Untucked shirts have officially cemented their place as a modern menswear essential. In 2025, the trend is all about blending tailored looks with effortless ease. Whether you’re dressing for casual Fridays, date nights, or weekend brunch, the perfect untucked shirt offers just the right balance between sharp and relaxed. Here’s our curated list of the Top 10 Untucked Shirts for Men in 2025, based on fit, fabric, versatility, and overall style.
1. UNTUCKit Wrinkle-Free Button-Down
Best For: Everyday wear
Why It’s Great: UNTUCKit continues to lead the pack with its signature untucked-length shirts. Their wrinkle-free button-downs offer a polished look without ironing. With just the right tail length and a trim fit, they suit most body types.
✅ Wrinkle-free cotton blend
✅ Perfect hem length
✅ Offered in regular, slim, and tall fits
2. Bonobos Stretch Tech Shirt
Best For: Smart casual events
Why It’s Great: Bonobos nails comfort with its lightweight, stretch-infused fabric. The modern fit and curved hem make it perfect for untucked styling. It’s sweat-wicking and breathable—ideal for warmer days or office wear.
✅ Moisture-wicking stretch fabric
✅ Sleek, tapered fit
✅ Multiple patterns available
3. Everlane Japanese Oxford Shirt
Best For: Minimalist style
Why It’s Great: Everlane’s take on the Oxford is crisp and understated. Its mid-length hem is designed for untucked wear, and the premium Japanese fabric offers long-lasting durability with a lived-in feel.
✅ Eco-friendly production
✅ Classic fit, not too boxy
✅ Soft, sturdy material
4. J.Crew Broken-In Short Sleeve Shirt
Best For: Summer weekends
Why It’s Great: Lightweight, breezy, and relaxed, this shirt is ideal for warm-weather layering or standalone wear. It hits that untucked sweet spot—short enough to be casual, tailored enough to not look sloppy.
✅ Soft cotton fabric
✅ Relaxed but tailored cut
✅ Great for beach or casual wear
5. Lululemon Commission Long Sleeve Shirt
Best For: Tech-savvy comfort
Why It’s Great: Known for athletic wear, Lululemon brings its performance fabric game to menswear. The Commission shirt feels like workout gear but looks like a sharp button-down—ideal for men on the move.
✅ Four-way stretch
✅ No-ironing needed
✅ Athletic fit
6. Rhone Commuter Shirt
Best For: Business casual
Why It’s Great: A top performer for guys who transition between meetings and drinks. The Rhone Commuter shirt uses tech fabric that resists wrinkles, wicks moisture, and maintains a neat silhouette untucked.
✅ Odor-resistant fabric
✅ Slim cut
✅ Looks great with chinos or jeans
7. Outerknown Blanket Shirt
Best For: Laid-back layering
Why It’s Great: Made from organic cotton twill, this shirt has a soft, cozy feel and a boxier fit, making it great for untucked fall/winter styling. Pairs well with jeans or cargo pants.
✅ Heavier weight for cooler weather
✅ Sustainable fabric
✅ Overshirt style for layering
8. Taylor Stitch The Jack Shirt
Best For: Timeless rugged style
Why It’s Great: With a heritage-inspired design, this shirt blends workwear durability and modern tailoring. The hem is intentionally cut for untucked wear, and it softens beautifully over time.
✅ Sturdy yet breathable
✅ Great color fades over time
✅ Made with organic cotton
9. Ministry of Supply Hybrid Button-Down
Best For: Travel and on-the-go
Why It’s Great: This shirt uses aerospace-inspired fabric that stretches, resists odors, and handles long travel days with ease. It looks polished even when you’ve been wearing it all day.
✅ Machine-washable tech fabric
✅ Slim fit with high mobility
✅ Packs well for travel
10. Alex Mill Standard Pocket Shirt
Best For: Everyday casual
Why It’s Great: Alex Mill’s philosophy is timeless, wearable essentials. Their standard pocket shirt has a slightly relaxed fit, garment-dyed tones, and an ideal length for untucked looks.
✅ Midweight cotton
✅ Slightly vintage vibe
✅ Comfortable yet sharp
Final Thoughts: Pick Based on Purpose
While the ideal untucked shirt depends on your body type and lifestyle, these 10 options represent the best of what 2025 has to offer—comfort, style, versatility, and innovation. Whether you lean toward tech fabrics, rugged cotton, or breezy linens, there’s an untucked shirt here that can elevate your wardrobe without compromising ease.
Style Tip: Pair your shirt with slim-fit chinos, tapered jeans, or drawstring trousers to nail the casual-yet-refined look. Finish with clean sneakers or loafers, and you’re good to go.
