76 Types Of Shoes And How To Wear Them – The Ultimate Shoe Style Guide

You know what they say “Cinderella is proof that a pair of shoes can change your life” and every woman knows this statement is undeniably correct. Whether you’re the type of woman who prefers comfort over aesthetics, aesthetics over comfort or the perfect mix of both, there are countless shoe options you can choose from on a daily basis. There are perfect shoes for every occasion, activity, style preferences, and time of day. We are here to discuss all of them! And now, without further ado, let’s talk about x types of shoes and how to wear them!

Court Shoes

Pointed Flats Court Shoes

Pointed flatsImage source: Italian Boutique

Style: casual/smart casual

How to wear them:

  • With mini-skirts, tights, and t-shirts during spring months;
  • With mini dresses and hats during summer;
  • With cigarette trousers and a shirt for a smart casual look;
  • With dark jeans and a feminine top for a casual night out.

Cone Heel Court Shoes

Cone Heel Court ShoesImage source: Emprenub

Style: smart casual

How to wear them:

  • With pencil skirts for an office look;
  • With dark jeans and an elegant top for a night out;
  • With full midi-skirts and a t-shirt for a girls’ day out;
  • With office dresses for a business meeting.

Pointed Kitten Heel Court ShoesPointed Kitten Heel Court Shoes

Image source: Mozimo

Style: smart casual

How to wear them:

  • With midi dresses for a smart casual look;
  • With boyfriend jeans, a t-shirt, and a blazer for a daytime-chic look;
  • With midi skirts, t-shirt, and a biker jacket for an edgy daytime look.

Block Heel Court Shoes

Block Heel Court ShoesImage source: eBay

Style: smart casual

How to wear them:

  • With boyfriend jeans and a white shirt tied at the waist for a modern and casual look;
  • With flower print mini or midi dresses for a boho-chic vibe;
  • With skinny jeans and a statement top for a modern look.

Spool Heel Court Shoes

Spool Heel Court ShoesImage source: Amazon

Style: formal

How to wear them:

  • With evening dresses to make a statement with your shoes (choose a vibrant color for the shoes);
  • With suits for classy office outfit;
  • With jeans overalls and a striped top for an eclectic outfit.

Stiletto Heel Court Shoes

Stiletto Heel Court ShoesImage source: Dune London

Style: evening/formal

How to wear them:

With everything! Classic stilettos go with absolutely everything and you can wear them with daytime outfits and evening outfits but here are some suggestions:

  • With a lace midi skirt and a jeans shirt or with a full midi skirt, a t-shirt, and a biker jacket for a feminine and eclectic daytime outfit;
  • With office dresses for the perfect office look;
  • With skinny jeans a t-shirt for a modern and feminine outfit;
  • With cigarette trousers, a classy shirt, and a blazer for a powerful work outfit;
  • With elegant evening dresses for a formal night out.

Wedge Heel Court Shoes

Wedge Heel Court ShoesImage source: Shoe Kandi

Style: smart casual

How to wear them:

  • With all black outfits as a pop of color;
  • With navy skinny jeans and a striped top for a navy-inspired look;
  • With boyfriend jeans, a white top, and an oversized blazer for a casual-chic look.

Mary Jane Shoes

Flat Mary Janes

Flat Mary JanesImage source: Beyond Style

Style: smart casual

How to wear them:

  • With full midi skirts and office shirts for a smart casual look;
  • With skinny jeans and a t-shirt for a casual chic look;
  • With mini dresses for a feminine-chic look.

Cone Heel Mary Janes

Cone Heel Mary JanesImage source: eBay

Style: smart casual

How to wear them:

  • With midi dresses and socks for a chic Lolita look;
  • With mini dresses and tights for a feminine and chic autumn look;
  • With mid-length dark skinny jeans and a simple black top and a scarf in your hair for a pinup vibe.

Kitten Heel Mary Janes

Kitten Heel Mary JanesImage source: eBay

Style: smart casual

How to wear them:

  • With mini dresses for a daytime feminine look;
  • With shorts and t-shirts for a chic daytime look;
  • With a tweed skirt, tights, and a bow shirt for a back-to-school inspired outfit.

Block Heel Mary Janes

Block Heel Mary JanesImage source: Office

Style: smart casual

How to wear them:

  • With a black swing dress, cat-eye sunglasses, and a clutch for a sophisticated and mysterious look;
  • With black skinny jeans and an off-the-shoulder top for a modern-chic look;
  • With a below the knee denim dress and a sheer top underneath the dress for an eclectic outfit.

