The Essential Wardrobe Checklist: Take It To The Next Level

#EssentialChecklistSeries
Welcome To The Essential Checklist Series!
Whether you’re shopping for basics or looking to level up, these lists will be your guide!
Over the next two months, a Take It To The Next Level category will be released each week. There will be shopping links for each itemized suggestion, as well as new merchandise added to the WWTNT Shop that will help you fill your wardrobe with the things you need to kick your wardrobe up a notch or two!
As a Bonus:
This series includes another Essential Checklist: Top Timeless Classics. You may have received this before in a previous email, if not, it will be running simultaneously for both subscribers and non-subscribers. Each week, the same category will be released, but with different suggestions that will help you make sure you have a strong foundation for your wardrobe.
At the end of the series, you’ll receive a link to a printable version of each complete checklist.
Take It To The Next Level
Once your wardrobe has a strong foundation of timeless classics or basics (not necessarily “classic” in style), it becomes easy to add more engaging variety into the mix. Embellished or brightly colored clothing and accessories can be toned down by combining them with neutral basics (think white button down shirt or blue jeans). Or, you can go all out by wearing next level items together.
Do I Need All of them?
This list provides suggestions for your wardrobe. You don’t need every item. Consider your lifestyle, your shape, and your climate when deciding which ones apply to you. For instance, a pencil skirt may not be a flattering cut for your figure, or a puffer jacket isn’t necessary for where you live.
But Which Style?
Your signature style will dictate which style to purchase. For example, if you favor minimalism, your silky blouse will be simple, with an emphasis on a modern cut. But if you tend to be more romantic, you’ll choose one with a floral pattern or other feminine detail.
Clicking on the products in this post takes you right to them or to where you can search for them, depending on their availability. When making a purchase through these links, a commission is potentially earned by WWTNT at no extra fee to you. Rest assured, I only feature products that I truly value for my readers.
Embroidered Top
Embroidery is a beautifully delicate way to take your tops to the next level. Generally, the more elaborate the embroidery, the more expensive the top.
- Free People Soleil Embroidered Top
- CeCe Cotton Embroidered Collar Sweater
- Style & Co Embroidered Striped Top
Eyelet Top
Eyelet is traditionally a Spring/Summer style, but in darker colors, it can be worn all year around (unless you’re in the tropics – then anything goes!). Nude undergarments in your skin tone are best for disappearing behind this sometimes revealing design.
- Veronica Beard Raver Embroidered Button Down Top
- Mango Broderie Anglaise Panel Top
- Sanctuary Modern Eyelet V-Neck Blouse
Silk(y) Blouse
Sleek shine will level up your appearance and can be dressed up or down easily. Real silk is a worthy investment, but there are also very convincing look for less alternatives made of viscose. Make sure to get your size right. Unless it’s made to be stretchy, this fabric can be unforgiving. And go with smooth undergarments, as lace causes noticeable ripples.
- Polo Ralph Lauren Silk Charmeuse Button Down Shirt
- Club Monaco Helek Covered Button Silk Shirt
- Mango Ruffled Blouse in Emerald
Embellished Sweater
Sweaters with sequins, bobbles, sashes, and other embellishments are perfect for topping off your favorite jeans, leggings, and skirts.
- Veronica Beard Yola Sequin Cashmere Blend Sweater
- Rebecca Taylor Ribbed Side Tie Sweater
- Madewell Bobble Cardigan Sweater
Silk(y) Camisole
Wear a camisole the same way you would wear a t-shirt: under jackets and cardigans, and even by itself. It’s ultra-lightweight and feminine.
- Milly Drue Poppy Floral Viscose Top
- Club Monaco V-Neck Tank
- A New Day Woven Cami
Vintage T-Shirt
You are never too old for a “vintage” tee! Even if it’s brand new, it’s a fantastic way to express yourself.
