft, but you can wear it several ways to create different looks! That material is that kitteny soft thin fleecy knit that we’ve gotten spoiled with, so now we want everything that soft!  You can get this top in multiple colors, including all the neutrals, a think stripe and a vibrant pinky/purple.

nordstrom anniversary sale cozy wrap cardigan

Similar Wrap Top • Similar Tank $12Similar JeansSimilar Boots

TOP FIT: Runs large, sized down 2 to XS

nordstrom anniversary sale cozy wrap cardigan

Summer to Fall Outfits striped shirt

Madewell V-Neck TeeSimilar Raw Neck TeeSimilar JeansSimilar Wedge SneakerSimilar Blue Sunnies  • Ali-Shaun Sunglasses • Similar Crossbody Bag

If you loved seeing Ali-Shaun here, let us know in the comments and maybe we can persuade her to come back!


Below are the weekend steals you don’t want to miss out on with my picks!

NORDSTROM • Anniversary sale is still going + tons of clearance deals available!

My picks: The magic tank dress, the knit maxi and lots of accessories that just landed in the clearance bin!

NORDSTROM RACK • Extra 25% Off Clearnace

My picks: These beaded drop earrings and this wrap top.

LOFT • Extra 50% Off Sales

My picks: This criss cross back dress and this medallion dress.

COLLEEN ROTHSCHILD • get the 7-piece Discovery Collection for $69 ($150 value) with my code: CR69!

My picks: Some items are still available in the Christmas in July sale!

JCPENNEY • Extra 30% off with code 4TOSHOP

My picks: This button front shirt and this short sleeve shirt dress!

JCREW FACTORY • 40% Off New Arrivals

My picks: Sooooo many good things! This striped ruffle sleeve top is darling and this scallop cami has a racerback!

ACCESSORY CONCIERGE • If you missed getting your hands on those adorable Pom Pom scarves for only $8! my code has been reactivated for a limited time: HONEYPOMPARTY

pom pom scarf

Have a fun and safe weekend, friends!

You Might Also Like

Meet Megan

Hi! I’m Megan, mom to a thoughtful teenager and spunky young girl. We call Houston home and recently moved into our dream home. I traded my lawyer hat to become a full-time blogger in 2010. I love sharing my passion for affordable fashion, home decor, organization, & fitness to help inspire you to take care of you!


  1. I loved seeing Ali-Shaun in similar outfits. It’s definitely helpful since I’m closer to her sizing. You two both look so great and have a lot of fun! Would love to see her again in another post.

  2. I loved seeing you both! It’s nice to see different-sized bodies in the similar outfits.
    And I loved seeing downtown Houston, too! I used to work in One Shell (I now live 2 1/2 hours from Houston), so it was fun to see familiar places again.

    I especially love how you two good friends act together.

  3. Ali-Shaun in that hot pink and emerald green top is just perfection! Those colors look amazing on her. I love seeing y’all do these posts together.

    Huge props for styling the coats outside in the 100 degree weather we have been having…..y’all must have been about to melt!

  4. Definitely bring Ali-Shaun back! The outfits look great on you both and really help to determine sizing, but what’s even better is seeing your sweet friendship shine in the pictures!

  5. Looking fantastic- both of you! I love seeing Ali-Shaun on your blogs- insta stories! I particularly love to see the clothes you feature on another frame. I am 5’3, 127 ish, so right smack dab in the middle of you two regarding sizing. I really appreciate the specific sizing guidelines!

  6. She looked gorgeous and it’s great seeing how the pieces fit on different body types! Really enjoyed this post.

  7. You two are so fun together! Love the posts, and I agree with bringing Shannon on too!

    I cannot wait to get those over the knee boots–I got them in both colors.

    We have a long summer like Houston (it’s 112 here today no humidity though, but we’ll be back to 120 next week)–so those babies are going in the closet until November 🙁

  8. I love these types of post. Girlfriend is looking great. I would like to see a large sized lady modeling also.

  9. I love the green on Ali-Shaun. favourite choice for her.
    Such a good post – great to see on different sized gals!

  10. Gosh, I just love when you bring Ali-Shaun onto the blog! Girl looks amazing in color-she’s rocking that bright pink and emerald green…but I love the camel coat/cardigan on her as well!

    xoxo, SS

    Southern and Style

  11. I love Ali-Shaun in the blog! She’s so fun and you all both rocked those outfits. And I agree, she looked STUNNING in the pink sweater!!

  12. Um WOW Ali-Shaun has an amazing hourglass shape!! Wearing that convertible wrap top wrapped around her waist is so flattering! She should definitely stick with waist-defining tops – she looks fabulous 😀

  13. Great post! I loved seeing the clothing on different size figures. Megan, you always look great! I am closer to Al-Shaun’s size and have been wondering if a pair of those tall black boots would work for me. Ali-Shaun, you ROCK that outfit with the pink sweater and black boots – I did a double take!!

Leave a Reply

Your email address will not be published. Required fields are marked *