Spool Heel Mary Janes

Spool Heel Mary JanesImage source: The North Pole Shoppe

Style: smart casual

How to wear them:

  • With cropped black jeans, a black top, and a belt in a vibrant color that matches the shoes;

Stiletto Heel Mary Janes

stiletto heel mary janeImage source: Exotic High Heels

Style: formal

How to wear them:

  • With a midi gingham print dress (that has a full skirt) and a black belt;
  • With an A-line dress, a colorful coat, and an office bag for an autumn-chic look;
  • With a denim shirt dress and a biker jacket for some glam-rock outfit vibes.

Wedge Heel Mary Janes

Wedge Heel Mary JanesImage source: Amazon

Style: evening

How to wear them:

  • With a romper and a belt for a summer night out;
  • With an off-the-shoulder above-the-knee dress for a chic daytime look;
  • With a striped mini-dress and a long cardigan for an evening summer walk.

Loafers

Flat Loafers

flat loafersImage source: Gearbest

Style: casual

How to style them:

  • With ankle-length slim trousers, a long sleeve striped top, and a bowler hat for a tomboy look;
  • With cuffed office trousers, a grey t-shirt and a midi coat for a man-inspired daytime look;
  • With cropped jeans and an oversized shirt for a casual look.

Block Heel Loafers

Block heel loafersImage source: Cole Haan

Style: formal

How to style them:

  • With black skinny jeans, a white shirt, and an oversized turtleneck on top for a casual statement;
  • With black jeans and a bow shirt for a retro vibe.

Stiletto Heel Loafers

Stiletto heel LoafersImage source: Peter Kaiser

Style: evening

How to wear them:

  • With ankle length mom jeans and a tied white shirt for a chic laid-back outfit;
  • With a geometric print sheath dress in neutral colors, black tights, and an oversized coat for an edgy autumn outfit.

Wedge Heel Loafers

Wedge Heel LoafersImage source: Karida Shoes

Style: evening

How to wear them:

  • With cropped office trousers and a white shirt for a smart casual look;
  • With a black baby doll dress for a feminine-edgy look.

Brogues

Classic Brogues (Oxford Shoes)

Classic broguesImage source: eBay

Style: smart casual

How to wear them:

  • With black ankle-length skinny jeans, a cropped t-shirt, a plaid shirt, and a bowler hat for some cool urban vibes;
  • With cropped faux-leather trousers, an oversized sweater, and a black coat;
  • With a denim shirt dress and a clutch for a casual-chic daytime look.

Kitten Heel Brogues

Kitten Heel BroguesImage source: eBay

Style: smart casual

Block Heel Brogues

Block Heel BroguesImage source: Daniel Footwear

Style: smart casual

How to style them:

  • With a monochromatic office outfit for a smart casual look;
  • With a straight skirt, a sweater, a biker jacket and a hat for an edgy vibe.

Wedge Heel Brogues

Wedge Heel BroguesImage source: eBay

Style: smart casual

How to wear them:

  • With leather shorts, a grey t-shirt, a denim jacket and knee-length socks for a cool urban vibe;
  • With a midi sweater dress in a vibrant color for a chic autumnal look.

Peep Toe

Flat Peep Toe Shoes

Flat Peep Toe ShoesImage source: Deal Dey

Style: casual

How to wear them:

  • With casual maxi dresses for feminine summer outfits;
  • With dark ankle-length skinny jeans, a striped t-shirt, and a beret for a French-navy outfit.

Kitten Heel Peep Toe

Kitten Heel Peep ToeImage source: Debenhams

Style: formal

How to wear them:

  • With a midi paneled skirt, a simple top and a leather jacket for a chic and edgy spring look;
  • With a midi shirt dress and a clutch for a smart casual look.

Block Heel Peep Toe

Block Heel Peep ToeImage source: eBay

Style: smart casual/formal

How to wear them:

  • With cropped overalls, a graphic t-shirt 9especially if the shoes are in a vibrant color) for a casual-eclectic look;
  • With boyfriend jeans, an oversized t-shirt, and a statement necklace for a casual look.

Spool Heel Peep Toe

Spool Heel Peep ToeImage source: JJ’s house

Style: formal

How to wear them:

  • With an above-the-knee plaid dress for back-to-school vibes;
  • With ripped jeans, a flower-print top, and a pastel coat for a spring-chic look.

