25 Cute Fall Outfits

Hello friends!  Did you enjoy the Day in the Life on Stories yesterday?  I had fun showing you what a day looks like around here from start to finish!  It’s go, go, go with some definite down time after Jordan goes to sleep! She’s still waking up at 5am! ;( How do you get your kids adjusted to the time change??  Send your tips my way!

25 Cute Fall Outfits

Today, I’m rounding up over 25 Fall outfits to inspire your own wardrobe.  Whether you’re getting dressed up, running around with the kids, or just want to look cute and be comfortable, this post is for you! I’d love to hear what your favorite look is or what you want me to share next.

SKIRTS & DRESSES

Amazon Dress

DressHeels

I cannot say enough great things about this stunning dress!  It looks and feels designer, but it’s so inexpensive! The lace overlay and floral detail are gorgeous and the cut and style is both feminine and classy.  The dress is lined to the knee and then the lace overlay with ribbon trim hits about mid calf. I love the mix of colors in this one and swear you will get loads of compliments and “where’d you get that dress??” when you wear it!

Dress Fit: I’m wearing size S

Amazon Dress

DressHeels

Amazon Dress

DressHeelsBag

Many of you need more workwear options and this dress could easily go from work to a night out or even church.  It’s absolutely gorgeous in person with orange/red florals on a navy background.  It’s definitely conservative enough for the office and proper enough for the Sunday service.  I love the slightly puffed 3/4 sleeves and that it has pockets.

Dress Fit: I’m wearing size S

Amazon Dress

DressHeelsClutch

Isn’t this little lace embroidered mini dress fun?! I like how the high neck balances out the shorter length and the sleeves are gorgeous!  This would be a fun one to wear to a party and dance the night away! It’s a mixed material with with the body part feeling like a substantial t-shirt material with some stretch.

Dress Fit: I’m wearing size S

Gibson Tank and Skirt

TopSkirtHeelsBag

I wanted to show you a super chic monochromatic look that’s sure to turn heads.  The same skirt is available in this solid blue that matches the top perfectly.  Wearing one color from head to toe gives you the illusion of added height and I’ll take that in a heartbeat.

Top Fit: I’m wearing size XS, would prefer XSP

Skirt Fit: I’m wearing size XSP

Nordstrom Tank and Skirt

TopSkirtSimilar HeelsBag

I’m smitten with the sophisticated floral pattern on this silky skirt.   And the blush colors compliment the blue in the skirt beautifully.  It’s a high/low skirt, so higher in the front and longer in the back.  I think the look is elegant and classy.

Top Fit: I’m wearing size XS, would prefer XSP

Skirt Fit: I’m wearing size XSP

JC Penny- Dress and Booties

DressCrossbody Bag • HatNecklace 

Do you love a boho dress as much as I do?!  I’ve always been drawn to the comfortable style, and I think they are especially cute with booties for Fall. This one has a playful pattern with tassels and 3/4 sleeves.

Dress Fit: I’m wearing size XS

Amazon Sweater Dress

DressBeltBootsSimilar Tote

A big, fat YES to this dress!  What a pretty dusty rose color, right?!  It’s so comfortable, fits beautifully and would transition from work to weekend well.   I added a belt to mine, but it looks great without it too.

Dress Fit: I’m wearing size XS

Nordstrom Tank and Skirt

Velvet TankSkirtHeelsClutch

The color and plush velvet on this tank drew me to it immediately.  It feels amazing on and the color is that perfect holiday red that looks great on everyone and even matches my lipstick – MAC ‘Red.’

Tank Fit: I’m wearing size XXSP

The fully lined jacquard skirt has just the right amount of texture to feel expensive, along with the gorgeous ivory and finished in shimmery gold.  The shape is flattering on all body types and it has pockets.

