While some men like to be comfortable, others prefer to dress stylishly. However, the smartest people balance the two and wear shorts. Shorts are now in style and at the top of the casual wear list. We can combine it with various tops, shoes, and accessories to help men have their style. Here is a collection of 36 outfits that men can wear with shorts.
1. Chino Shorts With Polo Shirt

Chino shorts are a versatile and stylish option for casual wear. They come in various colors and patterns and can be paired with different types of shirts. One of the most popular combinations is chino shorts with a polo shirt.
This outfit creates a smart, relaxed look suitable for many occasions. Polo shirts are comfortable and breathable, adding a touch of elegance to the simple chino shorts. You can choose a polo shirt that matches or contrasts with your shorts, depending on your preference. For shoes, you can wear sneakers, loafers, or sandals to complete the look.
Looking for the right shoes to pair with your chino shorts and polo shirt outfit? Check out our guide to types of shoes to wear with chinos for some inspiration. From loafers to sneakers, we’ve got you covered for any occasion. Don’t forget to accessorize with a belt or watch to complete the look.
2. Denim Shorts And Shirt

Denim shorts and a shirt are popular casual outfits, especially in the summer. Shirts come in various shades, from light to dark, and can be worn as an overlayer with a T-shirt underneath or as a standalone top. Denim shorts can be paired with different or similar shades of denim shirts, depending on the desired contrast.
Neutral-colored shorts, such as white, black, or khaki, also work well with denim shirts. The shorts’ style should match the denim shirt’s casual vibe and avoid being too formal or tight-fitting. Some accessories that complement this look are sunglasses, hats, or sneakers.
Full length of a handsome young man in with striped shirt and jeans shorts holding a handbag model posing in studio
3. Jean Shorts With A Sweater

Jean shorts with a sweater may seem odd, but they work well for transitional seasons or unpredictable weather. The key is to balance the proportions and choose the right fabrics and colors. For example, you can pair a lightweight knit sweater in a neutral tone with denim shorts in a medium wash and add some accessories like a belt, a hat, or a scarf. It will create a casual yet chic look that is comfortable and versatile.
Alternatively, you can opt for a cropped sweater in a bright color with high-waisted shorts in a darker shade and finish the outfit with some sneakers or sandals. It will give you a more playful and youthful vibe, perfect for spring or summer. Jean shorts with a sweater can be a great way to mix and match your wardrobe and create some interesting outfits that suit your style and personality.
Full body portrait of a young man wearing a sweater hoodie with jeans shorts standing posing in studio
For an effortlessly cool look, combine your jean shorts with a cozy sweater. To elevate this outfit, try accessorizing with a watch and sunglasses. Looking for more ways to style your flare jeans? Check out these 30 outfit ideas on Hood MWR.
4. Khaki Shorts And Sweater

A versatile and comfy option for casual outfits is khaki shorts. To create varied appearances, you can match them with various tops, shoes, and accessories. One possibility is to pair khaki shorts with a pullover. This combination can be effective during transitional seasons when the temperature is not excessively hot or cold.
Khaki shorts make the ensemble light and casual, while a sweater can offer warmth and texture. Select a sweater that fits well and enhances your body shape. Avoid wearing bulky or big sweaters because they cover up your shorts and make you look messy.
A young man wearing an orange sweater with khaki shorts standing posing in the studio
5. Black Shorts And Tank Tops

Summer adaptable and comfy costumes include a tank top and black shorts. You can pair them with various shoes and accessories to create diverse styles. For a casual and sporty look, don black shorts, a tank shirt, a denim jacket, and sneakers. For a refined and businesslike appearance, add a blazer and heels.
Black tank tops and shorts go well with various other hues and patterns. Consider a tank top in a vivid or pastel color to add contrast and intrigue to your look. Or you can choose patterned or textured shorts to add flair to your outfit. You may wear black shorts and tank tops with various outfits.
Full-length african american sportsman in a tank top and shorts standing with crossed arms on grey
Pair your black shorts with a breezy tank top for a casual yet stylish look. Elevate this look with some cute sandals and a bold accessory. Looking for more outfit ideas? Check out our article on what to wear with wide leg pants for some inspiration on how to style other clothing items.
6. Navy Shorts With Shirt

