First Day Of Work Attire

Starting a new job is an exciting opportunity, and choosing the right first day of work attire can help you step in with confidence. Whether your workplace leans casual or calls for a more polished look, you’ll find versatile options designed for comfort and timeless style. From crisp shirts and easy layers to classic pants and shoes, each piece is thoughtfully made to help you feel comfortable and ready for whatever the workday brings. Find everything you need to make a great first impression—so you can focus on what matters most.

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298 Items

Women's Wrinkle-Free Bayside Pants, High-Rise Hidden Comfort Waist Straight-Leg

A pair of khaki, high-rise, wrinkle-free cotton pants with hidden comfort waist and straight-leg fit.

Pros: Great fit Wrinkle-free Perfect hem High-quality fabric Nice color
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, 100% cotton shirt in crystal blue tattersall with a traditional fit for all-day comfort.

Pros: High quality Wrinkle-free Easy to care for Durable Comfortable fit
Women's Wrinkle-Free Pinpoint Oxford Shirt, Long-Sleeve Relaxed Fit

A relaxed fit, wrinkle-free white oxford shirt made from 100% cotton with pearlized buttons.

Pros: Crisp appearance High quality Perfect fit Wrinkle-free Versatile
Women's Perfect Fit Pants, Straight-Leg

A pair of dark taupe, high-rise, straight-leg pants made from 90% cotton and 10% Lycra 3D.

Pros: Durable Versatile Comfortable Good fit Soft fabric
Women's Perfect Fit Pants, Original Tapered-Leg

A pair of dark taupe, ultra high-rise, tapered-leg pants made from 90% jersey-knit cotton and 10% Lycra®.

Pros: Versatile color High quality Durable material Soft fabric Comfortable fit
Women's Pima Cotton Turtleneck, Long-Sleeve

A luxurious raven blue turtleneck made from 100% American-grown Supima® cotton, softly shaping the body.

Pros: Perfect fit High quality material Softness Great color Comfortable
Men's Premium Double L® Polo Banded, Short-Sleeve Without Pocket

A super-soft, all-cotton polo in vintage indigo that resists wrinkles, fading, shrinking, and pilling.

Pros: High quality Perfect fit Durable fabric Softness Comfortable fit
Women's Quilted Quarter-Zip Pullover
Price was from: $79 now: $64.99

A green quilted quarter-zip pullover with a cozy cotton-polyester blend and faux-leather zipper pull.

Pros: High quality Versatile style Warmth and coziness Attractive color options Comfortable fit
Women's True Shape Jeans, High-Rise Straight-Leg

A high-rise straight-leg jean in black denim with superior shape retention and a classic fit.

Pros: High quality Soft material Versatile design True to size Comfortable fit
Women's Perfect Fit Pants, Bootcut

A pair of dark taupe bootcut pants made from 90% jersey-knit cotton and 10% Lycra® for a perfect fit.

Pros: High quality Perfect fit Softness Comfortable fabric Versatile
Men's Premium Double L® Polo, Long-Sleeve Without Pocket

A classic navy long-sleeve polo made from supersoft, unshrinkable cotton that resists wrinkles, fading, and pilling.

Pros: High quality Retains color Durable material Perfect for cool weather Comfortable fit
Women's L.L.Bean Cozy Mixed-Knit Pullover
Price was from: $79 now: $64.99

A pink funnelneck pullover with moisture-wicking fabric, kangaroo pocket, and thumbholes for added warmth.

Pros: Cozy and warm High quality Versatile style Soft fabric Comfortable fit
Women's Classic Cashmere, Crewneck

A luxurious blue cashmere sweater that softly shapes the body and falls at the hip.

Pros: Versatile style Softness Warmth Good fit Beautiful color
Women's L.L.Bean Sweater Fleece Coat
Price was from: $109 now: $89.99

A versatile classic black fleece coat with a rugged exterior, soft interior, and multiple zippered pockets.

Pros: High quality Warmth Versatile Comfortable Good fit
Women's Perfect Fit Pants, Denim Straight-Leg

A pair of white, high-rise straight-leg pants in ultrasoft cotton blend denim with a comfortable elastic waistband.

Pros: Flattering straight-leg style High quality material Soft and cozy feel Durable and long-lasting Comfortable fit
Women's Cotton/Cashmere Sweater, Turtleneck

A slightly fitted sea salt turtleneck sweater made from 95% cotton and 5% cashmere.

