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20 Masculine Items Men Love To See Women Wear


20 Masculine Items Men Love To See Women Wear


The Allure of the Borrowed Wardrobe

Lets face it menswear often just looks good on women. Whether it's feminine outfit aded with the right jacket, or a classic shirt with jeans. It gives off that cool, effortless vibe that you just can't reproduce with a blouse and dress. With that in mind, here are 20 traditionally masculine items men actually love seeing women in.

woman in black leather jacket wearing black sunglassesAli Karimiboroujeni on Unsplash

1. The Classic White Button-Down

There’s just something about a stiff, white shirt that’s too big for you. Pair it with rolled up sleeves and unbuttoned top buttons to walk the line between business casual and maxi-relaxed. It’ll make you look effortlessly stylish. 

man in white button up shirtNimble Made on Unsplash

2. Distressed Boyfriend Jeans

Skinny jeans may be where it’s at for the ladies, but guys love a more relaxed fit. Whether you pair them with heels or not, boyfriend jeans are a cool alternative and scream “let’s go on an adventure!” You can pair them with heels to create a striking balance that feels modern and intentional.

A man and a woman standing on a dock looking at the waterJohn Cardamone on Unsplash

3. Oversized Graphic Tees

A vintage band shirt or a simple logo tee looks fantastic when it drapes loosely over your frame. Loose-fitting band shirts or even plain graphic tees look great when you can see your bra straps underneath. It’ll let him know you have cool taste (and a cool boyfriend) and that you care less about what you wear.

woman in gray crew neck t-shirt with black sling bagCorey Watson on Unsplash

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4. Leather Biker Jackets

You can never go wrong with throwing on a hefty leather jacket. It adds some grit to your outfit with tough fabrics and metal studs. Throw it over a dress or skinny jeans for a look that says, “what?” in the best way.

A pair of black shoes and a black leather jacketAnna Evans on Unsplash

5. Flannel Plaid Shirts

Boy, do we love some soft, ole’ fashion plaid. Tie it around your waist for a trendy 90’s vibe or wear it open over a tank top. Plaid is cozy, outdoorsy, and screams effortless.

blue white and brown plaid button up shirtthe blowup on Unsplash

6. Tailored Blazers

Channel your inner business woman and own that room. Make your outfit look put together by throwing on a blazer. He’ll appreciate that you look high maint while keeping it cute.

woman in gray and white polka dot blazer standing and smilingDaniel Dalea on Unsplash

7. Baseball Caps

Nothing screams "sports casual" like a good old-fashioned cap. Caps frame your face and help you come off as more low-key and fun. Guys love how comfortable you’ll look while sporting one of these.

A baseball cap sitting on top of a wooden chairDmitry Kropachev on Unsplash

8. Chunky Combat Boots

Thick-soled boots are the perfect juxtaposition to flowier or more feminine clothes. Girls rocking boots like this send a subtle message that they can take care of themselves. Heavy boots also look good enough to be trendy, yet tough enough to walk you home in.

Pair of black combat boots on green grassNastia Petruk on Unsplash

9. Hoodies with Personality

Remember the stolen hoodie scene in every romantic comedy? There’s a reason it’s been parodied so many times. A thick fleece hoodie is the ultimate comfort garment. Not only will you look approachable and chill, but stick-season hoodie styles look dope as well.

man in white pullover hoodie standing on road during daytimeKhalid Boutchich on Unsplash

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10. Classic Aviator Shades

Fun fact: aviators were made for pilots. Sunglasses like these help any face look more traditionally masculine and "cool." They have a classic silhouette that projects daredevil energy. Pop these on over a simple outfit and you’ve instantly upgraded your look.

gold Ray-Ban Aviator sunglassesloganathan logesh on Unsplash

11. Large Chronograph Watches

Not unlike huge bags, large watches on your wrist scream I want people to notice me. Mechanical watches with big numbers look nice juxtaposed with your sparkly outfits. You’re telling men that you’re not afraid to channel your inner manwatch.

round silver-colored chronograph watch with brown leather strapPat Taylor on Unsplash

12. Canvas Sneakers

Flat shoes have always been universally loved by everyone. Whether you’re rocking Chuck Taylors or Vans, they send the message that you can kick back and have a good time without whining about your feet later.

a pair of red sneakers with white lacesPaulina Milde-Jachowska on Unsplash

13. Timberland-Style Boots

Wait, what?! Hear me out, work boots pair surprisingly well with a feminine touch. The wheat style and tough appearance looks amazing with leggings or skinny jeans. Don’t be afraid to kick up some dirt.

person wearing pair of gray Timberland work bootsTevin Trinh on Unsplash

14. Beanie Hats

I think its safe to say that every girl loves a good old sleubby beanie. Beanie’s have this unique ability to make you look like you’re inviting the wearer into your cozy private world. Trust me, you’ll look cute in one.

assorted-color knitted hat lotFábio Alves on Unsplash

15. Straight-Leg Chinos

Ok so we all love jeans. But guys really dig when you switch it up and wear some straight leg chinos. Made out of cotton, they have this crisp preppy look that I swear guys think is hot. They’re comfortable too!

man in white t-shirt and black pants standing on white floorSanthosh Vaithiyanathan on Unsplash

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16. Denim Trucker Jackets

Blue jean jackets are a time-tested closet essential. They have been dapper menswear favorites for years. When you rock a jean jacket you automatically seem cooler and give off that Americana vibe we all love. Best of all, they’re super versatile.

man in blue denim jacket and black fitted capBrock Wegner on Unsplash

17. Relaxed Pajama Bottoms

Lets face it, looking all comfy in your loose fitting plaid or striped pajama pants is ADORABLE. It tells the man you have no need to pretend to be "on" all the time. Many guys find this extremely  attractive.

black and white checkered pantsSimona Sergi on Unsplash

18. Structured Pea Coats

From a naval history standpoint the pea coat oozes masculinity. When a woman wears the pea coat it looks ultra feminine. Bonus, it will keep you warm and help you nail that winter wardrobe.

man in black coat and blue denim jeans sitting on treeShane on Unsplash

19. Camouflage Prints

Camo, be it on a jacket or cargo pants, is so masculine. It gives off that vibe that you could handle your business if you needed to. Guys love when you wear clothes with a little bit of attitude.

a close up of the bark of a treeJames Wainscoat on Unsplash

20. Simple Tank Tops

Who doesn't love a good old school "ribbed" tank top? Basic and effortlessly pretty. There isn’t much to explain here. Tanks are great because they’re simple and every man loves a girl in a tank top.

A woman wearing a tank top and leggingsDarshan Patel on Unsplash