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Trendy Shoes to Flex All Season Long

Hot Picks for Your Main Character Moment

Step into your spotlight with trendy shoes that make every outfit pop. From sun-soaked hangs to formal soirées, Windsor’s shoe collection is stacked with heels, sandals, boots, booties, and more—basically, every style you need to go from “getting ready” to “it girl energy” in a snap. Whether you’re that always-put-together friend, the spontaneous social butterfly, or somewhere in between, your next obsession starts here.

Dress Heels That *Do the Most*

This season’s edit? Total main character. Lace-up heels with 3D butterfly and flower details bring flirty vibes, while rhinestone-covered stilettos turn heads from every angle. For weddings or big event energy, dress heels in metallic finishes and platforms with trendy hardware give instant glam. Bridesmaid heels and wedding dress shoes stun in sleek satins, mesh, or glittery faux leather—and they’re all made with Windsor’s comfort-first insoles so your feet feel as good as you look.

Everyday Shoes with Main-Character Energy

On casual days, keep your cool in mules, flats, or low-block heels that go with everything from joggers to jean shorts. Into a bold boot moment year-round? We got you. Knee-high boots, cowgirl boots, and lug sole boots bring that unexpected edge to your festival ‘fit or rooftop vibe. And yes, they come in everything from classic neutrals to dopamine-bright colors made for selfies.

The Details That Make a Difference

With almond, square, pointy, peep toe, and open-toe styles, there’s a toe shape for every mood. Adjustable straps, metallic sheens, and textures like patent faux leather and all-over rhinestones make it easy to build your look from the feet up. And because we know you’ve got places to be (and pics to post), most styles come in multiple heel heights so you can slay your day—comfortably.

Trendy Shoes = Your New Flex

Scroll less and slay more with Windsor’s must-have shoes. These trendy shoes are ready to upgrade your rotation, one click, tap, or store trip at a time.

What Shoes Can I Wear With Jeans?

Honestly? Anything from Windsor. Pair your straight-leg denim with block heels or heeled mules for that low-effort, high-style vibe. Craving something cooler for cropped jeans? Try pointed-toe stilettos or trendy neutral-toned booties to elevate your look.

For casual slays, strappy sandals or flats are perfect for brunch or running errands with style. Want to dress up your fav dark-wash jeans? Go for a glitter heel, bold platform, or clear mule—you’ll be out the door and dressed to impress in seconds.

What Shoes Can I Wear With Jeans?

The best shoes to wear with jeans depend on your denim style, wash, and overall look. Black ankle boots or heeled mules pair effortlessly with straight-leg jeans for a sleek, polished vibe. For cropped denim, opt for pointed-toe heels, strappy mules, or neutral-toned boots to elevate your outfit for work or date night.

Keeping it casual? A stylish yet comfortable sandal adds an effortless edge to your everyday look. If you're dressing up dark-wash jeans with a bustier or statement-sleeve top, go for trendy clear mules or block heels that are easy to wear for hours.

  • Bad Type Velvet Leopard Thigh High Boots

    Put your best foot forward when you step out in these outrageously sexy thigh high boots babe! Something only u can pull off!

    • Thigh high fit
    • Almond shaped peep toe
    • Faux fur laces
    • Stiletto heel
    • Velvet leopard print design
    • Inner zipper closure

    Style Number/Barcode: 07402-0153

    Category Name: Women’s Shoes

    Price: $24.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Faux Leather Booties

    Step up and show em' how to style it right in these trendy faux leather booties!

    • Rounded toe
    • Around the ankle fit
    • Elastic detail at the sides
    • Lug sole
    • Short heel
    • Faux leather material

    Style Number/Barcode: 07403-0232

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweeten Up Straw Block Heels

    Sweeten up any look in these heels adorned with a unique straw block heel and trendy crisscross straps. Style with a sundress for any daytime outings!

    Fit & Features

    • 3" Straw block heel
    • Square toe
    • Crisscross straps
    • Adjustable ankle strap, buckle closure
    • Faux leather upper material
    • Runs true to size

    Style Number/Barcode: 07401-000216

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jelly Snake Print Slides

    Slip on something simple yet cute and chill tf out bby! Pair these clear snake slides with your go to jogger + hoodie 'fit!

