24 Fun & Flirty Outfits Men Like on Women

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Image consultant Spencer Shimada explains how to attract a guy’s attention with your wardrobe

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IN THIS ARTICLE

1 Sundress

2 Perfect pair of jeans

3 Little black dress

4 Your go-to hoodie

5 His T-shirt

6 Backless dress or top

7 Overalls

8 Cozy sweater dress

9 Mini skirt

10 Anything lacy

11 Leather jacket

12 Football jersey

13 Leggings or yoga pants

14 Bodycon dress

15 Anything red

16 Sleeveless top or dress

17 White dress

18 Off-the-shoulder blouse

19 Crop top

20 Converse with a dress

21 Jean shorts

22 Athletic wear

23 Nylon stockings

24 Anything you feel confident in

How Should a Woman Dress to Attract a Man?

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Co-authored by Spencer Shimada and Raven Minyard, BA

Last Updated: January 20, 2026 Fact Checked

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Are you in the mood to put together a wardrobe that’ll totally captivate a guy? Fashion is a really fun way to express yourself, and if dating or flirting is one of your goals, you’ve come to the right place. We spoke to image consultants and stylists to help you find the perfect outfit to attract your man and feel confident while doing it.

What clothes do men like on women?

Image consultant Spencer Shimada recommends that women wear outfits that make them feel confident when trying to catch a man’s attention. Men are often attracted to confidence more than anything! Here are some clothes that will likely catch his eye:

• Sundresses
• Backless dresses and tops
• Tight jeans
• Little black dresses
• Cozy sweater dresses
• Mini skirts
• Leather jackets

Steps

1

Sundress

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1. Make his jaw drop with a cute sundress. You may think a little black dress would be the thing that drives a man wild, but when asked, many men say they go crazy for a woman in a sundress. Wear a solid-colored sundress for something more subtle, or choose a fun, flirty pattern to really catch his attention.

   • Pair your sundress with a cute but comfortable pair of sandals for a casual vibe.
   • Dress your outfit up with a light jacket and a statement necklace.
   • Draw attention to your figure by wearing a belt that defines your waist.

   Meet the wikiHow Experts

   Spencer Shimada is an image consultant and the founder of White Shoe Consulting, based in the Denver metro area. He helps clients build confidence through wardrobe consulting and personal styling.

   Elle Monus is an image consultant and the co-founder of True Image Group. She has over 11 years of experience and specializes in size-inclusive image consulting and personal styling.

   Kalee Hewlett is a celebrity stylist and confidence coach. She has almost 2 decades of experience helping clients build confidence and dress for success.

   Chloée Ohayon-Crosby is a costume designer and wardrobe specialist based in Los Angeles, California. She has over 8 years of experience in fashion consulting.

   Paul Julch, MA, is a personal wardrobe stylist, speaker, and the founder of Urbanite
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2

Perfect pair of jeans

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1. 
   The right fit will level up any outfit and make you shine. Many guys want their girl to be comfortable, so they’re often attracted to a well-fitting pair of jeans. Find cuts, like a slim fit or a bootcut, that hug your body in all the best places and capture your style. Maybe you like super skinny, really distressed, or vintage bell-bottom jeans. Once you’ve collected all your faves, find the best tops and jackets to complement them.

   • For a boho vibe, pair bell-bottoms with a peasant top or fitted floral tee.
   • For an edgy look, try skinny jeans with a cropped hoodie and tank top.
   • For date night, go with bootcut jeans, stilettos, and a long trench coat.
   • For a classic first date look, stylist Elle Monus says, “Pair a blouse with a trendy jean and dress them up with a fun heel. Romantic patterns like soft florals, or sensual fabrics like lace or sheer will really amp things up.”

3

Little black dress

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1. 
   The “LBD” is a classic secret weapon for making guys melt. Wardrobe specialist Chloée Ohayon-Crosby says the color black works for a lot of skin tones and is also a sexually stimulating color. There are tons of cuts you can choose from, and they're all figure-flattering. Wrap, A-line, and sheath dresses are great if you’re going to a formal event. If you really want to make his mouth water, slip on a bodycon or bandage LBD.

   • For a sexy option, try a LBD with spaghetti straps and complement it with high heels.
   • Pair a LBD with a denim jacket for a casual look.
   • Add a pop of color by wearing bright shoes or carrying a statement purse.
   • Personal stylist Kalee Hewlett says not to stress too much about choosing the perfect accessories: “If it’s a really good dress, and it fits well, the dress should really do the talking. That’s why it’s known as the iconic Little Black Dress; if you find the right one for you, it’s a really good look.”
   • Reader Poll: we asked 1962 wikiHow readers, and 71% agreed that heels are the best shoes to wear with a dress, because they make you look more feminine. [Take Poll]
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4

Your go-to hoodie

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1. 
   Throw on a hoodie for a casual look that proves you’re girlfriend material. A cute hoodie, whether cropped or oversized, shows you’re really relaxed around him. It’s really versatile, too, so add it to an outfit with jeans, shorts, or a skirt. Hoodies can work with almost any shoe style, including sneakers, ankle boots, and sandals.