Navy shorts with a shirt is a classic combination that can work for various occasions. Whether for a casual or smart look, you can find the right shirt to match your navy shorts. Get experiments with different patterns and colors for a fun and colorful look.
You can try a floral, plaid, or polka dot shirt in bright hues. Make sure to balance the look with neutral accessories and shoes. This combination creates a dynamic and elegant appearance for men.
7. Bermuda Shorts With Khaki Jacket

Bermuda shorts are a popular choice for summer ensembles, but they can also be worn in other seasons with the appropriate styling. Bermuda shorts can be worn with a khaki jacket to create a smart-casual appearance. A khaki jacket gives the ensemble structure and warmth while keeping it casual and cozy.
If you want to add more visual intrigue, consider a khaki jacket contrasting with your shorts. Depending on the temperature and the situation, you can choose between a basic white shirt, a polo shirt, or a sweater for the top. Add a belt, hat, or sunglasses to finish the appearance. A khaki jacket and Bermuda shorts are adaptable and fashionable outfits worn on various occasions.
Elevate your bermuda shorts with a khaki jacket for a polished yet relaxed look. Pair with loafers or boat shoes for a classic touch, or mix it up with some sneakers for a more casual style. Need some shoe inspiration? Check out these 36 types of shoes that can go with khakis. From dress shoes to sandals, you’ll find the perfect match for your outfit.
8. Sweat Shorts And A T-shirt

Many times, sweat shorts and a T-shirt are cozy and informal. You can’t go wrong with this simple pairing, whether relaxing at home, working out at the gym, or running errands around town.
T-shirts are flexible and fashionable, while sweat shorts are the soft, breathable fabric that keeps you warm and comfortable. Choose a matching set for a cohesive design, or mix & match various colors and prints to create your outfit. Accessorizing sweatpants and T-shirts with sneakers, caps, sunglasses, or jewelry is simple.
9. Patterned Shorts With Long Sleeves

Patterned shorts with long sleeves are a fun and fashionable way to improve your summer outfit. The more formal shirt and casual shorts can provide a fun contrast that keeps you cool in the summer.
There are some tips for pulling off this look. Pick a pattern first that matches your personality and state of mind. Second, coordinate one of the colors in your shorts with the color of your shirt. It will produce a unified, harmonious outfit that won’t clash. Lastly, complete your look with basic jewelry, eyewear, and shoes. For some more flair, you can even add a belt or cap.
10. Cargo Shorts With Long Sleeves

Shorts with extensive side pockets-often with flaps or buttons-are known as cargo shorts. They are well-liked for their usefulness and comfort, particularly in warm regions. Wearing a long sleeve shirt with cargo shorts might help to contrast the formal and casual aspects of the ensemble. While allowing the legs to breathe, a long sleeve shirt can also protect them from the sun and wind.
Depending on the situation and the wearer’s taste, the shirt can be buttoned up or left open over a T-shirt. The shirt’s color and design can change, ranging from solid hues to stripes or checks. Pairing cargo shorts and long-sleeve shirts with sneakers, sandals, caps, sunglasses, belts, and other accessories is possible.
For a chic and fashionable look, team your cargo shorts with a long-sleeve shirt. Check out our article on what to wear with cargo pants for inspiration. This combo gives a comfortable and versatile appeal, making it perfect for casual outings and outdoor events.
11. Training Shorts With An Oversized T-shirt

A pair of training shorts and an oversized T-shirt is a comfy and laid-back ensemble that can be worn for various activities, including working out, doing errands, or simply relaxing at home.
Typically, the fabric used to make training shorts is elastic, breathable, and provides for easy mobility while also wicking away sweat. Tucking in, knotting at the side, or rolling up the sleeves are just a few ways to style an oversized T-shirt. They are loose and comfortable. With shoes, sandals, or flip-flops, you may complete this look, which is adaptable and simple to wear.
12. White Shorts With Boat Shoes And Sweater

