The ‘That Girl’ aesthetic has captured hearts and feeds, embodying a lifestyle of intentionality, self-care, and an undeniable sense of polished confidence. It’s not just about what you wear, but how you carry yourself—with grace, purpose, and an effortless glow. But let’s be real, translating that aspirational vibe into a daily wardrobe can feel daunting. How do you consistently curate looks that scream ‘put-together’ without feeling overly formal or fussy?
Fear not, style mavens! This guide is your ultimate playbook to mastering the ‘That Girl’ wardrobe. We’re diving deep into 33 distinct outfit ideas that will have you feeling empowered, stylish, and ready to conquer your day, whether you’re heading to a brunch, a boardroom, or a cozy evening in. From elevated basics to sophisticated statements, prepare to transform your closet and embrace your inner ‘That Girl’.
Everyday Chic- Effortless Ensembles for Daily Life
The foundation of the ‘That Girl’ aesthetic lies in making the everyday feel extraordinary. These looks are comfortable, practical, yet undeniably stylish, perfect for running errands, casual meetings, or a leisurely coffee run.
1- The Elevated Basics Ensemble: Think a perfectly fitted white ribbed tank top or a crisp white t-shirt, paired with high-waisted, tailored beige or black trousers. For colors, stick to neutrals like cream, camel, black, or soft grey. Choose fabrics like breathable cotton or linen blends for the top, and a structured gabardine or wool blend for the trousers. Style with minimalist gold jewelry, sleek leather loafers, and a structured tote bag. Hair can be a neat bun or soft waves.
2- Chic Denim and Blazer Duo: A well-fitting pair of straight-leg or wide-leg dark wash jeans, a simple white or black silk camisole, and an oversized, slightly structured blazer in a neutral tone like charcoal grey, navy, or plaid. Look for quality denim and a blazer with a good drape in wool or a blend. Pair with classic white sneakers, ballet flats, or heeled ankle boots. A delicate necklace and a crossbody bag complete the look.
3- The Knit Co-ord Set: A matching knit top and midi skirt or wide-leg pant set. Opt for luxurious textures in cashmere, merino wool, or a high-quality cotton blend. Colors like oat, sage green, soft blue, or classic black exude sophistication. The fit should be relaxed but flattering. Elevate with delicate layered necklaces, comfortable flat mules, and a sleek shoulder bag. Hair pulled back in a chic pony.
4- Simple Slip Dress Layered: A silk or satin slip dress in a midi length, layered over a thin, long-sleeved turtleneck or under an oversized cardigan. Choose classic colors like black, champagne, or deep olive. The fabric should drape beautifully. Finish with delicate heels or knee-high boots and a small clutch. This look transitions seamlessly from day to evening.
5- The Trench Coat Moment: A classic beige or camel trench coat worn over a simple black dress or tailored trousers and a knit top. The trench should be well-structured and fall to at least mid-calf. This is all about the timeless elegance of the coat. Pair with ankle boots or loafers, and a statement watch.
6- Monochromatic Magic: Dress head-to-toe in varying shades of a single color, like all white, all beige, or all black. This creates an incredibly cohesive and luxurious look. Focus on different textures within the same color family—a chunky knit sweater with silk trousers, for example. Keep accessories minimal and tonal.
Elevated Workwear- Professional Polish with a Personal Touch
For the ‘That Girl’ who means business, these outfits blend professionalism with impeccable style, ensuring you look confident and capable in any professional setting.
7- The Power Pantsuit: A well-tailored pantsuit in a rich color like forest green, navy, or classic charcoal. Fabric should be a high-quality wool blend or crepe. The fit is crucial—trousers should be perfectly hemmed, and the blazer should nip at the waist. Wear with a silk blouse or a simple camisole. Accessorize with pointed-toe pumps, a structured handbag, and a sophisticated watch.
8- Sophisticated Midi Skirt and Blouse: A pleated or A-line midi skirt in a luxurious fabric like satin, silk, or a fine wool blend, paired with a classic silk button-down blouse. Colors can range from deep jewel tones to soft pastels. Ensure the blouse is tucked in neatly. Complete with block heels or elegant flats and delicate earrings.
