đź‘” 11 Striped Button Up Shirt Outfit

ByJenna Dempsey

You own a striped button up. Congrats, you’re already 70% put-together. Let’s turn that classic into outfits that look effortless, not “I just left a meeting I didn’t want.” Keep it crisp, keep it cheeky, and yes—leave a button undone. Or two.

1. Coastal Casual

Easy-breezy, like you have a boat but also a budget. Pair a blue-and-white striped shirt with white denim and espadrilles for instant coastal energy.

  • Textures: airy cotton, soft canvas, rope soles
  • Vibe: weekend wharf, iced latte in hand

Styling tip: Half-tuck the front and roll sleeves to mid-forearm.

It works because the white jeans amplify those clean stripes without trying too hard.

2. Power Suit Remix

Boardroom, but make it fashion. Layer your striped button up under a slouchy charcoal suit with chunky loafers.

  • Textures: smooth suiting, polished leather
  • Vibe: decisive, sharp, slightly dangerous

Styling tip: Pop the collar over the blazer lapel for a subtle flex.

The stripes break the monotony and give the suit attitude without shouting.

3. Parisian Off-Duty

Minimal effort, maximum charm. Tuck a black-and-cream striped shirt into straight-leg dark denim with ballet flats.

  • Textures: crisp poplin, smooth leather
  • Vibe: cafĂ© terrace, mysterious texts

Styling tip: Add a red lip or silk neck scarf for a wink of color.

Balanced proportions keep it chic and timeless, not costume-y.

4. Street Sport Twist

Preppy meets sporty and they actually get along. Wear the striped shirt open over a white ribbed tank with track pants and sneakers.

  • Textures: ribbed cotton, slick nylon
  • Vibe: errand run turned photo op

Styling tip: Push sleeves up; layer thin chains for shine.

The contrast of tailored stripes with athletic lines feels modern and relaxed.

5. Denim on Denim, With Stripes

Canadian tux, but smarter. Sandwich your striped button up between a denim jacket and vintage-wash jeans.

  • Textures: structured denim, crisp shirting
  • Vibe: road trip playlist ready

Styling tip: Choose different denim washes to avoid matchy-matchy.

The shirt’s vertical lines break up the blues and add depth.

6. Satin Skirt Contrast

Soft meets sharp. Tuck a striped shirt into a bias-cut satin midi with strappy heels.

  • Textures: glossy satin, smooth cotton
  • Vibe: date night without trying

Styling tip: Unbutton one extra at the top and layer a delicate pendant.

The sheen of the skirt plays beautifully against crisp stripes—chef’s kiss.

7. Cargo Cool

Toughen it up. Pair your oversized striped shirt with khaki cargo pants and lug-sole boots.

  • Textures: sturdy twill, matte leather
  • Vibe: utility, but cute

Styling tip: Cinch the waist with a chunky belt to shape the volume.

The structure plus pockets combo looks intentional and street-ready.

8. Layered Knit Peek

Preppy, but softer. Wear a fine knit vest over the striped shirt with tailored trousers and loafers.

  • Textures: merino knit, pressed wool
  • Vibe: book club with opinions

Styling tip: Let cuffs and hem peek out for dimension.

Layering adds visual interest while keeping it polished and comfy.

9. Leather Edge

Give it bite. Team the striped button up with a black leather mini and ankle boots.

  • Textures: slick leather, crisp cotton
  • Vibe: cool bar, no velvet ropes needed

Styling tip: Tuck fully and add opaque tights if temps drop.

The clean lines of the stripes balance the drama of leather.

10. Wide-Leg Wonder

Legs for days, attitude included. Tuck a stripe shirt into high-waist wide-leg trousers with pointed flats.

  • Textures: fluid wool, crisp poplin
  • Vibe: effortless editor energy

Styling tip: Belt it and tilt the shirt’s hem slightly for asymmetry.

Elongated proportions make you look tall and very in charge.

11. Beach-to-Brunch Cover

Throw-on hero. Wear the oversized striped shirt open over a swimsuit with linen shorts and slides.

  • Textures: gauzy cotton, airy linen
  • Vibe: SPF and second mimosas

Styling tip: Knot the hem at the waist post-beach for shape.

It transitions fast and keeps the look relaxed yet put-together.

Conclusion

One striped button up, infinite agendas. Keep the fit intentional, play with textures, and chase that sweet spot where style hugs comfort. If in doubt, roll the sleeves, add a grin, and let the stripes do the flirting.

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