Collared shirts are truly the best thing ever for making you look cool.
They are so chic and you can wear them with absolutely anything.
I love how they make me feel so confident and ready to conquer the world.
Let’s look at twenty amazing ways to wear them right now!
1. Classic Style
This look is always in style and looks super clean.
A crisp white shirt and dark jeans are perfect together.
Add some black loafers for the ultimate cool girl vibe.
- Top: Crisp white button down shirt
- Bottom: Dark wash straight leg jeans
- Shoes: Black leather loafers
- Accessories: Small gold hoop earrings
2. City Vibes
A striped shirt is such a classic preppy staple.
Tuck it into these perfect flowing khaki trousers for a long line.
It is so effortless and looks extremely polished for any day in the city.
- Top: Navy and white striped button down shirt
- Bottom: High waist tan wide leg trousers
- Shoes: White leather sneakers
- Accessories: Simple leather belt
3. Cool Contrast
Black and white is my favorite color combo always.
A sleek black shirt tucked into a white mini skirt looks great.
It makes me feel so ready for a fun night out with friends.
- Top: Black silk button down shirt
- Bottom: White denim mini skirt
- Shoes: Black strappy sandals
- Accessories: Silver chain necklace
4. Modern Edge
This outfit is for when I want to feel a little gritty.
Layer this short sleeve collared shirt under a cool leather jacket.
Pair them with distressed denim shorts and boots for that perfect vibe.
- Top: Plaid short sleeve button down shirt
- Outerwear: Black leather biker jacket
- Bottom: Black denim shorts with frayed hems
- Shoes: Black combat boots
5. Pure Luxury
This is the kind of outfit that makes me feel like a million bucks.
The soft white shirt and silk skirt are so incredibly pretty.
It is simple and very chic and shows off effortless style.
- Top: Oversized white cotton shirt
- Bottom: Beige satin slip skirt
- Shoes: Tan leather slides
- Accessories: Delicate gold bracelet
6. Power Play
I feel like a total boss when I wear a strong collared shirt.
A dark shirt and light grey pants make a great combo.
Add a simple silver belt to create a defined waistline.
- Top: Dark blue or black button down shirt
- Bottom: Light grey tailored trousers
- Shoes: Pointed toe black flats
- Accessories: Slim metal belt
7. Artsy Charm
Here is a super cute and fun way to style a collared shirt.
This one has an abstract pattern that makes me so happy.
Wear it loose over wide leg jeans for a cool relaxed look.
- Top: Printed short sleeve collared shirt
- Bottom: Light blue wide leg jeans
- Shoes: Platform white sneakers
- Accessories: Bright blue cross body bag
8. Summer Dream
I live for a matching set in the summertime.
This linen collared shirt and skirt set is so cool and airy.
It is the perfect choice for a sunny vacation day.
- Top: Light blue linen button down shirt
- Bottom: Matching light blue linen skirt
- Shoes: Espadrille sandals
- Accessories: Straw tote bag
9. Chic Prep
Think classic prep but make it feel very fresh and modern.
This collared shirt with a subtle print looks neat with the shorts.
Finish the look with clean white sneakers for a sporty feel.
- Top: White shirt with subtle blue stripes
- Bottom: Navy blue chino shorts
- Shoes: White canvas sneakers
- Accessories: A colorful scarf tied on a bag
10. Glam Girl
This one is for when I feel like being extra fancy.
A collared shirt under a fabulous sequin blazer is total magic.
Keep the pants simple so the jacket can sparkle and shine.
- Top: Sheer black or dark collared shirt
- Outerwear: Silver sequin blazer
- Bottom: Black skinny jeans
- Shoes: Stiletto heels
11. Country Cool
There is something so nice about a blue and white striped shirt.
It looks perfect with these crisp white jeans for a fresh feel.
I think it makes for a perfect outfit for a relaxing weekend.
- Top: Blue and white pinstripe shirt
- Bottom: High waist white jeans
- Shoes: Tan leather sandals
- Accessories: A simple leather belt
12. Soft Layers
The soft textures here make this outfit so cozy and warm.
Layer this soft sweater over a crisp collared shirt.
It is so great for chilly fall days and early spring afternoons.
- Top: White button down shirt
- Layer: Light grey crewneck sweater
- Bottom: Pleated beige skirt
- Shoes: Brown ankle boots
13. Street Star
This one is for making a major style statement.
The long collared shirt worn like a dress is so unexpected.
Wear it with cool sneakers for a fresh sporty touch.
- Top: Oversized long white button down shirt (worn as a dress)
- Bottom: (Optional) A pair of tight bicycle shorts underneath
- Shoes: Chunky colorful sneakers
- Accessories: Clear plastic handbag
14. Modern Prep
This looks classic but has a really fun fresh twist.
Tuck a dark shirt into a pleated skirt that is bright.
It feels very school girl chic and makes me happy.
- Top: Dark navy button down shirt
- Bottom: Green pleated mini skirt
- Shoes: Black loafer slides
- Accessories: Small black shoulder bag
15. Edgy Touch
I love adding unexpected pieces to a nice outfit.
This leather skirt looks amazing with a light blue collared shirt.
It is the perfect balance of tough and totally sweet.
- Top: Light blue cotton button down shirt
- Bottom: Black leather mini skirt
- Shoes: Knee high boots
- Accessories: Black choker necklace
16. Pure Play
This is a fun summer outfit for hanging out with friends.
Tuck this bright print shirt into denim cutoffs.
Add a cool bucket hat for that ultimate vacation vibe.
- Top: Pink floral short sleeve collared shirt
- Bottom: Light blue denim shorts
- Shoes: White slip on sneakers
- Accessories: White bucket hat
17. Relaxed Vibes
I think a black denim collared shirt is so unbelievably cool.
Wear it unbuttoned over a clean white top.
This is my go to for lazy days and quick errands.
- Top: White tank top
- Over Shirt: Black denim button down shirt
- Bottom: Dark grey joggers
- Shoes: Colorful running sneakers
18. Cool Colors
Here is a super fun and bold color combo.
A bright green shirt looks awesome with blue wide leg jeans.
It is so cheerful and a great conversation starter.
- Top: Bright green linen button down shirt
- Bottom: Light blue high waist wide leg jeans
- Shoes: Platform sandals
- Accessories: Beaded necklace
19. Chic Work
You can wear collared shirts for a professional setting.
Tuck this shirt into smart black pants and add a blazer.
It looks incredibly polished and shows you mean business.
- Top: Crisp white button down shirt
- Outerwear: Black tailored blazer
- Bottom: Black slim fit trousers
- Shoes: Nude pointed toe heels
20. Beach Ready
This is the easiest outfit for the beach.
Just throw a big white shirt over your swimsuit.
Add flip flops and a hat and you are all set.
- Top: Oversized white cotton shirt
- Underneath: Black one piece swimsuit
- Shoes: Flip flops
- Accessories: Big floppy straw hat