As a fashion writer, I’ve seen trends come and go, but one that’s caught my eye recently is boxer shorts outfits. This trend shows no signs of slowing down, and I’ve had the chance to experiment with various looks myself. I’m excited to share my insights and style tips with you.
Boxer shorts have evolved from simple underwear to a fashion statement, offering countless ways to incorporate them into stylish outfits. Whether you’re looking for casual, elevated, or even work-appropriate looks, I’ve got you covered with 28 boxer shorts outfit ideas that will have you turning heads and feeling confident.
From light blue shorts outfits to brown shorts ensembles, and even tips on how to style red shorts, this comprehensive guide will help you master the art of wearing boxer shorts in public. Having personally tried many of these combinations, I can attest to their comfort and style. Let’s dive in and explore the world of boxer shorts outfits!
Casual and Sporty Looks
When it comes to casual and sporty boxer shorts outfits, the possibilities are endless. Boxer shorts are incredibly versatile, easily transitioning from quick errands to casual hangouts with friends. Here are some chic and stylish casual boxer shorts outfit ideas.
1. Blue Cardigan and Boxer Shorts
I find that pairing a light blue boxer shorts outfit with a cozy blue cardigan creates a perfect balance of comfort and style.
This monochromatic look is effortlessly chic. Add white sneakers to complete the ensemble. This outfit is perfect for a casual day out or even a relaxed weekend brunch.
2. White Tee and Pink Boxer Shorts
For a fun and playful look, I recommend combining a crisp white tee with pink boxer shorts. This combination is one of my go-to outfits for running errands or meeting friends for coffee.
I love how the pink adds a pop of color to the otherwise simple outfit. To elevate this look, add a denim jacket and some statement jewelry.
3. Blue Button-Up Shirt and Boxer Shorts
Pairing a light blue button-up shirt with boxer shorts creates a polished yet relaxed vibe. This boxer shorts outfit idea works well for casual Fridays at the office or a laid-back dinner date.
Leave the shirt untucked and roll up the sleeves for a more casual feel. Leave the shirt untucked and roll up the sleeves for a more casual feel.
4. Cropped White Tee and Blue Boxer Shorts
Another light blue shorts outfit that I adore is the combination of a cropped white tee and blue boxer shorts.
This look is perfect for those hot Vegas summers, and I find it to be both comfortable and stylish. Pair it with white sneakers and a baseball cap for a sporty touch.
5. White Ruffle Top and Boxer Shorts
For a more feminine take on the boxer shorts trend, pair a white ruffle top with boxer shorts.
This combination adds a touch of elegance to the casual boxer shorts, creating a unique and eye-catching outfit. I’ve worn this look to outdoor events and received numerous compliments.
6. Co-Ord Top + Sports Bra + Sneakers
Heading to the gym or going for a run? Opt for a co-ord top and sports bra paired with boxer shorts. This boxer shorts outfit is not only functional but also stylish. Matching the color of the sports bra to the boxer shorts creates a cohesive look.
7. Button-Down + Sunglasses + Sandals
For a beach-ready boxer shorts outfit, I recommend pairing your shorts with a loose button-down shirt, oversized sunglasses, and comfortable sandals. This combination is perfect for a day by the water or a casual stroll along the boardwalk.
8. Boxer Shorts + Trainers + Thick Socks + Cap
I’ve noticed that the athleisure trend pairs perfectly with boxer shorts outfits. One of my favorite combinations is boxer shorts with trainers, thick socks, and a cap.
This look is both comfortable and on-trend, perfect for running errands or meeting friends for a casual lunch.
9. Boxer Shorts + Graphic Tee + Boots or Wellies
For unexpected rainy days or music festivals, pair boxer shorts with a graphic tee and boots or wellies. This outfit is not only practical but also adds an edgy twist to the boxer shorts trend. It’s great for outdoor events where you need to be prepared for any weather changes.
Elevated Casual Looks
While boxer shorts are inherently casual, with the right styling, they can be easily elevated for more polished looks. These elevated casual boxer shorts outfits are perfect for occasions when you want to look put-together without sacrificing comfort.
10. Leather Jacket and Boxer Shorts
One of my favorite ways to elevate a boxer shorts outfit is by adding a leather jacket. The contrast between the tough leather and the soft, flowy shorts creates an interesting dynamic. I find this combination particularly striking with black boxer shorts, creating an edgy yet comfortable look.
11. Beige Cardigan and Pink Boxer Shorts
For a softer, more feminine elevated look, I recommend pairing pink boxer shorts with a beige cardigan.
This combination creates a lovely color palette that’s perfect for spring or summer. Adding delicate gold jewelry completes this elegant ensemble.
12. White Top and Light Blue Boxer Shorts
A classic light blue shorts outfit that I often turn to is a crisp white top paired with light blue boxer shorts. This combination is fresh, clean, and perfect for a variety of occasions.
I love how versatile this outfit is – it can be dressed up with heels or kept casual with sneakers.
13. Blue Sweater and Blue Boxer Shorts
For a cozy yet put-together look, pair a blue sweater with blue boxer shorts. This monochromatic boxer shorts outfit is not only visually appealing but also elongates the silhouette. It’s especially useful for those tricky transitional weather days.
