Gina Speed
This summer, baggy bottoms became the must-have piece for effortless style and all-day comfort. Inspired by tomboy fashion, long shorts offer structure without sacrificing ease. With tailored cuts and casual vibes, longer styles quickly replaced shorter hemlines in everyday outfits. Expect to see them paired with boots and blazers as the weather cools. The trend transitions perfectly into fall, especially in heavier fabrics like denim or wool. Tomboy fashion fans will love their versatility across seasons.
Long shorts are perfect for tourists
These are the perfect vacation partner for long days filled with walking, sightseeing, and exploring new spots. Wear your long shorts loose and baggy to keep cool and comfortable while showing skin above the waist instead. Pair them with tennis shoes or penny loafers and cozy cotton socks for an effortless, walk-all-day look. A form-fitting top balances the roomy bottoms and keeps your outfit feeling structured. On especially hot days, skip the tee and try a vest on its own. Vests add polish while still letting your skin breathe.
Canadian tuxedo (Summer edition)
Denim on denim is back, and is leading the way for cool, casual work fashion. Pairing long shorts with a denim button-down shirt creates a pulled-together, monochromatic look. Matching denim shades makes the outfit feel intentional and polished, not thrown together. Look for a pair with pleats to get a better fit at the waist and a looser shape at the hem. This combo adds movement and structure without sacrificing comfort or style. It’s the perfect way to bring denim into your weekday wardrobe.
Long shorts that are chic; not sloppy
Put together a tomboy-inspired look that is simple, timeless, and effortlessly cool. One of this summer’s easiest outfits is pairing long shorts with a classic white tank top. Add a fun twist with Adidas tennis shoes in a bright color like green or orange. A colorful neck scarf takes the outfit from basic to standout with a fresh, summery feel. This combo works for everything from park days to casual lunches. It’s proof that shorts don’t have to look sloppy—they can be chic, too.
Upcycle your wardrobe
Upcycle old jeans and create something totally new. Wide-hemmed long shorts are a top pick this season, but cut-offs still deserve a spot in your closet. Pair your cut-offs with a graphic tee and tuck it in to keep your legs looking long. For cooler nights, layer with a jean jacket to make the denim-on-denim look work. This combo balances casual style with just enough edge. Denim outfits, when styled right, can take you from daytime hangouts to evening strolls.
Tailored and structured for the office
Choose a pair that feels tailored and structured to keep your look professional. Long shorts can be office-appropriate when made in polished fabrics like cotton, linen, or light wool blends. Add sandals and a loose, flattering top that hits at the midsection without clinging. (We always love a dropped shoulder seam.) A structured clutch or sleek briefcase adds instant sophistication and completes the outfit. This combo works perfectly for workdays that lead into evening plans. Longer shorts are surprisingly versatile when styled with intention.
Hip hop roots
Oversized cargo shorts that hit below the knee are making a comeback, rooted in classic hip hop fashion. These long shorts offer a loose, comfortable fit that’s perfect for laid-back summer days. Pair them with a fitted tank top, bold tennis shoes, and a baseball cap to complete the look. The balance of oversized bottoms with a slimmer top keeps the outfit from feeling too bulky. This style channels early 2000s streetwear vibes with a modern edge. Shorts like these prove that comfort and cool can go hand in hand.
Your new year-round wardrobe essential
Long shorts are more than just a summer trend—they’re a versatile piece that works through every season. From casual vacation days to polished office looks, they adapt easily to your style needs. With the right pair and smart styling, loose shorts can keep you comfortable and fashionable all year long. Embrace this trend and watch how your wardrobe gets a fresh, modern update.