Welcome to my guide on stylish and versatile boxer shorts outfits!
Boxer shorts are not just for lounging at home—they can be the centerpiece of trendy and chic outfits perfect for any occasion.
Whether you’re aiming for a casual look or something more polished, we’ve got you covered with these 18 creative and fashionable boxer shorts outfit ideas.
Get ready to be inspired and discover new ways to elevate your wardrobe with this often-underestimated clothing staple.
Boxer Shorts Outfit Ideas To Recreate
1. Pink Boxer Shorts + Beige Knit Button Top
Pairing pink boxer shorts with ruffle hems (buy here) and black chunky loafers (buy here) creates a cute and casual look.
Add white ruffle socks (buy here) and a beige knit button top (buy here) for a cozy vibe.
Complete the outfit with some pearl necklace (buy here) to add a touch of shine.
This combination is perfect for a laid-back day out.
2. Blue Boxer Shorts + Oversized Blazer
Style blue boxer shorts (buy here) with pink crop cami (buy here) and an oversized blazer (buy here) for a chic, relaxed look.
The Adidas Samba shoes (buy here) and white socks (buy here) keep it casual and comfortable.
This outfit is great for a casual meet-up or a day at the library.
The blazer adds a polished touch.
3. Green Gingham Boxer Shorts + White Ballerina Shoes
Green gingham boxer shorts (buy here) with white ballerina flats (buy here) create a fresh, summery outfit.
Pair them with a white ruffle peplum top (buy here) and a white handbag (buy here).
This look is perfect for a brunch date or a walk in the park.
The gingham pattern adds a playful touch.
4. Red Gingham Boxer Shorts + White Knee Boots
Combine red gingham boxer shorts (buy here) with white knee cowgirl boots (buy here) for a bold, eye-catching look.
Read: 26+ Stylish Country Concert Outfit Ideas You’ll Love
Read: 25+ Chic Cowgirl Outfit Ideas You Need To See
A white graphic tee (buy here) and red drawstring bag (buy here) keep it fun and youthful.
Add simple jewelry to complete the look.
This outfit is great for a casual day out with friends.
5. Red Boxer Shorts + White Tank Top
Red boxer shorts (buy here) with red Adidas Gazelle shoes (buy here) make a sporty, coordinated outfit.
Pair them with a white tank top (buy here) and an unbuttoned white oversized shirt (buy here) for a relaxed, stylish look.
This is perfect for a casual outing or a day of errands.
6. Blue Boxer Shorts + Leather Jacket
Style blue boxer shorts (buy here) with a white crop top (buy here) and leather black boots (buy here) for an edgy look.
Add a leather jacket (buy here) and a red shoulder tote bag (buy here) for a pop of color.
This outfit is great for a night out or a concert.
The leather elements add a cool, rebellious vibe.
7. Red Boxer Shorts + One Sleeve Crop Top
Red boxer shorts (buy here) under black dress pants (buy here) create a unique, layered look.
Pair them with a one-sleeve crop top (buy here) and a red shoulder bag (buy here).
Dark sunglasses (buy here) add a touch of mystery.
This outfit is perfect for making a fashion statement.
Read: 16+ Classy DRESS Pants Outfit Ideas
8. Red Boxer Shorts + Turtle Neck Tee
Combine red boxer shorts (buy here) with a turtle neck top with ocean designs (buy similar) for a trendy, layered look.
Blue Adidas Samba shoes (buy here) and a puffy knit tote bag (buy here) complete the outfit.
Read: 26+ Beautiful Ways To Style Adidas Samba Shoes
This look is great for a day of shopping or exploring the city.
9. Red Gingham Boxer Shorts + White Knee Boots
Pair red gingham boxer shorts (buy here) with white knee boots (buy here) and a white graphic tee (buy here) for a fun, coordinated look.
Add a red drawstring bag (buy here) and simple jewelry.
This outfit is perfect for a casual day out with friends.
The gingham pattern adds a playful touch.
10. Red Boxer Shorts + Backless Tank Crop Top
Semi-baggy red boxer shorts (buy here) with red sandals (buy here) create a stylish, comfortable look.
Pair them with a backless tank crop top (buy here) and minimal gold jewelry.
A black baguette bag completes the outfit.
This look is perfect for a night out or a casual date.
Read: 21+ Elegant Date Night Outfit Ideas To Copy
11. Red Boxer Shorts + Oversized Sweater
Red boxer shorts (buy here) with red Adidas Samba shoes (buy here) and white socks (buy here) make a sporty, cozy look.
Pair them with a white oversized sweater (buy here) with a bear print and “USA” written on it.
This outfit is perfect for a lazy day or a casual outing.
Read: 26+ Fun 4th Of July Outfits To Copy
12. Black Gingham Boxer Shorts + Grey Sneakers
Black gingham boxer shorts (buy here) with gray sneakers (buy here) create a casual, stylish look.
Add a white tank crop top (buy here) and drape a sweater over your shoulders.
A navy blue baseball cap (buy here) completes the outfit.
This look is perfect for a day out in the city.
13. Blue Boxer Shorts + Denim Jacket
Blue boxer shorts (buy here) with a white tee (buy here) and a blue denim jacket (buy here) create a classic, casual look.
Pair them with white Samba shoes (buy here), white socks (buy here), and a baseball cap (buy here).
A brown suede tote bag (buy here) completes the outfit.
This look is great for a day of exploring.
14. Black Gingham Boxer Shorts + Metallic Silver Flats
Black gingham boxer shorts (buy here) with metallic silver flats (buy here) create a chic, stylish look.
Add a white crop tee (buy here) and a navy blue blazer (buy here).
A metallic silver purse (buy here) completes the outfit.
This look is perfect for a casual but polished appearance.
15. Red Boxer Shorts + Red Crop Top
Red boxer shorts (buy here) with red flats (buy here) create a bold, coordinated look.
Pair them with a red crop top (buy here) and a red bag (buy here).
This outfit is great for making a fashion statement.
The all-red ensemble is eye-catching and stylish.
16. Blue and White Gingham Boxer Shorts + Sneakers
Sky Blue and white gingham boxer shorts (buy here) with sneakers create a casual, comfortable look.
Add a white tee (buy here) and a blue knit sweater jacket (buy here).
A blue shoulder bag (buy here) completes the outfit.
This look is perfect for a relaxed day out.
17. Green and White Gingham Boxer Shorts + Tan Suede Clogs
Green and white gingham boxer shorts (buy here) with tan suede clogs (buy here) create a fresh, summery look.
Read: 40+ Cute Summer Outfit Ideas To Copy
Pair them with a white crop tee (buy here) and a white knit jacket (buy here).
This outfit is perfect for a day at the park or a casual outing.
18. Black and White Check Boxer Shorts + Seashell Oversized Shirt
Black and white check boxer shorts (buy here) with white socks (buy here) and white and gray Samba shoes (buy here) create a casual, stylish look.
Add a white bra top (buy here) and a oversized men’s shirt (buy here).
An LV mini handbag (buy here) completes the outfit.
This look is perfect for a laid-back day.
Conclusion
Boxer shorts are a surprisingly versatile addition to your wardrobe, offering endless possibilities for creating stylish and comfortable outfits.
From casual days out to chic evenings, these 18 outfit ideas show that boxer shorts can be both fashionable and functional.
Experiment with different combinations, accessories, and footwear to find your unique style.
Remember, confidence is key—wear your boxer shorts with pride and let your personality shine through!
If you loved this post on 18 boxer shorts outfit ideas! Make sure to follow me on Pinterest for more outfit ideas!