    • Round toe
    • Single band
    • Narrow fit
    • Jelly design | No stretch
    • Snake print pattern

    Please be advised that these slides run 1/2 a size small.

      Style Number/Barcode: 07404-0095

      Category Name: Women’s Shoes

      Price: $12.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Miles To Go Thigh High Faux Suede Boots

      You can walk miles in this pair because girl, they are comfy af! Pair with leggings and an over-sized tee for an effortlessly trendy lewk~

      • Thigh high fit
      • Round toe
      • Padded lining
      • Flat sole | No heel
      • Inner zipper closure
      • Lace detail atop 
      • Faux suede

      Style Number/Barcode: 07402-0160

      Category Name: Women’s Shoes

      Price: $11.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Platform Knee-High Faux Suede Boots

      Spice up your life with a pair of platform knee high boots this season bby!

      • Knee-high fit
      • Almond toe
      • Block heel
      • Platform design
      • Inner zipper closure
      • Faux suede

      Style Number/Barcode: 07402-0158

      Category Name: Women’s Shoes

      Price: $24.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Matter Of Fact Peep Toe Lace-Up Booties

      Lace your look up with a pair of booties that will elevate your 'fit to the next level, especially when you pair them with a pair of simple jeans!

      • Peep toe
      • Lace-up front
      • Criss-cross cut out detail
      • Zipper back of heel
      • Block heel
      • Faux suede

      Style Number/Barcode: 07403-0221

      Category Name: Women’s Shoes

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Plaid Stiletto Sock Booties

      Livin' up your little black dress with a pair of stunning plaid booties! Not only will they look so cute with ur dress but we can also see u wearing these with your go-to pair of jeans!

      • Fitted ankle sock booties
      • Neutral plaid design
      • Pointed toe
      • Stiletto heel 
      • Inner zipper closure
      • Soft woven material

      Style Number/Barcode: 07403-0256

      Category Name: Women’s Shoes

      Price: $16.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Doin' It For Me Lace Sock Booties

      If you are anything like us, sometimes you just feel like dressin' up and doing it for yourself! We are loving these lace booties with your flared denim, or even biker shorts with a blazer!

      • Fitted ankle 
      • Composed of lace
      • Pointed toe
      • Block heel
      • Slip on design

      Style Number/Barcode: 07403-0255

      Category Name: Women’s Shoes

      Price: $24.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Everyday Essential Faux Leather Sock Booties

      Every girl needs a pair of fitted ankle booties in their closet, they pair well with skirts and over sized tee's and give of a totally trendy lewk!

      • Point toe 
      • Ankle fit
      • Crescent heel
      • Silver inner zipper closure
      • Faux leather

      Style Number/Barcode: 07403-0261

      Category Name: Women’s Shoes

      Price: $21.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Make An Impression Croc Stiletto Boots

      Make a lasting impression when you pair these over the knee croc boots with your work attire, or even after work at happy hour bby! 

      • Over the knee fit
      • Pointed toe
      • Stiletto heel
      • Textured croc print
      • Inner zipper
      • Faux leather with shine

      Style Number/Barcode: 07402-0067

      Category Name: Women’s Shoes

      Price: $34.97 $43.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • A Madonna Vibe Lace Stiletto Thigh High Boots

      The definition of a Madonna is a virtuous beautiful woman, so basically u bb, play up those beautiful vibez with a little lace detail!

      • Thigh high fit
      • Sheer lace detailing
      • Stiletto heel
      • Pointed toe 
      • PVC inner pump

      Style Number/Barcode: 07402-0150

      Category Name: Women’s Shoes

      Price: $29.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Hot Fire Alert Thigh High Boots

      Alert the media, because these thigh high boots are on our new hot fire list! Sexy, sleek, new, hot, and going fast!

      • Thigh high fit
      • Pointed toe
      • Block heel
      • Faux leather
      • Inner zipper 
      • Form fitting

      Style Number/Barcode: 07402-0151

      Category Name: Women’s Shoes

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Bad Type Faux Suede Thigh High Boots

      Put your best foot forward when you step out in these outrageously sexy thigh high boots babe! Something only u can pull off!

      • Thigh high fit
      • Almond shaped peep toe
      • Faux fur laces
      • Stiletto heel
      • Faux suede
      • Inner zipper closure

      Style Number/Barcode: 07402-0154

      Category Name: Women’s Shoes

      Price: $24.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Keep It Timeless Point Toe Booties

      Keep it timeless when you add a pair of classic suede booties to your wardrobe! The low heel, and the pointed toe make them easy to pair with all 'fits!

