Effortless Tucked Oversized Shirt Outfit Ideas For Every Day

Are you ready to break the conventional boundaries of fashion with a flattering and aesthetic oversized shirt look? Oversized shirts have a rich history and for those who like them tucked, they offer endless possibilities for self-expression. 

These shirts are comfortable and their versatile nature made them one of the trendiest outfits in mainstream fashion. Their feature to offer a free canvas to layer, style, and accessorize, makes them create an influence in the music, film, and fashion industry.

The origin of oversized shirts goes back to the 1920s, the revolutionary fashion era, when women abandoned tight corsets and replaced them with loose, breezier outfits. In the 1970s the silhouette revived with the hippie movement and just kept on maximizing their use throughout the year.

So if you want to embrace this trend with an elevated and expensive look, here’s a little tucked oversized shirt guide for you. If you are wearing an outfit with a higher waist and wider pants, tucking your shirt in all around the waist is essential to balance out the extended bottom. Tuck the top in and then stretch your hands up to the ceiling and see how much you need to adjust the shirt.

The cotton oversized shirts need some adjusting while a silk top blouses perfectly. Remember your tucked shirt should not go further than your waistband and at least ½ of your pant button should be covered by blousing of your shirt. 

Talking about bottoms, full-tucked shirts look good with culotte, wide-leg pants, and trousers. Yet if you are wearing these pants above the hip then keep the shirt half-tucked. Choose the fabric, cuts, and size according to your body type. 

If you have a curvy body then select a style that defines your waist. Take an oversized shirt of solid color with soft, stretchable fabric and add a belt to enhance the look. 

If you have a small figure, wearing baggy clothes that are too big won’t look good. To create a well-proportioned look go for the shirt that makes you appear slimmer and taller. 

For instance, oversized shirts with silk, chiffon, or cotton fabrics with verticle stripe patterns create an elongated illusion. Pair your oversized shirt with slim-fit jeans to glorify your petite figure.

Although these are just a few examples, don’t worry, I’m here are here to take out the stress of getting dressed into tucked oversized shirts. So whether you are styling out for a professional setting or a casual day out, I with help of my colleague got you covered with 30 tucked oversized shirt outfit ideas to look expensive. 

Blue denim shirt + White mini skirt with front slit + Beige trench coat + Tan loafers + Black handbag

Gray striped shirt + White straight-leg jeans + Black belt + Brown handbag + White sneakers + Sunglasses

Light blue shirt + Gray pleated mini skirt + Gray sweater draped over shoulders + Black loafers + Gray socks + Black handbag + Sunglasses

White shirt + Dark blue jeans + Brown leather tote bag + Brown block-heeled Mary Jane shoes 

Pink and white striped shirt + High-waisted blue wide-leg jeans + Brown handbag + Brown pointed-toe heels + Sunglasses

White pinstripe shirt + Black pleated mini skirt + Black mesh flats + Black handbag + Sunglasses

Light blue button-up shirt + Cream maxi skirt with front slit + Brown belt + Brown flat sandals + Brown handbag + Sunglasses

Cream satin button-up shirt + Light-wash straight-leg jeans + Beige ballet flats + Quilted beige handbag + Sunglasses

White short-sleeve shirt + Beige high-waisted shorts + White slip-on loafers + Brown handbag + Sunglasses

White long-sleeve shirt + White shorts + Brown woven shoulder bag + Black strappy flat sandals + Sunglasses

White button-up shirt + Cream trousers + Black belt + Black handbag + Sunglasses

Navy blue button-up shirt + Light-wash denim shorts + Nude strappy heels + White shoulder bag

Olive green button-up shirt + Cream high-waisted shorts + Black handbag + Sunglasses

Lavender striped shirt + Pink striped shorts + White pointed-toe slingback heels + White handbag + Sunglasses

Blue button-up shirt + Light-wash straight-leg jeans + Brown woven shoulder bag 

Pink and white striped button-up shirt + White high-waisted trousers + White ankle boots + White handbag

Blue and white striped button-up shirt + Black mini skirt with front slit + Black quilted handbag + 

White button-up shirt + Cream culottes + Leopard print long coat + Burgundy handbag + Leopard print loafers

White button-up shirt + Leopard print capri + Red handbag 

Pink shirt + Black and white striped shorts + Green tote bag

White button-up shirt + Blue denim shorts + Black flip-flops + Black cap + Black crossbody bag

Pink button-up shirt + Blue denim midi skirt with front slit + Light blue crossbody bag + Blue slide sandals + Sunglasses

White button-up shirt + Black high-waisted shorts + Brown belt + Brown flat sandals + Woven handbag

White button-up shirt + Dark blue straight-leg jeans + Brown sweater draped over shoulders + Olive green loafers

Light blue button-up shirt + Charcoal high-waisted midi skirt + Black pointed-toe heels + Black handbag + Sunglasses

Blue and white striped button-up shirt + Blue high-waisted jeans + Black handbag + Sunglasses

Orange satin button-up shirt + Brown high-waisted trousers + White heeled sandals + White handbag

Light blue button-up shirt + Blue straight-leg jeans + Camel long trench coat + Leopard print flats

Navy blue button-up shirt + Blue cuffed jeans + Black belt + Black pointed-toe heels + Brown handbag 

White button-up shirt + Beige pinstripe vest + Black mini skirt + Knee-high cream boots + Black handbag