14. Olive Green Sweater and Green Boxer Shorts
Another monochromatic look that I’ve grown to love is an olive green sweater paired with green boxer shorts. This earthy color palette is perfect for fall and winter, and I find it to be a unique take on the boxer shorts trend. Brown accessories complement this outfit beautifully.
15. Bomber Jacket + Sweater + Loafers
For a more polished boxer shorts outfit, I recommend layering a bomber jacket over a sweater and pairing it with loafers. This combination strikes the perfect balance between casual and dressy, making it ideal for dinner dates or casual networking events.
16. Sweater + Socks + Slides
When I want to feel cozy but still look put-together, I opt for a boxer shorts outfit consisting of a oversized sweater, chunky socks, and slides. This look is perfect for those lazy Sundays when you need to run a quick errand but don’t want to compromise on style or comfort.
17. Boxer Shorts + Structured Shirt + Simple Shoes
For a more refined boxer shorts outfit, I love pairing the shorts with a structured shirt and simple shoes like loafers or ballet flats.
This combination elevates the casual nature of the boxer shorts, making them suitable for slightly dressier occasions. I’ve worn this outfit to casual business meetings and felt both comfortable and professional.
Work and Smart-Casual Outfits
Believe it or not, with the right styling, boxer shorts can even work for some office environments and smart-casual events. I’ve experimented with several work-appropriate boxer shorts outfits, and I’m excited to share my findings with you.
18. Blazer and Boxer Shorts
One of my go-to work-appropriate boxer shorts outfits is pairing the shorts with a well-fitted blazer. This combination creates a balance between professional and trendy.
I usually opt for neutral-colored boxer shorts and a matching blazer for a cohesive look. This outfit has served me well in creative office environments and business-casual meetings.
19. White Button-Up Shirt and Black Boxer Shorts
For a classic smart-casual look, I recommend pairing a crisp white button-up shirt with black boxer shorts.
This combination is timeless and can be easily dressed up or down depending on the occasion. It’s particularly useful for days with both work and after-work events.
20. Brown Cardigan and Green Boxer Shorts
A brown shorts outfit that I’ve grown to love is the combination of a brown cardigan with green boxer shorts. This earthy color palette offers a polished appearance while maintaining coziness, ideal for days when you want to feel put-together but still comfortable.
21. White Cardigan and Green Boxer Shorts
For a lighter take on the previous outfit, I enjoy pairing a white cardigan with green boxer shorts. This combination is perfect for spring and summer, offering a fresh and clean aesthetic. I find this outfit particularly suitable for casual Fridays at the office or weekend brunches.
22. Cream Sweater and Green Boxer Shorts
Another variation on the green boxer shorts theme that I love is pairing them with a cream sweater. This combination creates a soft, elegant look that’s perfect for transitional weather.
23. Boxer Shorts + Grey T-Shirt + Black Blazer + Cowboy Boots
For a unique twist on smart-casual, I recommend trying boxer shorts with a grey t-shirt, black blazer, and cowboy boots. This unexpected combination creates an interesting juxtaposition between casual and formal elements.
24. Boxer Shorts + Waistcoat + Heeled Boots + Structured Bag
Push the boundaries of work-appropriate outfits by pairing boxer shorts with a waistcoat, heeled boots, and a structured bag. This combination creates a fashion-forward look suitable for more creative office environments and fashion industry events.
Seasonal and Occasion-Specific Looks
As the seasons change, so do our outfit choices. I’ve discovered that boxer shorts can be adapted to suit various seasons and occasions. Here are some stylish seasonal and occasion-specific boxer shorts outfits.
25. White Top and Red Boxer Shorts
When it comes to how to style red shorts, one of my favorite combinations is pairing them with a simple white top. This classic color combination is perfect for summer barbecues or Fourth of July celebrations. I love how the red shorts add a pop of color to the outfit, making it both festive and stylish.
26. Sweatshirt and Red Boxer Shorts
For a cozy fall look, I recommend pairing red boxer shorts with a comfortable sweatshirt. This boxer shorts outfit idea is perfect for those chilly autumn days when you want to stay warm but still look put-together.
This combination is ideal for weekend movie marathons or casual get-togethers with friends.
27. White Tee, Red Boxer Shorts, and Red Sweater
Another great way to style red shorts is by creating a monochromatic look with a white tee and a red sweater. I find this combination particularly striking and perfect for holiday parties or winter events. The layering adds warmth while the color coordination creates a cohesive and stylish appearance.
28. Cardigan + Tank Top + Boots
For a transitional weather boxer shorts outfit, I love pairing the shorts with a tank top, cardigan, and boots. This combination allows for easy layering as the temperature changes throughout the day.
I’ve found this outfit to be particularly useful during spring and fall when the weather can be unpredictable.
In conclusion, boxer shorts outfits offer endless possibilities for fashion-forward individuals. From casual and sporty looks to elevated casual ensembles and work-appropriate outfits, boxer shorts are versatile and stylish. Whether creating a light blue shorts outfit for summer, styling red shorts for a festive occasion, or a brown shorts outfit for fall, balancing their casual nature with structured or elegant pieces is key. Experiment with these looks to make them your own!
I hope this guide inspires you to try new boxer shorts outfits. Remember, fashion is all about expressing yourself and feeling confident in what you wear. So go ahead, embrace the boxer shorts trend, and create your own unique style statements!