   • For a retro look, pair a hoodie with a pleated skirt.
   • Tousled hair and smoky eye makeup can create a cool, edgy vibe.
   • Wear an oversized hoodie with nothing underneath when you’re alone with him!

5

His T-shirt

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1. 
   Seeing you in his tee will make him want to have a sleepover. Accessorize his T-shirt in all sorts of ways—wear chunky and colorful jewelry or a classic necklace to add some fun to this casual staple. Also, enjoy some variety and mix up your makeup. You can try muted, natural looks as well as smoky eyes and dark red lips.

   • Spice it up by wearing some lingerie underneath his tee.
   • Wear ankle, knee, or thigh-high socks to add girlish charm to your look.
   • Stick to just the t-shirt, too—just that alone will make him swoon.
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6

Backless dress or top

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1. 
   Seeing your exposed back will drive him wild. This outfit gives him a taste of how sensual you are, while still being super elegant. If you go for a top, wear some unripped jeans with heels, boots, sandals, or fashion sneakers. For a backless dress, choose just one kind of statement jewelry and a pair of solid-toned heels.

   • For a dressy look, wear a high-neck backless dress.
   • A backless dress with strappy heels is perfect for the club.
   • Wear a backdrop necklace to draw even more attention to your back.
   • Pair a backless blouse with sunglasses for a chill vacation look.

7

Overalls

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1. Show off your quirky side with a pair of overalls. When you think “sexy,” overalls probably aren’t the first article of clothing to come to mind, but some men really like them! They add a quirky, Southern vibe to any outfit, which is a great way to show off your personality. Feel free to mix things up by choosing overall shorts instead.

   • Pair your overalls with a fitted top to create contrast.
   • Dress them up with a pair of heels or boots.
   • Wrap a flannel shirt around your waist to add dimension and flatter your shape.
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8

Cozy sweater dress

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1. 
   It’ll fit like a glove, feel as comfy as PJs, and get him dying to cuddle. The soft, cable-knit texture of a sweater dress will give you that amazing “hourglass” look no matter what. If you want to show some leg, wear ankle boots and a jacket or blazer. For understated charm, pair your dress with knee-high boots and a simple drop necklace.

   • Throw on leggings for a preppy look during colder weather.
   • Cinch the dress with a thin belt to draw attention to your waistline.
   • For a sweet autumn look, wrap a scarf around your neck and wear knee-high socks with your boots.
   • For a chic vibe, wear a dark sweater dress with a gold statement necklace.

9

Mini skirt

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1. 
   Show a little leg to get his attention. It likely comes as no surprise that a lot of men love women in mini skirts. Go sweet and girly with a plaid print mini and sweater. Or, wear it with a fitted blazer for a chic and sophisticated look. If you want to go all out and show off your curves, wear a bodysuit and heels with your mini.

   • Match a cardigan with a pleated mini skirt for a sweeter look.
   • Wear sandals or flats with a ruffle mini skirt to a casual daytime date.
   • Throw a sheer dress over a cami and a tube mini skirt for an ethereal vibe.
   • To look sleek and modern, wear a pencil mini skirt with dark tights.
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10

Anything lacy

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1. 
   This pretty fabric adds feminine playfulness to any outfit. Wear a flowy or super fitted lace blouse with a tight pair of jeans. For an even more dainty look, tuck it into a maxi skirt. If you really want to make him shiver, put on a pantsuit with a lace bralette underneath. Add dark heels and a colorful purse to balance everything out.

   • Pair a white lace blouse with a bright-colored mini skirt.
   • A black lace blouse goes great with dark jeans.
   • Pair a simple top and jeans with a lace cardigan for a whimsical edge.

11

Leather jacket

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1. 
   Leather adds an edge to any look and shows your wild side. Slide into a fitted jacket to radiate power and “alpha woman” vibes–it’ll go great with a skin-tight tank top and bootcut jeans or a one-tone bandage dress. If you want to look chill and casual, go for a fitted T-shirt, a bomber jacket, and skinny jeans. For an extra eye-catching effect, toss a studded leather jacket over any outfit.

   • Pair a leather jacket with a white tank top and acid-washed jeans for a retro vibe.
   • A black leather jacket and black jeans will come off as cool and mysterious.
   • Celebrity stylist Kara Allan says, “I love wearing [my leather jacket] with dresses because it just gives it kind of an edge.”
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12

Football jersey

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1. Show him you’re sporty and down to earth by rocking a jersey. Often, guys are attracted to girls who have similar interests as them and those who value comfort. So, catch his attention by repping his favorite team! Balance the jersey’s sporty vibe with a feminine skirt, or lean into the casual vibe with a pair of jeans or leggings.