Stiletto Heel Peep Toe

Stiletto Heel Peep ToeImage source: Amazon

Style: evening

How to wear them:

  • With a straight sweater dress layered over a shirt dress for an office look full of personality;
  • With a gingham print dress and a denim jacket for a casual look;
  • With a lace midi dress for a summer date night.

Wedge Heel Peep Toe

Wedge Heel Peep ToeImage source: Online Heel

Style: evening

How to wear them:

  • With a shirt dress, an oversized scarf, and a cross-body bag for a casual-chic daytime look;
  • With jeans, a t-shirt, and a fringe-bag for a casual look.

Platform

Heelless

HeellessImage source: eBay

Style: evening

How to wear them:

  • With a high-low asymmetrical skirt and a simple top for a daring summer outfit;
  • With stockings, black shorts, a black top, and a black oversized mid-length coat for a rock-chic look.

Block Heel Platforms

Block Heel PlatformsImage source: Parisia Fashion

Style: evening

How to wear them:

  • With a fringe dress and a cute handbag for a chic-edgy vibe;
  • With culottes, a sheer shirt, and a hat for a French-chic outfit;
  • With an A-line dress with geometrical print for a bold and feminine outfit.

Spool Heel Platforms

Spool Heel PlatformsImage source: FSJ Shoes

Style: evening

How to wear them:

  • With a layered skirt, tights, a sweater, and sunglasses for an autumn weekend;
  • With flared jeans, a cute top, and a statement necklace for a casual daytime chic look.

Stiletto Heel Platforms

Stiletto Heel PlatformsImage source: DHgate

Style: evening

How to wear them:

  • With skinny khaki trousers and a collarless black jacket for a rock-chic look.

Wedge Heel Platforms

Wedge Heel PlatformsImage source: eBay

Style: evening

How to wear them:

  • With a polka dot print asymmetrical dress and a thin belt for a cute, summer outfit;
  • With matching color trousers and a white shirt for a smart casual outfit.

Clogs

Classic Clogs

ClogsImage source: World Of Clogs

Style: casual

How to style them:

  • With shorts, an oversized off-the-shoulder top, and a hat for a chic summer look;
  • With a denim button straight skirt, a chiffon top, and a matching bag for a casual look.

Cone Heel Clogs

Cone Heel ClogsImage source: Clox Box

Style: evening

How to wear them:

  • With a mini skirt, an oversized sweater, and a colorful bag for an eclectic approach;
  • With a sheer dress, a modern handbag, and classy accessories for a sophisticated look.

Block Heel Clogs

Block Heel ClogsImage source: Missguided

Style: evening

How to wear them:

  • With a below the knee dress with a full skirt, a statement belt and statement earrings for a casual but sophisticated look;
  • With a knife pleated skirt, a long oversized white shirt, and a classic black blazer for a smart casual edgy look.

Wedge Heel Clogs

Wedge Heel ClogsImage source: ShoesPreviews

Style: casual

How to wear them:

  • With casual maxi dresses and a biker jacket for an edgy casual look.

Slingback Shoes

Slingback Flats

slingback flatsImage source: Shop Bop

Style: casual/smart casual

How to wear them:

  • With skinny jeans, classy sweater, and an oversized scarf for early autumn;
  • With ankle-length slim trousers and a striped top for a classy look.

Cone Heel Slingbacks

Cone Heel SlingbacksImage source: Next

Style: smart casual

How to wear them:

  • With boyfriend jeans and an oversized turtleneck sweater for a casual look;
  • With a midi office dress for a classic office look.

Kitten Heel Slingbacks

Kitten Heel SlingbacksImage source: Marks & Spencer

Style: formal

How to wear them:

  • With mom jeans and a lace top for a feminine look;
  • With a tulip skirt and a white shirt for a chic summer look.

Block Heel Slingbacks

Block Heel SlingbacksImage source: Nori Nori

Style: smart casual

How to wear them:

  • With boyfriend jeans, a white shirt, and an oversized sweater on top for a casual look;
  • With a pencil skirt and a classic shirt for an office look.

Spool Heel Slingbacks

Spool Heel SlingbacksImage source: The North Pole Shoppe

Style: formal

How to wear them:

  • With cropped skinny jeans and an off-the-shoulder top with statement sleeves for a current look;
  • With a black turtleneck sweater dress and a camel coat for a smart casual look.

Stiletto Heel Slingbacks

Stiletto Heel SlingbacksImage source: High Heels Daily

Style: formal

How to wear them:

  • With a geometric print dress with a classy design for a summer office outfit;
  • With a classy midi dress in a neutral color and a matching coat for a business meeting;
  • With a pencil skirt, a t-shirt, and a hat for a smart casual look.