Skirt Fit: I’m wearing size XSP

JEANS OUTFITS

Amazon Sweater

Star SweaterJeans  • Boots

I’ve seen similar “star” sweaters at retailers like Nordstrom for around $98, but this one is a steal at just $29!  It’s really well made in a bright pinky red with bold white stars.  It also comes in a black or tan combo.

Sweater Fit: I’m wearing size S

JC Penney Vest, Top and Jeans

High Rise Skinny Jeans • White Puffer VestHenleyBooties •  Beanie

For casual weekends, a long sleeve top with a puffer vest, jeans and booties is an easy look to pull together.  I especially love a white puffer vest because the color looks so bright and clean on a cold day and goes with any color top.  It’s gorgeous with diamond pattern quilting, gold hardware (zippers and snaps), and functional pockets.  I like it with this outfit, but it also looks great over sweater dresses, plaid tops, and turtlenecks.
Vest Fit: I’m wearing size XSP
Top Fit: I’m wearing size XSP

Amazon Sweater

SweaterJeansBootsCrossbody Bag

We can never have enough stripes, right?!  I dig the colors in this one and the longer tunic length that makes it perfect for pairing with leggings.

Sweater Fit: I’m wearing size S

JC Penney Jacket and Jeans

Jeans • V-Neck TeeJacketWedge Sneakers

This warm and cozy teddy bear jacket does not disappoint.  It’s a soft, fluffy quality and so very warm for a cold day.  It zips and snaps closed with a polyester lining.  You can also machine wash it.  This is exactly the jacket you’ll want to reach for every time you head out the door to run errands, go to a football game or just taking the kids to school.

Jacket Fit : I’m wearing size Small, and would probably prefer XS for my petite frame

Amazon Sweater

SweaterJeansBootiesSimilar Tote

Adore the color combination in this color block sweater!  It’s super cozy and easy to wear with different color denim.

Sweater Fit: I’m wearing size S

Striped Sweater and Jeans

SweaterJeansBootsClutch

Stripes are always fun, but I especially like them in this color combo with the mix of purple, blue and orange. The sweater has slouchy balloon sleeves that are extra cool, and if stripes aren’t your thing, you can also find it in lots of pretty solid colors.  And it has a cute zip detail in the back.

Sweater Fit: I’m wearing size S

Turtleneck Sweater

SweaterJeansBoots

One of our coldest days yet, I wore this cozy turtleneck poncho to the school Halloween party. It’s nice and soft and the cowl neck isn’t constricting.

Sweater Fit: I’m wearing size XS

Turtleneck Sweater

Amazon Sweater

SweaterJeans • BootsCrossbody Bag

This sweater is so cool for Fall because it reminds me of candy corn with the way it’s color blocked.  It has a loose cowl neck and wide cuffed sleeves with a little stitch so they’ll stay put.  And there’s a contrasting orange back that’s fun and unexpected when you turn around.

Sweater Fit: I’m wearing size S

Nordstrom Rack-Sweater, Jeans and Booties

SweaterJeansBoots

I wanted to find a sweater to usher in our cooler Fall temps, and this one was it!  It’s got the Fall color vibe going, and it’s a chunky knit – but not too heavy.  It’s a flattering v-neck in the front, but you have to see the back!
Sweater Fit : I’m wearing size XS

 

JC Penny-Sweater and Jeans

What I love so much about this cable knit sweater is that you can easily wear it to work with slacks for a more professional look, but it’s also a casual look with jeans.
Sweater Fit: I’m wearing size XS

Nordstrom Rack-Sweater, Jeans and Booties

V-Neck SweaterGirlfriend Jeans (similar) • BootiesCrossbody Bag

I’m all about a thin knit v-neck sweater, especially in grey.  It’s easy to throw on and be super comfortable in, while still looking pulled together.  I like a mini front tuck to help you look taller.

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Sweater Fit : I’m wearing size XXS

Gibson Tank and Jeans

TopJeansBootsSimilar Leopard Belt

This dark green floral top is particularly Fall friendly with the mix of yellow and very pale pink flowers. I also like the pleated ruffles at the sleeve and neck- such a fun, feminine detail.