   • Pair your jersey with high-waisted denim shorts for an effortless look.
   • Wear it over a turtleneck to add dimension to your outfit.
   • Style your jersey with bike shorts and tall socks for a comfy, athleisure feel.
   • Shimada adds, “French tuck the jersey by tucking the front of your jersey into your pants [for] an elevated yet casual vibe.”

13

Leggings or yoga pants

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1. Wear leggings to accentuate your curves. Many men appreciate form-fitting leggings or yoga pants because they show off the shape of your legs without exposing the skin, which leaves something to the imagination. Pair your leggings with a simple T-shirt or tank top for a casual, sporty vibe, or rock an oversized hoodie for a cozy outfit.

   • Pair your leggings with a fitted athletic top and a denim or leather jacket to add texture and style to your outfit.
   • Wear them with a T-shirt dress for a cute but modest look.
   • Dress them up with a pair of knee-high boots or kitten heels.
   • For an athleisure look, personal wardrobe stylist Yvette Jordan recommends styling your leggings “with a matching [sports] bra and a matching jacket.”
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14

Bodycon dress

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1. 
   Wiggle into this wardrobe classic to totally hypnotize any guy. Tease and skirt the line of innocent and naughty—wear a light color, like pink, white, or lavender, then pair your dress with chunky sandals and a fun statement purse. For a sophisticated evening look, go for a jewel-toned dress and heels in a different color.

   • Hold off on the jewelry since this dress steals the show all on its own!
   • A long-sleeved version is great for dressy or upscale events.
   • Throw on a cropped jacket for a chilly night at a club or rooftop party.

15

Anything red

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1. Wear read to evoke feelings of passion. Dating coach Erika Kaplan explains that there is a theory that “wearing red makes you stand out and seem more attractive, as people often associate red with passion and confidence.” There’s some truth to the theory, as many men say they love when a woman wears red. Opt for a little red dress, or add a splash of color with a red top or jacket.

   • Pair a little red dress with black, white, or nude accessories to really make the color pop.
   • Rock a red blouse with a black skirt or trousers for a timeless, classy look.
   • If you want something vibrant, pair red with other warm colors like orange, yellow, or pink.
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16

Sleeveless top or dress

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1. Draw attention to your neck and arms. Men are often attracted to the collarbone and the curve of a woman’s neck, and sleeveless tops and dresses show that area off. This will also give him an excuse to hold you close if you get cold.

   • Layer your sleeveless dress or top with a chic jacket or sweater in case you get cold.
   • Wear a fitted lace or mesh top underneath for a stylish peek-a-boo effect.
   • Elevate a simple look with a bold necklace.

17

White dress

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1. 
   Put on this dreamy outfit, and he might just hear wedding bells. Go for a “LWD,” a little white dress, for a more modern vibe, or a maxi dress for an ultra romantic ensemble. Stick to flats or sandals since this piece already makes a huge impression. Go wild or understated with your jewelry—anything from a gold drop chain necklace to chunky turquoise earrings will work.

   • Slip it on when the weather’s warm for an effortless, summery look.
   • Toss on a sunhat and wear some bangles to make the dress beachy.
   • Throw on a leather jacket and pair it with ankle boots for a sweet, punky outfit.
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18

Off-the-shoulder blouse

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1. 
   Tease him a little with this trendy and chill piece. Bear your shoulders, neck, and triceps with a top that comes in any color or print. To keep things more modest, slide on a pair of jeans. If you’d like to show more skin, pair with a mini or mid-thigh skirt and strappy heels.

   • Add bangles and a fresh manicure for a clean and feminine look.
   • Slide on distressed jeans, gladiator sandals, and a small purse for a city girl vibe.
   • Tuck your blouse into a maxi skirt for an outfit that’s a little more “fairy tale.”

19

Crop top

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1. Highlight your waist with a flirty crop top. What better way to show that you’re confident in your body than with a crop top? Your man will admire your figure and your confidence. If you want a little more coverage, personal stylist Paul Julch, MA, recommends that you rock a pair of high-waisted jeans or a cute high-waisted skirt.

   • Add a fun denim or leather jacket for an edgy look.
   • Wear your crop top under a pinafore dress for a youthful appearance.
   • Rock your crop top with a pair of denim shorts and a cute bandeau underneath for a flirty, summery outfit.
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20

Converse with a dress

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1. Offset a formal look with a pair of Chucks. In the wise words of Demi Lovato, who said you can’t wear your Converse with a dress? Many men sure think you should! Rocking a pair of Converse with an otherwise formal outfit shows that you have a bit of an edge and prefer to wear clothes you’re comfortable in, which many men appreciate.