Wedge Heel Slingbacks

Wedge Heel SlingbacksImage source: Amazon

Style: casual

How to wear them:

  • With midi and maxi casual dresses for casual looks.

Sandals

Flat Classic Sandals

Flat Classic SandalsImage source: High Heels Shoes

Style: casual

How to wear them:

  • With a bodycon midi dress and a clutch for a casual summer outfit;
  • Printed mini dress, tied t-shirt, beats necklace for a chic casual look;
  • Casual maxi skirt and off-the-shoulder top for a sophisticated casual look.

Cone Heel Sandals

Cone Heel SandalsImage source: Charlotte Russe

Style: smart casual

How to wear them:

  • With a maxi summer dress, a thin belt and an oversized bag for a casual look;
  • With a midi dress and a clutch for a smart casual look;
  • With jeans and a shirt for another type of smart casual look.

Kitten Heel Sandals

Kitten Heel SandalsImage source: New Look

Style: evening

How to wear them:

  • With mini dresses and a clutch for a summer date night;
  • With jeans and a t-shirt for a casual look with feminine vibes;

Block Heel Sandals

Block Heel SandalsImage source: Office

Style: evening/smart casual

How to wear them:

  • With below the knee dresses, a big clutch, oversized sunglasses, and a thin belt for a sophisticated look;
  • With pencil skirts, a t-shirt, and a clutch for a smart casual look;
  • With boyfriend jeans and a graphic t-shirt for a casual look.

Spool Heel Sandals

Spool Heel SandalsImage source: The North Pole Shoppe

Style: evening

How to wear them:

  • With maxi evening dresses for summer events;
  • With ankle-length jeans, an off-the-shoulder top, and a classy bag for a smart casual look.

Stiletto Heel Sandals

Stiletto Heel SandalsImage source: Jessica Buurman

Style: evening

How to wear them:

  • With pencil skirts and a t-shirt for a smart casual look;
  • With culottes, a striped shirt and a tote bag for a different smart casual look;
  • With skinny jeans and an oversized off-the-shoulder top for a casual look;
  • With midi or maxi dresses for evening summer events.

Wedge Heel Sandals

Wedge Heel SandalsImage source: Zaful

Style: casual

How to wear them:

  • With midi and maxi dresses for casual looks;
  • With jeans and feminine tops for casual-feminine looks;
  • With short, oversized tops, and socks for eclectic looks.

Gladiator Sandals

Flat Gladiator Sandals

Flat Gladiator SandalsImage source: FSJ Shoes

Style: casual

How to wear them:

  • With high-waist shorts and a crop top for a casual look;
  • With casual maxi dresses for chic casual looks.

Stiletto Heel Gladiator Sandals

Stiletto Heel Gladiator SandalsImage source: FSJ Shoes

Style: evening

How to wear them:

  • With shirt dresses for an edgy look;
  • With a black baby doll dress for a rock-chic vibe.

Wedge Heel Gladiator Sandals

Wedge Heel Gladiator SandalsImage source: Lulu’s

Style: evening

How to wear them:

  • With casual maxi dresses for edgy-feminine looks.

Ankle Boots

Flat Ankle Boots

Flat Ankle BootsImage source: Leonardo Shoes

How to wear them:

  • With ankle-length skinny jeans and a classy coat for a smart casual look;
  • With a pencil skirt, an oversized sweater and an oversized coat, a hat, and an office bag for a smart casual look;

Style: casual

Cone Heel Ankle Boots

Cone Heel Ankle BootsImage source: Furrzari

Style: smart casual

How to wear them:

  • With a pleated midi skirt, a sweater, and a biker jacket for an edgy autumn look;
  • With jeans, oversized sweaters, and a big scarf for a casual-chic look;

Kitten Heel Ankle Boots

Kitten Heel Ankle BootsImage source: Daniel Footwear

Style: smart casual

How to wear them:

  • With a geometric print, a casual coat, and a beanie for an eclectic look;
  • With jeans, a leopard print coat, and a neutral color sweater for a smart casual look.

Block Heel Ankle Boots

Block Heel Ankle BootsImage source: Simmi Shoes

Style: smart casual

How to wear them:

  • With above the ankle casual dresses and denim jackets for casual looks;
  • With skinny jeans and a cape coat, and a beret for a little bit of French flair.