A traditional summer attire that works for both informal and formal settings is a sweater, a pair of white shorts, and boat shoes. The secret to pulling off a well-balanced and fashionable style is to pick the appropriate hues, materials, and accessories.
Add a belt, watch, hat, or pair of sunglasses as accessories to your ensemble. These accessories can give your clothing character and flair while shielding you from the sun. Avoid wearing too many or overly showy accessories; instead, pick ones that go with the colors and design of your outfit.
Pairing white shorts with boat shoes and a sweater is a fresh look for any summer day. To complete your outfit, check out these shoe ideas to wear with white jeans, as they offer a similar color palette. Don’t forget to bring a light jacket for cooler evenings on the water.
13. Tailored Shorts With Polo Shirt

For a smart yet casual look, use polo shirts with tailored shorts. They are adaptable and straightforward to style. Given that they are tailored to your measurements, they fit you exactly. You can choose various colors, patterns, and fabrics to suit your style and the occasion. Enhance your appearance by using shoes, belts, caps, and sunglasses. You can dress up or down by wearing loafers, sneakers, or sandals.
14. Jogger Shorts And T-shirt

A comfy and laid-back ensemble for daily wear is a pair of jogger shorts and a T-shirt. Jogger shorts include an elasticized waistband and loose-fitting cuffs, making them simple to put on and take off. T-shirts are adaptable and go well with jogging shorts in various colors and patterns.
Jogger shorts and T-shirts are perfect for warm weather since they promote airflow and save you from overheating. They are also appropriate for various activities like running, hiking, or just relaxing at home.
If you are looking for shoes to wear with your jogger shorts, check out 31 Types Of Shoes To Wear With Joggers In 2023. This article will give you a variety of options to match your comfortable shorts. From high-top sneakers to loafers, there’s something for everyone.
15. Denim Shorts And Basic Tee

Combinations like denim shorts and a simple tee are timeless favorites. You can always count on this adaptable pair to make you feel at ease and self-assured, whether for a casual or stylish look. Put on your denim shorts and a simple top for a laid-back day out, add some sneakers and carry a backpack. Add accessories like sunglasses, a hat, or a scarf to add flair to your attire.
Add a belt and tuck your simple tee into your denim shorts for a more put-together appearance. For added warmth and style, you may wear your shirt layered under a blazer, a cardigan, or a denim jacket. Boots, heels, flats, and a chic bag will finish your ensemble.
A young attractive, handsome man in a white T-shirt and jeans denim shorts is standing against the wall and smiling, holding coffee.
16. Beige Shorts With Polo Shirt

A polo shirt and beige shorts are timeless outfits appropriate for many settings. This suit may help you look fashionable and professional whether you’re attending a business meeting, a golf outing, or a casual lunch.
Shorts in this color can go with various polo shirts, including white, navy, or green ones. Polo shirts are also cozy and perspiration-wicking, perfect for warm weather. Add accessories like a belt, watch, or sunglasses to finish the outfit. A polo shirt and beige shorts are a straightforward yet stylish summer outfit.
17. Athletic Shorts With Hoodie

People who wish to exercise comfortably or run errands frequently wear athletic shorts with hoodies. They provide a versatile, sporty aesthetic with various shoes and accessories. You can mix and match various sweatshirts and shorts in color and style to create a casual, entertaining look.
A zip-up hoodie is a fantastic choice when layering because you can quickly remove it or put it on in response to the temperature. Sneakers like the Nike Air Max that offer good support and cushioning can complete the appearance. A simple necklace or watch may liven up your ensemble.
18. Cream Shorts With A T-shirt

