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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • Keep It Casual Leopard 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
    • Leopard print pattern
    • Low platform sole
    • Slip on fit
    • Faux nubuck

    Style Number/Barcode: 07407-0022

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Barbie Tingz Rhinestone Fur Slides

    Keep it cute n comfy when you slide into ur new rhinestone barbie tingz slides okurrrr?!

    • Open almond toe
    • Faux fur band 
    • Rhinestone embellishments
    • "Barbie Tingz" script 
    • Chrome finish 
    • Flat sole

    Style Number/Barcode: 07408-0029

    Category Name: Women’s Shoes

    Price: $18.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • For A Living Lace Up Heels
    Give 'em life with these sexy stiletto boots. These smooth boots feature a lace-up front, peep toe, and exposed side zipper closure. They're made of a neoprene-like fabric with a rubber sole.

    Style Number/Barcode: 07403-0081

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Thigh High Stiletto Boots

    Livin' up your little black dress with a pair of stunning plaid boots! Not only will they look so cute with ur dress but we can also see u wearing these with an over-sized hoodie!

    • Thigh high fit
    • Pointed toe
    • Neutral plaid design
    • Inner zipper closure
    • Soft woven material

    Style Number/Barcode: 07402-0152

    Category Name: Women’s Shoes

    Price: $22.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Thigh High Velvet Boots

    Command the room in a pair of velvet boots that are just as edgy as u bby!

    • Thigh high fit
    • Pointed toe
    • Block heel
    • Ribbon lace back detail
    • Golden eyelets
    • Inner zipper closure
    • Composed of velvet

    Style Number/Barcode: 07402-0155

    Category Name: Women’s Shoes

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Saddled Up Western Embroidered Cowboy Boots

    Saddle up for the best time in these western cowboy boots with unique embroidery and an under-the-knee length perfect for styling with denim skirts or shorts!

    Fit & Features

    • Stacked block heel
    • Pointed toe
    • Western-style embroidery
    • Under-the-knee shaft length
    • Pull tabs for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1851

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: Out of Stock

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

    Flaunt that confidence with every step you take in this pair of knee high faux suede boots that in our opinion are an every season type of wear!

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

    Style Number/Barcode: 07402-0157

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Cute 4 U Wide Fit Block Heels

    Bby you are just too cute! Pair these red hot heels with your go to skinny jeans or even with your best dress! Created to be wide-foot friendly and offer a low heel, they are all the comfort and all the cute in one!

    • Open almond toe
    • Single band
    • Velcro ankle closure
    • Low heel
    • Wide-foot friendly
    • Faux suede

    Style Number/Barcode: 07401-0554

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Doin' Damage Peep Toe Thigh High Stiletto Boots

    Do some damage in these thigh high stiletto heels babe! They are fierce af, just like you!

    • Thigh high fit
    • Pointed peep toe
    • Lace up front
    • Inner zipper closure
    • Stiletto heel
    • Snake print pair: Faux leather
    • Black pair: Faux suede

    Style Number/Barcode: 07402-0136

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty And Fun Lace Block Heel Mules

    Flirty and fun, these block heel mules are designed with a sheer lace strap with a floral embroidery that elevates your look.

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Sheer lace floral embroidered strap
    • Cushioned insole
    • Linen material
    • Runs true to size

    Style Number/Barcode: 07401-000081

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7.5

  • Doin' Damage Thigh High Snake Stiletto Boots

    Do some damage in these thigh high stiletto heels babe! They are fierce af, just like you!

    • Thigh high fit
    • Pointed peep toe
    • Lace up front
    • Inner zipper closure
    • Stiletto heel
    • Snake print pattern
    • Faux leather

    Style Number/Barcode: 07402-0137

    Category Name: Women’s Shoes

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Much More Over The Knee Flat Boots

    These boots offer much more than comfort! They offer a cute way to amp up your go-to legging and sweater outfits!

    • Over the knee fit
    • Almond toe
    • Faux suede
    • Lace up back detail
    • Inner zipper closure
    • Low heel

    Style Number/Barcode: 07402-0156

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Girl Knee-High Stiletto Boots

    You are that girl, always coming through with the hottest boots, and the trendiest 'fits! That's why these knee high boots are perf for u!

    • Pointed toe
    • Knee-high fit
    • Inner zipper closure
    • Stiletto heel
    • Faux suede

    Style Number/Barcode: 07402-0159

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Workin' It Point Toe Croc Mules

    Work it in a pair of low heeled pumps babe! We know you got places to be and that's why these are perfect 4 u!

    • Pointed toe
    • Clear closed toe
    • Low heel
    • Faux leather
    • Slip on fit
    • Croc embossed 

    Please be advised that these mules run 1/2 a size small. Please be sure to size up.

    Style Number/Barcode: 07401-2130

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • 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