      • Ankle fit
      • Pointed toe
      • Stiletto heel
      • Inner zipper closure
      • Faux suede

      Style Number/Barcode: 07403-0257

      Category Name: Women’s Shoes

      Price: $12.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Drinks On Me Point Toe Stiletto Heels

      You are buyin' drinks for the whole crew this weekend because you got it like that you bo$$ a$$ bi$$h in those stiletto heels!

      • Open pointed toe
      • Single band over the toes
      • Large square pin buckle closure
      • Buckle embellished with rhinestones
      • Skinny stiletto heel
      • Faux suede

      Style Number/Barcode: 07401-2126

      Category Name: Women’s Shoes

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Keep It Casual Slip On Sneakers

      Keep it casual, but also like keep it cute too, you know? That is why we are lovin' these slip ons because they do just that!

      • Round toe
      • Low platform sole
      • Slip on fit
      • Faux nubuck

      Style Number/Barcode: 07407-0023

      Category Name: Women’s Shoes

      Price: $12.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Live For The Shine Rhinestone Heels

      We are livin' for that shine, and these rhinestone heels are just the touch!

      • Faux suede heels
      • Open almond toe
      • Ankle + Toe band with rhinestone detailing
      • Zipper back of heel
      • Block heel
      • Small island platform

      Style Number/Barcode: 07401-0478

      Category Name: Women’s Shoes

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rich State Of Mind Peep Toe Stiletto Booties

      You have a rich state of mind, and a high end attitude, so these stiletto peep toe booties are right up your alley babe!

      • Over the ankle fit
      • Peep toe
      • Elastic criss-cross cut out detailing
      • Tall stiletto heel
      • Zipper closure back heel
      • Faux suede 

      Style Number/Barcode: 07403-0258

      Category Name: Women’s Shoes

      Price: $32.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Here To Work It Buckle Low Heels

      You are here to work it love! Time to strut in a pair of strappy buckled heels, that offer comfort and style of course!

      • Open almond toe
      • Strappy detailing
      • Double buckle detailing
      • Zipper closure at back
      • Low block heel
      • Faux suede

      Style Number/Barcode: 07401-0547

      Category Name: Women’s Shoes

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Double Band Faux Nubuck Heels

      Bring double the appeal with these stylish mules! They feature an open almond toe, a trendy double strap design, an open back, and a narrow block heel. Pair these shoes with your fave workwear outfit for a chic look.

      Fit & Features

      • Open almond toe
      • Double strap design
      • Open back
      • Narrow block heel
      • Faux nubuck material
      • Faux leather insole lining

       

      Please be advised that the black heels run 1/2 a size small.

      Style Number/Barcode: 07401-0246

      Category Name: Women’s Shoes

      Price: $25.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • A Clear Obsession Open Wedges

      We have a clear obsession for clear shoes, and these wedges are everything!

      • Open pointed toe
      • Double clear bands
      • Open back
      • Low wedge
      • Patent design

      Style Number/Barcode: 07406-0048

      Category Name: Women’s Shoes

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Perfect Pair Bow Detail Thong Strap Sandals

      The perfect pair of sandals for casual weekend plans! The thong strap design features a bow accent for the cutest detail.

      Fit & Features

      • Faux leather material
      • Almond-shaped toe
      • Thong strap design, bow detail
      • Open back, on-and-off styling
      • Flat sole
      • Runs true to size

      Style Number/Barcode: 07404-1253

      Category Name: Women’s Shoes

      Price: $9.97 $14.90

      On Sale: Yes

      Availability: In Stock

      Available Color: SILVER

      Available Size: 6.5, 7.5, 8, 8.5

      Product Badge:
      • Sale
    • Serving Looks Point Toe Stiletto Pumps

      Babe, you are serving lewks left and right, why stop when you get to your heel game? We are in awe over these stiletto pumps, they just have that classy bish look to them. Obsessed.

      • Pointed toe
      • Side cut out detailing
      • Stiletto pump
      • Faux nubuck

      Style Number/Barcode: 07401-2123

      Category Name: Women’s Shoes

      Price: $26.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free