Pros: Flattering fit Good quality Softness Comfortable Versatility
Women's BeanFlex® Jeans, Mid-Rise Straight-Leg

A pair of mid-rise straight-leg jeans with CoolMax® fabric, offering breathability and eco-friendly comfort.

Pros: Lightweight fabric Good quality Versatile style Warmth Comfortable fit
Women's Wrinkle-Free Bayside Pants, Ultra High-Rise Comfort Waist Tapered-Leg

A pair of ultra high-rise, wrinkle-free khaki pants with a tapered leg and elastic comfort waist.

Pros: Perfect fit Wrinkle-free Stylish design Durable material Comfortable fit
Women's Cotton Ragg Sweater, Funnelneck Pullover Fair Isle
Price was from: $79 now: $64.99

A lightweight, midweight cotton Fair Isle sweater with a cozy funnel neck in katahdin khaki.

Pros: Comforting softness True to size fit Stylish design Warm and cozy Beautiful colors
Men's Quilted Sweatshirt, Mockneck
Price was from: $89 now: $69.99

A quilted pullover in muted purple heather, featuring a snap placket and kangaroo pocket for versatile wear.

Pros: Good quality Stylish True to size Comfortable Warm
Men's Katahdin Iron Works® Bonded Waffle Fleece Henley

A charcoal heather Henley with ultrasoft, pill-resistant waffle-knit fabric and plush berber fleece lining.

Pros: Great fit Comfortable for cold weather Favorite shirt Durable Excellent warmth
Women's Cotton Ragg Sweater, Open Cardigan

A classic navy open cardigan made from midweight 100% cotton yarns, perfect for year-round layering.

Pros: Warmth without overheating Perfect fit Good quality Softness and coziness Great color
Men's L.L.Bean Stretch Country Corduroy Pants, Natural Fit, Plain Front, Hidden Comfort

A pair of dark charcoal corduroy pants with a hidden stretch waistband and 98% cotton blend.

Pros: High quality Classy look Comfort Warmth Good fit
Women's Wrinkle-Free Pinpoint Oxford Shirt, Long-Sleeve Relaxed Fit Plaid

An alpine blue plaid oxford shirt in 100% cotton with a relaxed fit and wrinkle-free finish.

Pros: High-quality material Perfect fit Wrinkle-free Versatile Comfortable

First Day Of Work Attire

Starting a new job brings its own kind of excitement – a fresh chapter, new faces, and the promise of opportunities ahead. On your first day, feeling comfortable and confident in what you wear can make all the difference, setting the tone for a positive experience. The right attire is more than just a dress code requirement; it’s a way to express respect for your new role and workplace, while giving yourself the peace of mind to focus on learning the ropes. Whether you’re heading into a traditional corporate office, a bustling creative studio, or a business-casual environment, choosing high-quality, thoughtfully designed clothing is key. Look for pieces that are versatile enough to handle everything from orientation meetings to impromptu team lunches, and that can transition seamlessly from a warm July morning commute to a cool, air-conditioned conference room. Breathable fabrics, classic silhouettes, and subtle, timeless colors help ensure you look polished and feel at ease all day long.

First day of work attire also makes a thoughtful gift for anyone embarking on a new career journey, graduating from school, or returning to the workforce after a break. Parents, friends, and loved ones often seek out reliable, well-crafted clothing to set someone up for success, knowing that durable construction and easy-care materials will last through countless commutes and busy workdays. When shopping for yourself or someone else, consider items that offer a balance of comfort, practicality, and style – like wrinkle-resistant shirts, versatile blazers, and pants with just the right amount of stretch. These essentials not only help make a great first impression but also stand the test of time, adapting to different roles, seasons, and office cultures. For those navigating their first professional wardrobe, it’s especially helpful to start with a few foundational pieces that can be mixed and matched, making it simple to put together outfits that suit a variety of occasions and settings.

No matter the workplace, feeling prepared starts with clothing that solves everyday challenges and fits effortlessly into your routine. Details like secure pockets, easy-to-use closures, and comfortable linings can make a world of difference, especially during the busy first weeks on the job. In the heat of summer, lightweight layers and moisture-wicking materials help keep you cool and collected, while classic styles ensure you’re always dressed appropriately. It’s these thoughtful touches that have earned our collections a place in many first-day wardrobes. For more inspiration and a closer look at options designed to meet the demands of professional life, explore our full selection of Business Professional Wear. Here you’ll find reliable pieces that offer lasting value and timeless appeal—ready to help you step confidently into your new role, season after season.