Top Fit: I’m wearing size XS

Nordstrom Rack-Sweater, Jeans and Knee Boots

I love this this cozy, dolman sleeve style top. It’s that kind of soft fleece that you will actually want to wear to sleep in or relax around the house.  But, it’s also great worn casually with jeans.  It comes in several colors, including a fun leopard print.
Top Fit: I’m wearing size XXS

TopVestJeansSneaker • Crossbody Bag

I wore this outfit for our trip to Dewberry Farms.  There’s tons to do there including games, rides, attractions, hayride to the pumpkin patch, and a dark house to view the most amazing jack-o-lanters.

Vest Fit: I’m wearing size XS

Top Fit: I’m wearing size XS 

JCPenney Sweater, Jeans and Booties

SweaterJeansBooties

We all know how hot the animal print trend is right now, but I love to see it in unexpected ways, like this mix of grey and pink.  Isn’t it such a pretty color combo?!

Sweater Fit : Runs small, I’m wearing size XS

JCPenney Sweater, Jeans and Booties

SweaterJeansBooties

I liked this sweater when I saw it online, but it’s even better in person!  The off shoulder style is especially sassy, but the material is nice and soft, so it feels kinda cuddly too.  I was concerned that the white might be sheer, but thankfully, it’s not.

Sweater Fit : I’m wearing size XS

JCPenney Sweater, Jeans and Boots

SweaterJeansBoots

Bring on Fall and Winter!  I’m so crazy for this outfit and the loose cowl neck sweater.  It’s got a relaxed, dolman style 3/4 sleeve and can even be machine washed.

Sweater Fit : I’m wearing size XS

JCPenney Sweater, Leggings and Boots

SweaterLeggings • Boots

When you’re ready for leggings, you start looking for tops that are long enough to wear with them!  I found this cable knit sweater that has a great hi/low hem, so it’s even longer in the back.  It comes in several colors (even a stripe), I’m wearing “pecan pie” – so appropriate for Thanksgiving next month!

Sweater Fit : Runs small, I’d size up for a more relaxed fit.  I’m wearing size XS

Gibson Tank and Jeans

TankJeans • HeelsClutch

If you’re like me, sometimes for a night out, you just wanna wear jeans and a cute top.  Am I right?!  But, a fabulous pair of black jeans seems to up the ante because they feel more like night and a bit sassier than your standard blue jeans.

This black pair of jeans by Kut from the Kloth checks all the boxes : flattering fit, some stretch but won’t bag out and lose it’s shape, and a raw edge hem.  The name says “high waist skinny” but they are actually a comfortable mid-rise.

Jean Fit: I’m wearing size 0P 

Tank Fit: I’m wearing size XXSP

25 DAYS OF GIVEAWAYS

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Have a great day friends!

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6 Comments

  1. Carla
    November 12, 2019 / 6:34 am

    When my oldest was little I remember taping over the minutes on his clock and telling him he could not come out of his room until the hour read 6 or 7. He is 20 now so what I would not give to have those early am snuggles again!

    • Lee Ann
      November 12, 2019 / 7:28 am

      I did the same once my kids were two. Now they have fancy “wake up clocks” for kids but tape with a “7” on it worked just fine. 😊

  2. November 12, 2019 / 9:27 am

    I love all outfits especially second and third dress and all boots:D

  3. Gina
    November 12, 2019 / 2:33 pm

    Wow! I appreciate all the work you completed to make this post possible! Beautiful outfits!

  4. Kristen G.
    November 15, 2019 / 9:27 am

    Where did you get your knee high tan suede boots??? I love those but the link you posted doesn’t seem to be the same boots. They have the perfect slouch to them. Thanks! Love your posts!

    • Megan
      Author
      November 16, 2019 / 11:53 am

      Hi Kristen! You’re right, mine are last year’s version and this year’s have a slightly pointier toe. I actually like this year’s better!

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