30 Transitional Fall Styles

Happy Tuesday, friends! We’re still grinning from ear-to-ear after our fun Family Weekend at OU! I remember seeing it on the calendar earlier this summer and thinking it was so early in the semester… but I soon realized it was exactly right! Our hearts were more than ready to see her, and our arms needed to hug her! I shared snaps HERE… she is literally glowing!

I miss her like crazy, but my heart is much more at peace seeing how happy she is there, plus meeting her new circle of friends and the support network she’s building. I’m already counting down the days until our next visit!

Today we’re talking transitional Fall styles. Summer may be my favorite season, but this is about the time when we start dreaming of pumpkin candles and changing leaves! But it always takes me a bit to remember how to transition to a new season. It’s like I completely forget how to get dressed!

My go-to formula for dressing in transitional seasons is to cover either my arms or my legs… that way I’m straddling the heat of summer and the chill of fall. Or at the very least, staying a little more true to the calendar.

And of course it wouldn’t be transitional season without a jean jacket, so be prepared to wear it on repeat! I have several in my closet, but this one is a favorite, and finally back in stock! (And 15% off with code CASSIE15)

Here are 30 styles to inspire you for the new season… whether you’re working from home, the classroom, the office… there’s a little something for everyone!

Cable Knit Sweater | Midi Slip Skirt | Clear Strappy Heels | VExHSP Grace Necklace

Spotty Drop Waist Dress (Leopard Coffee, Small) | Similar Ankle Booties | Saddle Bag | Removable Strap (Stripe Rose Brown) | Layered Initial Necklace | Gold Bead Bracelets | Medium Hoop Earrings

Ruffle Blouse (code CASSIE15) | Pants (code CASSIE15) | Mary Jane Ballet Flats | Pendant Necklace

Floral Maxi Skirt (Yellow, Small) | Sweater Tank (Khaki [No Coffee], Small) | Cut-Out Sandals 

Pleated Midi Dress (XS) | Moto Jacket (XS) | Booties | Handbag | Scarf | Hoop Earrings | Gold Ring

Dolman Sleeve Top | Lounge Pants | Sneakers | VExHSP Grace Necklace

Striped Boatneck Tee (A Pink 1, Small) | High Rise Crop Jeans (size 26) (code CASSIE15) | Similar Bracelet

Decked Out Day Dress (XXS) (code SUGARPLUM10) | Similar Ankle Booties | Crossbody Bag | Striped Removable Strap (Gold Buckle-24)

Smocked Peplum Blouse (Rose Pink & Black, Small)
Left: Raw Hem Jeans (code CASSIE15) | Leather Slide Sandals (Look-For-Less HERE) | Headband // Right: Similar White Jeans (code CASSIE15) | Strappy Heels

Cable Knit Sweater (XS) | Kut Patch Pocket Jeans (size 2) | Mary Jane Ballet Flats | Huggie Earrings

Utility Jumpsuit (Army Green, Small) | Similar Ankle Booties | Saddle Bag | Removable Strap (Stripe Rose Brown) | Layered Initial Necklace | Gold Bead Bracelets | Medium Hoop Earrings

Tiered Ruffle Maxi Dress (XS) | Mary Jane Ballet Flats | Crossbody Bag | Sunglasses | Pendant Necklace | Hoop Earrings

Cropped Wide Leg Jeans (size 27) | Button Down Shirt (Small) | Raffia Mules (code CASSIE15) | Tennis Bracelet

Collared Midi Dress (White, Small) | Similar Slide Sandals (Another HERE) | Bangle Bracelets

Short Sleeve Sweater (code CASSIE15) | Pants (code CASSIE15) | Loafers | Pendant Necklace

Ribbed Sweater Lounge Set (Beige, Small) | Leather Slide Sandals (Look-For-Less HERE) | Shorter Handle Tote Bag | Scarf | Chain Coin Necklace | Tennis Bracelet 

Open Pocket Cardigan (Solid Beige, Small)
Left: Pocket Tee (Small) | Similar White Jeans | Cut-Out Sandals | Layered Initial Necklace // Right: Similar Crop Jeans (Size 2) | Similar Chain Mules

Abstract Mini Dress (C Multicolored Geometry, Small) | Similar Ankle Booties | Layered Initial Necklace | Gold Bead Bracelets | Medium Hoop Earrings

Blouson Sweater (code SUGARPLUM10) | Similar Faded Jeans | Similar Chain Mules | Bracelet Set

Wide Leg Pants (Beige Short) | Button Down Shirt (Small) | Braided Slide Sandals (Apricot, TTS) | Headband | Medium Hoop Earrings | Bracelet Set

Half-Zip Pullover (Style2-white, Small) | Wide Leg Ponte Pant (Small) (code SUGARPLUM10) | Cut-Out Sandals

Quilted Lounge Set (Pink, Small) | Sneakers | VExHSP Grace Necklace

Pleated Shoulder Sweater (Beige, Small) | Similar White Jeans | Leather Slide Sandals (Look-For-Less HERE) | Leather Woven Tote Bag | Headband

Tiered Mini Skirt (Caramel, Small) | Racerback Tank (Small) | Jean Jacket | Saddle Bag | Removable Strap (Stripe Rose Brown) | Cut-Out Sandals | Layered Initial Necklace | Gold Bead Bracelets | Medium Hoop Earrings

Tiered Shirt Dress (XS) | Jean Jacket (code CASSIE15) (Available in White HERE) | Sneakers | Gold Hoop Earrings

Waffle Weave Lounge Set (Apricot, Small) | Leather Slide Sandals (Look-For-Less HERE) | Leather Woven Tote Bag 

Paisley Dress | Tall Boots

Wide Collar Pullover (Beige, Small) | Similar White Jeans | Similar Chain Mules | Headband

Long Sleeve Tee | Wide Leg Jeans | Leather Slide Sandals (Look-For-Less HERE) | Heart Toggle Necklace

Sleeveless Ruffle Blouse (code SUGARPLUM10) | Non-Distressed Risen Jeans (size 26) (code CASSIE15) | Cuff Bracelet | Chunky Hoop Earrings

Wowza, that was a lot! I hope this post inspired some fun new combos for you! What’s your go-to transitional style? We’re still rocking full-blown summer temps over here, but I’m ready when the chill arrives!

And if you’re looking for Fall Home Decor, I shared my top picks from Amazon, Walmart and Target HERE! Happy Tuesday, lovebugs!