Stiletto Heel Ankle Boots

Stiletto Heel Ankle BootsImage source: Oasap

Style: evening

How to wear them:

  • With a below-the-knee skirt with a split in the back, a sweater, a clutch, and a casual hat for the best edgy and eclectic vibes;

Wedge Heel Ankle Boots

Wedge Heel Ankle BootsImage source: Amazon

Style: smart casual

How to wear them:

  • With above the knee socks, a sweater dress and a beret for a casual chic look;
  • With skinny jeans, an oversized sweater, a hat, and a big bag for a relaxed and laid-back look.

Bellow The Knee And Above The Knee Boots

Flat Boots

Flat BootsImage source: Shoeland

Style: smart casual

How to wear them:

  • With jeans tucked in, oversized sweaters, big hats, and huge scarves for casual chic looks;
  • With mini-skirt, a sweater over a shirt, and an oversized coat for a smart casual look.

Cone Heel Boots

Cone Heel BootsImage source: GoJane

Style: smart casual

How to wear them:

  • With dark skinny jeans, a turtleneck, and an oversized coat for a smart casual look.

Kitten Heel Boots

Kitten Heel BootsImage source: Long Tall Sally

Style: evening

How to wear them:

  • With a mini dress or a mini skirt and sweater combo and an oversized coat for a casual chic look.

Block Heel Boots

Block Heel BootsImage source: Pink Clove

Style: smart casual

How to wear them:

  • With a midi dress, a thin belt, and a big scarf for a smart casual look.

Stiletto Heel Boots

Stiletto Heel BootsImage source: Shoeland

Style: evening

How to wear them:

  • With a pencil skirt and a classic shirt and coat for an office chic look;
  • With jeans, a sweater, and an oversized coat for a smart casual look;
  • With a midi sweater dress, a big scarf, a hat, and a mid-length coat for an eclectic style with French vibes.

Combat Boots

Combat BootsImage source: Dolls Kill

Style: casual

How to wear them:

  • With a little black dress, an oversized plaid blazer and a beret for a French look with rock vibes;
  • With a long sleeve flower printed dress and a coat for a feminine but cool autumn outfit;
  • With a pleated midi skirt, a sweater, and a coat for a winter chic outfit;
  • With a sweater dress and leggings for a casual winter look.

Cowboy Boots

Cowboy BootsImage source: Cavender’s

Style: casual

How to wear them:

  • With jeans and a plaid shirt for a classic cowboy look;
  • With maxi dresses and a cowboy hat for an eclectic cowboy look;
  • With a white lace midi dress for a feminine-eclectic outfit;
  • With jeans shorts, a white top, and a kimono for a summer-chic outfit.

Ugg Boots

Ugg BootsImage source: Daniel Footwear

Style: casual

How to wear them:

  • With skinny jeans and chunky sweaters for a cozy, comfy winter look;

Other Shoes

Espadrilles

Flat Espadrilles

Flat EspadrillesImage source: eBay

Style: casual

How to wear them:

  • With maxi dresses for casual summer looks;
  • With ripped black jeans and a statement top with oversized sleeves for a relaxed and fun look.

Wedge Heel Espadrilles

Wedge Heel EspadrillesImage source: Espadrille.co.uk

Style: casual

How to wear them:

  • With maxi summer dresses for a boho-chic summer look;
  • With cropped navy jeans, a striped t-shirt, and a navy blazer for some smart casual vibes.

Sneakers

Classic Sneakers

Classic SneakersImage source: Puma

Style: casual/sport

How to wear them:

  • With jeans and a t-shirt for a casual look;
  • With a mini skirt and a t-shirt for a casual-chic vibe;
  • With pencil skirts, midi coat and huge scarf for an eclectic autumn-winter outfit.

Wedge Heel Sneakers

Wedge Heel SneakersImage source: Max Star Store

Style: casual

How to wear them:

  • With skinny jeans and a t-shirt for a casual youngster vibe.

Deck shoes (moccasins)

Deck shoesImage source: Dubarry

Style: casual

How to wear them:

  • With navy-inspired outfits.

Crocs

Crocs Image source: Kingsize.com.au

Style: casual

How to wear them:

  • With the casual clothes you wear in your garden.

Flip Flops

Flip FlopsImage source: Erin Condren

Style: casual

How to wear them:

  • With swimsuits and other beachwear essentials.

Ballet Flats

Ballet FlatsImage source: New Look

Style: casual

How to wear them:

  • With dark skinny jeans, a t-shirt, and an oversized blazer for a smart casual look;
  • With mini-skirts or dresses for cute, girlie outfits;
  • With short, a t-shirt and a long cardigan for a casual-chic evening outfit for summer nights.
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