9- Tailored Jumpsuit Chic: A one-piece tailored jumpsuit in black, navy, or a deep neutral. Look for fabrics with good drape like crepe or Tencel. The fit should be relaxed but defined at the waist, perhaps with a self-tie belt. Layer with a sleek blazer for extra polish. Add strappy heels or elegant loafers and a minimalist necklace.
10- The Modern Pencil Dress: A sleek, well-fitting pencil dress in a solid color or subtle pattern. Choose a stretch crepe or Ponte knit for comfort and structure. Pair with a tailored blazer or a chic cardigan. Accessorize with classic pumps and a delicate pendant necklace.
11- Wide-Leg Trousers and Knit Sweater: High-waisted, wide-leg trousers in a flowing fabric like wool crepe or a linen blend, paired with a fine-gauge knit sweater. Colors like deep burgundy, olive green, or classic black work well. The sweater should be tucked or half-tucked. Complete with block heels or pointed flats and a sophisticated belt.
Weekend Wanderlust- Stylish Comfort for Leisure
Weekends are for unwinding, but a ‘That Girl’ never sacrifices style. These outfits blend comfort with chic elements, perfect for exploring, relaxing, or meeting friends.
12- Elevated Athleisure Look: High-waisted, well-fitting leggings or tailored joggers paired with an oversized, structured sweatshirt or a chic knit hoodie. Stick to muted tones like black, grey, cream, or soft pastels. Choose high-quality cotton or technical fabrics. Elevate with designer sneakers, a sleek baseball cap, and a minimalist crossbody bag. Hair in a high ponytail or messy bun.
13- Flowy Maxi Dress and Sandals: A comfortable yet elegant maxi dress in cotton, linen, or a Tencel blend. Opt for solid colors, subtle stripes, or delicate floral prints. The fit should be relaxed and flowing. Pair with chic leather sandals, a woven tote bag, and oversized sunglasses. Add layered bracelets for a bohemian touch.
14- Linen Shorts and Button-Down: High-waisted linen shorts with a crisp linen button-down shirt, either tucked in or tied at the waist. Colors like white, natural linen, or soft pastels. Pair with espadrille wedges or flat sandals, and a straw hat for a summer vibe.
15- Denim Skirt and Graphic Tee: A stylish denim midi skirt with a tucked-in minimalist graphic tee. Choose a high-quality denim with a good wash. Pair with classic white sneakers or espadrilles. Add a denim jacket for cooler evenings.
Evening Elegance- Sophisticated Glamour
When the sun sets, the ‘That Girl’ steps into her most glamorous self. These outfits are designed for special occasions, dinners, and events where sophistication is key.
16- The Classic Little Black Dress (LBD): A perfectly tailored LBD in a premium fabric like silk, velvet, or crepe. The style can vary from a sleek sheath to a more flowing A-line, depending on your preference. Focus on a flattering fit and impeccable tailoring. Accessorize with delicate heels, a statement clutch, and sparkling jewelry.
17- Silk Slip Dress and Blazer: A luxurious silk slip dress in a jewel tone or classic black, layered with a perfectly fitted blazer. The contrast of the soft silk and structured blazer creates a sophisticated balance. Pair with strappy heels and a small, elegant handbag.
18- Wide-Leg Jumpsuit for Evening: A wide-leg jumpsuit in a rich, flowing fabric like silk crepe or a shimmering satin. Opt for deep colors like emerald green, sapphire blue, or classic black. Accessorize with statement earrings, high heels, and a clutch.
19- Elegant Separates- Silk Top and Tailored Trousers: A luxurious silk camisole or blouse paired with high-waisted, wide-leg tailored trousers. Colors can be complementary or monochromatic. This look is about understated luxury. Finish with pointed heels and minimal, high-quality jewelry.
20- The Maxi Skirt and Crop Top: A high-waisted, flowing maxi skirt in a luxurious fabric like satin or chiffon, paired with a sophisticated crop top that shows just a hint of skin. This is a modern, elegant choice for evening. Pair with delicate heels and a small clutch.
Seasonal Staples- Mastering Year-Round Style
A true ‘That Girl’ knows how to adapt her style to every season, always looking impeccable no matter the weather.
Fall and Winter Warmth
21- The Cashmere Sweater and Leather Skirt: A soft cashmere sweater in a neutral or rich autumnal tone, paired with a sleek leather or faux leather midi skirt. The contrast in textures is key. Finish with knee-high boots and a long trench coat.