Consider pairing cream shorts with a T-shirt if you want a summer ensemble that is both comfortable and fashionable. Because they are so adaptable, cream shorts go with various T-shirt colors and designs. In hot weather, they also keep you cool and comfy.
A T-shirt is a timeless option that always stays in style. You can select a simple or graphic T-shirt depending on your desires and disposition. Add extras like a belt, hat, or sunglasses to complete the style. A straightforward but effective way to dress up for any occasion is to wear cream shorts with a T-shirt.
If you’re looking for some sharp color combinations to go with your cream shorts and t-shirt, then head over to our 45 great shirt color ideas for grey pants section. You’ll get plenty of inspiration and ideas on what colors you can wear to flaunt your style.
19. Linen Shorts With A Basic Tee And Jacket

Linen shorts are a great choice for summer, as they are lightweight, breathable, and comfortable. They can be paired with a basic tee and jacket for a more polished and professional appearance.
A jacket can also structure and contrast the loose, airy shorts. Depending on the occasion, you can choose a denim jacket, a blazer, or a leather jacket to complete your outfit. Linen shorts come in various colors and patterns, so you can mix and match them with different tees and jackets to create versatile looks.
20. Gray Shorts With V-neck Vest

A V-neck vest and gray shorts are adaptable and fashionable outfits that can be worn often. This outfit will always look stylish and attractive, whether you dress it down with heels and a blazer or up with sneakers and a denim jacket.
You can select from various textiles, including cotton and wool, and gray hues, from light to dark. Another perfect layering item that can add warmth and texture to your outfit is a V-neck vest. This season, a V-neck vest and gray shorts are wardrobe necessities.
If you’re looking for ideas on what to wear over a dress, checkout our article on 40 Outfit Ideas In 2023. Finding the right mix for a dress can be challenging, but having options is always helpful.
21. T-shirt And Shorts Set With Sneakers

Consider wearing a T-shirt and shorts combo with sneakers if you want relaxed and comfortable attire that showcases your fashion. This set is ideal for outdoor activities, relaxing, or warm weather. You can choose various colors, patterns, and brands to fit your preferences.
Choose from a T-shirt with a solid color, a graphic print, or a logo design. Ensure the T-shirt fits properly and matches the color and style of your shorts. You can choose sports, denim, or cargo shorts, depending on your desire. You can also wear traditional sneakers like Nike, Adidas, or Vans or something more contemporary like New Balance, Puma, or EA7. The sneakers should be clean, in good condition, and the same color and style as your clothing.
22. Swimming Shorts With White Shirt

You might want to pair swimming shorts with a white shirt if you’re looking for a chic and relaxed ensemble for your upcoming beach vacation. Men who enjoy swimming and lounging by the water might choose swimming shorts as a versatile and useful option.
They are available in various colors, patterns, and lengths to match your tastes and physical characteristics. Any pair of swim shorts can complement a white shirt, a timeless and stylish choice to keep you cool and shield you from the sun. You can go with a plain white shirt or add some flair by selecting one with a faint design or logo.
You can dress up your white shirt for a more classic and refined look while keeping it casual with swimming shorts. Los Angeles fashion ideas usually include casual and effortless styles that are perfect for a day out in the sun. Pair this outfit with sneakers for a clean and comfortable finish.
23. Pleated Shorts With A Patterned Shirt

A versatile and fashionable alternative for summer clothing is pleated shorts. They can be worn with a solid-colored shirt for a more formal and sophisticated style or a patterned shirt for a more laid-back and playful vibe. You can select the pleated shorts that best suit your style and preferences because they are available in various colors and fabrics.
Put on a belt, shoes, and sunglasses to complete your look. While shoes and sunglasses can give your outfit flair and personality, a belt can help define and add shape to your waistline. Select accessories that complement the style and color combination of your clothing.
24. Classic Shorts With Pink Polo Shirt