   • Pair your Converse with a floral maxi dress for a boho vibe.
   • Rock them with a mini dress for an edgy, youthful look.
   • Wear deeper-toned Converse with a sweater dress for a cozy, autumnal outfit.

21

Jean shorts

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1. Wow him with a casual, yet flirty pair of shorts. In general, men are fans of jean shorts because they flatter your figure and show off your legs. Keep things casual with your favorite T-shirt, or dress them up with a flattering blouse.

   • Pair your jean shorts with a tank top or bikini top for a fun beach date.
   • Stay comfortable with a baggy sweatshirt or oversized button-down.
   • Opt for ripped shorts and combat boots for an edgy aesthetic.
   • When choosing a pair of jean shorts, Monus advises, “Check your rise and inseam measurements. The right rise height and leg length will ensure you’re not creating any muffin tops or extra lumps.”
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22

Athletic wear

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1. 
   Fun active wear looks both casual and cool. If your man’s into working out, he’ll probably love to see you in some sporty gear. Throw on a figure-flattering sweatsuit set, or rock your favorite pair of bike shorts and a colorful sports bra top. For something a little extra, put on a cap that reps your favorite sports team.

   • To go really preppy, put on a tennis skirt, or pair a matching legging set with a fitted cardigan.
   • For a “skater girl” look, try a hoodie, leggings, and combat boots or sneakers.
   • Wear cat eyeliner, a skin-tight tank top, and a tracksuit for a sleek vibe.
   • Style your favorite basketball jersey with a lightweight jogger.

23

Nylon stockings

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1. Accentuate your legs with a pair of nylons. Nylon stockings are making a comeback, and many men are absolutely delighted. Stockings draw attention to your legs, so pair them with a short skirt and heels to drive your guy wild. Or, go for an edgy look by wearing them under ripped jeans.

   • Show off your personality by rocking a brightly-colored pair of stockings.
   • For a sexy touch, pair them with a little black dress or even a corset.
   • For a sophisticated vibe, opt for a pencil skirt and a pair of Mary Janes.
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24

Anything you feel confident in

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1. Wear whatever makes you feel good. “When trying to impress a boy, girls should wear outfits that make them feel confident,” says Shimada. It may sound like a cop-out, but it’s true! Many guys are attracted to confidence, so they’ll be even more drawn to you when you wear something you like. Whether you prefer frilly, feminine dresses or a casual T-shirt and jeans, the right man will love you no matter what you wear.

   • If you’re not sure what clothes make you feel confident, Hewlett suggests, “Focus on accentuating your best assets, whether that’s defining your waist with a belt [or] wearing a form-fitting dress to show off your hourglass frame. Whatever your best feature is, make that the key focus of your look and pare down the rest of your outfit.”
   • Want more ideas? Hear what other wikiHow readers have to say in our “What should I wear to look more appealing to a guy?” forum!

How Should a Woman Dress to Attract a Man?

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• Question

  How do you look good on a first date?

  

  Spencer Shimada
  Image Consultant

  Spencer Shimada is an Image Consultant and the Founder of White Shoe Consulting based in the Denver metro area. He specializes in helping others build confidence through wardrobe consulting and personal styling. Spencer has a Bachelor’s degree in Marketing from Weber State University and an MBA from The University of Birmingham.

  

  Spencer Shimada

  Image Consultant

  Expert Answer

  Be confident! Confidence radiates through your body language, and if you walk with your head held high and your shoulders back, guys are sure to notice.

  Thanks! We're glad this was helpful.
  Thank you for your feedback.
  If wikiHow has helped you, please consider a small contribution to support us in helping more readers like you. We’re committed to providing the world with free how-to resources, and even $1 helps us in our mission. Support wikiHow

  Yes No

  Not Helpful 16 Helpful 60
• Question

  What should I wear to impress my crush?

  

  Spencer Shimada
  Image Consultant

  Spencer Shimada is an Image Consultant and the Founder of White Shoe Consulting based in the Denver metro area. He specializes in helping others build confidence through wardrobe consulting and personal styling. Spencer has a Bachelor’s degree in Marketing from Weber State University and an MBA from The University of Birmingham.

  

  Spencer Shimada

  Image Consultant

  Expert Answer

  Try styling yourself with contrasting colors. If you wear light colors on your top half, wear dark colors on your bottom half. If you'd like to infuse some color, start off with an accessory like a colorful bracelet, set of earrings, or interesting necklace. Dress true to yourself and you'll surely impress your guy.

  Thanks! We're glad this was helpful.
  Thank you for your feedback.
  If wikiHow has helped you, please consider a small contribution to support us in helping more readers like you. We’re committed to providing the world with free how-to resources, and even $1 helps us in our mission. Support wikiHow

  Yes No

  Not Helpful 21 Helpful 60

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