22- Tailored Wool Coat and Boots: A classic, well-fitting wool coat in camel, grey, or black, layered over a simple knit dress or trousers. Pair with elegant ankle boots or knee-high boots and a chic scarf. This is the epitome of winter sophistication.
23- Chunky Knit and Corduroy Pants: An oversized, chunky knit sweater in a cozy wool blend, paired with tailored corduroy wide-leg pants. Embrace rich, earthy tones like rust, olive, or deep blue. Complete with lug sole boots for a touch of edge.
Spring and Summer Breezes
24- Linen Suit for Summer: A relaxed-fit linen blazer and matching trousers or shorts. Opt for light colors like white, beige, or pastel blue. Wear with a simple tank top or camisole underneath. Finish with espadrilles or flat sandals.
25- Floral Midi Dress and Sneakers: A delicate floral print midi dress in a breathable fabric like cotton or rayon. Pair with classic white sneakers for a comfortable yet stylish daytime look. Add a denim jacket for cooler mornings.
26- White Jeans and Breton Stripe Top: Crisp white straight-leg jeans with a classic Breton stripe long-sleeve top. This timeless combination is perfect for coastal escapes or casual weekend outings. Pair with espadrilles or boat shoes.
27- Poplin Shirt Dress: A crisp cotton poplin shirt dress, belted at the waist. Choose a classic white, light blue, or a subtle stripe. This is effortlessly chic and comfortable. Pair with flat sandals or white sneakers.
Accessorizing Like a ‘That Girl’
Accessories are the silent power players in any ‘That Girl’ ensemble. They elevate, personalize, and complete your look without overpowering it.
28- Statement Gold Hoops and Delicate Necklace: A pair of elegant gold hoop earrings paired with a thin, layered gold necklace. This combination adds a touch of everyday luxury without being too flashy.
29- Structured Leather Handbag: Invest in a classic, structured leather handbag in a neutral color like black, tan, or white. It instantly elevates any outfit and speaks volumes about your attention to detail.
30- Sleek Sunglasses: Oversized or classic cat-eye sunglasses instantly add an air of mystery and sophistication. Choose a timeless frame that complements your face shape.
31- Classic Silk Scarf: A versatile silk scarf can be tied around your neck, in your hair, or on your handbag. It’s a chic pop of color or pattern that adds a touch of Parisian elegance.
32- Minimalist Watch: A sleek, classic watch with a leather strap or a simple metal band is a functional yet incredibly stylish accessory that denotes timeless sophistication.
33- The Perfect Pair of Shoes: Whether it’s classic loafers, elegant ballet flats, sophisticated pumps, or clean white sneakers—the ‘That Girl’ always ensures her footwear is impeccable, comfortable, and suits the occasion.
Key Takeaways for ‘That Girl’ Style
- Quality Over Quantity– Invest in well-made pieces that last.
- Neutral Palette Power– Build your core wardrobe around versatile colors.
- Tailoring is Key– A perfect fit makes all the difference.
- Effortless Polish– Look put-together without looking like you tried too hard.
- Mindful Accessorizing– Choose quality over quantity, and let accessories elevate.
Do’s and Don’ts of ‘That Girl’ Dressing
Do’s
- Do prioritize comfort without sacrificing style.
- Do embrace timeless silhouettes and classic pieces.
- Do layer thoughtfully for depth and versatility.
- Do pay attention to grooming—clean hair, fresh nails, and subtle makeup enhance the look.
- Do invest in good underwear to ensure a smooth silhouette.
Don’ts
- Don’t chase every fleeting trend. Focus on what suits you.
- Don’t overload on accessories. Less is often more.
- Don’t wear ill-fitting clothes. Tailoring can transform an outfit.
- Don’t neglect your footwear. Scuffed or dirty shoes can ruin an otherwise perfect look.
- Don’t confuse ‘casual’ with ‘sloppy’. Even relaxed looks can be polished.
Embracing the ‘That Girl’ aesthetic is a journey of self-discovery and intentional styling. It’s about curating a wardrobe that reflects your best self—confident, capable, and effortlessly chic. With these 33 outfit ideas, you have a comprehensive guide to building a wardrobe that inspires and empowers you every single day. So go ahead, experiment, mix and match, and step into your most stylish self. The world is your runway, and you, ‘That Girl,’ are ready to own it.