Wear traditional shorts and a pink polo shirt this summer if you seek a comfortable yet fashionable ensemble. Classic shorts are available in various colors and designs to suit your desires. They are also adaptable and comfy.
A pink polo shirt can enhance your appearance and match your skin tone and hair color. It also provides refinement and flare. Add a belt, watch, hat, or sunglasses to your ensemble for added personality. You can wear this outfit confidently and easily to a brunch date, a golf outing, or a picnic.
For a stylish but classic look, pair your shorts with a pink polo shirt. To complete this look, check out 45 Great Shirt Color Ideas For Grey Pants for tips on the perfect complementary shades.
25. Tan Shorts With V-Neck T-shirt

Tan shorts and a V-neck T-shirt are cool, comfortable, and fashionable summer attire. Tan shorts can be worn with a variety of solid and patterned tops. A V-neck T-shirt may intrigue your outfit while also being comfy and flattering. Add jewelry, a belt, or a hat as accessories to finish your attire. Tan shorts and a V-neck T-shirt are excellent options for a day in the sun or a chill night with friends.
26. Dress Shorts With A Fitted T-shirt

Dress shorts and a fitting T-shirt are a summertime outfit option that will make you feel both fashionable and at ease. With a fitted fit, dress shorts are typically cotton or linen. Dress shorts are a smart and adaptable choice for informal or semi-formal occasions. For a relaxed and chic appearance, combine them with a fitting T-shirt.
By showcasing your form and adding color, a fitting T-shirt can be worn with dress shorts to complete the outfit. You can select a graphic print or a solid color based on your preferences. Additionally, they can be dressed up or down according to the occasion by adding a belt and shoes or by adding sneakers and a cap.
27. Madras Shorts With Shirt And Sneakers

For summer attire, madras shorts are a fashionable and adaptable option. They can be worn with different kinds of shirts and footwear and are available in various colors and patterns.
You must know a few styling suggestions for wearing Madras shorts with a shirt and sneakers. To start, pick a shirt that goes well with the hue of your shorts. A shirt with too many colors or conflicts with your shorts should be avoided. Second, choose a pair of sneakers that complement the design and color of your attire. Avoid sporting very large or flamboyant sneakers because they will distract from your shorts.
28. Drawstring Shorts With A T-shirt

Drawstring shorts and a T-shirt are good for casual and comfy summer attire. Drawstring shorts are easy to adjust and fit every body type, while T-shirts are breathable and adaptable.
You may design your style by combining different colors and patterns. Drawstring shorts and a T-shirt will keep you cool and calm whether you’re heading to the beach, the park, or the mall. Pair drawstring shorts with a T-shirt to look calm and comfortable this summer.
Pair your classic drawstring shorts with a plain T-shirt and finish off the look with simple sneakers or sandals. Accessorize with a watch or sunglasses to create a casual, relaxed vibe. Check out outfit ideas to wear to massage for more inspiration on easygoing outfits.
29. Green Shorts With Tank Top

Consider pairing a tank top and green shorts if you want a relaxed and comfy summer style. A smart and adaptable option, green shorts go well with various hues and patterns. A tank top is a thin, airy alternative that comfortably puts you at ease. Sunglasses, a hat, or some jewelry can be added as accessories to your attire to add style.
You may look stylish and youthful wearing green shorts and a tank top wherever you go, including at the beach, the park, or the mall.
30. Chino Shorts With Hoodie

Chino shorts are a versatile and stylish option for men who want to look sharp and stay cool in the summer. They come in various colors, lengths, and fits so that you can find the perfect pair for your style and preference. Whether you prefer a slim, classic, or relaxed fit, chino shorts can flatter your figure and complement your outfit.
One of the best ways to wear chino shorts is with a hoodie. A hoodie can add casual flair and comfort to your look while keeping you warm on chilly nights or breezy days. You can choose a hoodie that matches or contrasts with your chino shorts, depending on the mood you want to create. Chino shorts and hoodies are stylish, practical, and easy to wear. With chino shorts and hoodies, you can create endless combinations that express your personality and taste.
31. Vintage Shorts With Leather Boat

If you’re looking for fashionable and cozy attire for your upcoming boating excursion, pair vintage shorts with leather boat shoes. Leather boat shoes are dependable and adaptable, and vintage shorts are a terrific way to give your outfit a nostalgic feel. Your vintage shorts go well with a straightforward top like a white T-shirt, polo shirt, or button-down shirt. You can wear a jacket or sweater over your top for warmth or elegance.
Choose boat shoes made of leather that go with or enhance your shorts. You can go with a classic shade like brown or tan or something more vibrant like blue, scarlet, or green. Make sure your footwear is spotless and well-polished.
Pair your vintage shorts with a classic leather boat shoe for that perfect summer look. Check out these 35 outfit ideas with linen pants for more footwear inspiration.
32. Blue Shorts With Hoodie

If you want a relaxed and comfy outfit, pair blue shorts with a hoodie. This pairing is ideal for the spring and summer when you want to stay cool and unwind. Tones of blue like navy, sky, or denim are available for your shorts.
Zip-ups, pullovers, and cropped hoodies are just a few variations you may combine and match. Your appearance, character, and flair can be warmed and cozy by a hoodie. You can accent your attire with shoes, sandals, or boots according to the event and your mood. Any day of the week may be dressed up or down with a pair of blue shorts and a hoodie.
33. Fitted Shorts With Shirt

An adaptable and fashionable ensemble for summer is fitted shorts and a shirt. They can be worn with various shoes and accessories to create varied styles. Fitted shorts and shirts go well with informal and formal settings, provided they are well-tailored and in keeping with the dress code. Any body type or size can look good with fitted shorts and a shirt if they are comfortable and balance the wearer’s proportions.
When wearing fitted shorts with a shirt, it’s important to consider the length of the shorts and the fit of the shirt. You can pair this style with a variety of shoes such as loafers, sandals, or sneakers. Check out Nike shorts size charts to find the perfect fit for your fitted shorts.
34. Printed Shorts And Customized T-shirt

Wear printed shorts and a personalized T-shirt for a simple yet cozy look. Fun, fashionable, and available in a variety of hues and patterns are printed shorts. You can wear them with a personalized T-shirt to show your uniqueness and sense of style.
For someone special, a personalized T-shirt is a wonderful gift. You may build your design using our online tool, whether you want to print a logo, a slogan, or a picture. Printed shorts and personalized T-shirts are ideal for summertime, beach getaways, or informal outings.
35. Hiking Shorts And Sweater

For outdoor activities, hiking shorts and sweaters are versatile outfit choices. While a sweater offers warmth and protection, hiking shorts offer comfort and mobility. Depending on the fabric and design, hiking shorts and sweaters can be worn in many regions and seasons.
Fabric, fit, features, and style are some things to consider when purchasing hiking shorts and sweaters. The material ought to be strong, absorbent, and moisture-wicking. The right fit should be cozy and neither too tight nor loose. Features like pockets, zippers, buttons, or drawstrings are recommended for ease and security. Your inclination and the occasion should inform your sense of style.
If you’re planning a hiking trip, shorts are a must-have. Pair your hiking shorts with a cozy sweater to stay comfortable and warm during your outdoor adventure. For more outfit ideas for outdoor activities, check out our article on what to wear in 50-degree weather for women.
36. Chino Shorts With Shirt And Sneakers

Chino shorts are a versatile and stylish option for casual outfits. They come in various colors and patterns and can be paired with different types of shirts and sneakers. There are some tips on how to wear chino shorts with a shirt and sneakers that you need to know. First, choose a shirt that complements the color of your chino shorts.
Second, opt for a slim-fit or tailored shirt that ends at your waist or slightly above. Avoid too-long or baggy shirts, making you look sloppy or shorter. Last, pick a sneaker that matches the style and mood of your outfit. Wear white or black sneakers with minimal details for a casual and sporty look. Try a sneaker with a bright or contrasting color or a unique design for a more trendy and colorful look.