- Alice + Olivia Jeans Miller Boyfriend Tank
- Lucky Brand Cotton Fender T-Shirt
- Ferris Bueller’s Day Off Save Campaign T-Shirt
Wide Leg Dress Pants
A full leg trouser offers the elegance of a long skirt, but the convenience of a pant. It’s a-line shape is universally flattering because it balances out anything fuller above it.
- Theory Demitria Good Wool Suiting Pants
- Kobi Halperin Melina Wide-Leg Pants
- Lafayette Dalton Wide Leg Pants
Distressed Jeans
A little rip and tear adds interest to denim, but don’t overdo it! Keep it at the hemline or knee level. Leave the ultra-revealing tears to the teenagers.
- Paige Cindy Ripped Straight Leg Jeans
- Polo Ralph Lauren Sophia Denim Cutoff Shorts
- Mother The Rascal Ankle Fray Jeans
Denim Pencil Skirt
Casual tees immediately look sophisticated when paired with a denim pencil skirt. It’s a smart way to step up your look and still be casual (ideal for “dressy casual” occasions).
- Lauren Ralph Lauren Denim Skirt
- Jen7 Coated Denim Pencil Skirt
- Jen7 White Denim Pencil Skirt
Leather Skirt (Pencil or Pleated)
Leather has a fantastic texture that adds edgy interest to any outfit. The faux and vegan varieties have come a long way in replicating the look and feel of real leather.
- Theory Faux Leather Skinny Pencil Skirt
- Mango Faux Leather Pencil Skirt
- Alice + Olivia Carter Vegan Leather Pleated Skirt
Wide Leg Lounge Pants
Like wide leg trousers, wide leg lounge pants offer a universally flattering a-line shape and kicky elegance to your “around the house” game.
- Mango Straight Knitted Pants
- Natori Calm Jersey Lounge Pants
- Stars Above Beautifully Soft Pajama Pants
Printed Pants or Shorts
A clever trick for drawing attention away from a fuller top is a printed bottom. Smaller patterns generally tend to be more flattering.
- Etro Jacquard Printed Cropped Pants
- Vineyard Vines Scarf Print Shorts
- Joan Vass Floral Print Slim Pants
Black Blazer
A black jacket is the frame of your outfit. Whether you choose one that’s structured, or one that’s more cardigan-like, it firmly establishes the line of your ensemble.
- Maje Valilou Blazer
- Boss Jabina Tropical Stretch Wool Jacket
- Joie Neville Shawl French Terry Blazer
Tweed or Textured Blazer
Credit Chanel for establishing the tweed jacket as a forever piece. Texture always adds interest to your outfits. In addition to tweed, consider corduroy, boucle, or other tactile fabrics as well.
- Cinq a Sept Khloe Boucle Blazer
- Veronica Beard Gaya Dickey Jacket with Elbow Patches
- Nic + Zoe Fringe Mix Jacket
Utility Jacket
Also known as a safari jacket, the utility jacket has enough pockets to keep your day hands free. Look for one with a belt or drawstring waist to help create an hourglass silhouette. And don’t overfill the pockets!
- Polo Ralph Lauren Showl Safari Jacket
- Nili Lotan x Target Khaki Button Front Jacket
- Style & Co. Cotton Utility Jacket
Leather or Suede Jacket
Like a tweed jacket, leather and suede offer interesting texture to an outfit. Lightweight versions can be dressed up or down as blazers with pants, skirts, or dresses.
- Lauren Ralph Lauren Peplum Moto Jacket
- Lauren Ralph Lauren Faux Shearling Moto Jacket
- Lysse Vegan Suede Zip Front Jacket
Puffer Jacket
The trick of a puffer jacket is finding the right amount of puff. How much can your shape handle without getting lost? You can keep the line slim by choosing a flattering length that maintains a waistline.
- The North Face Acropolis Water Repellent Down Parka
- Lauren Ralph Lauren Faux Fur Trimmed Hooded Parka
- The North Face Pardee Water Repellent Heatseeker Jacket
Outerwear Vest
An outerwear vest is perfect for fluctuating Spring and Fall weather. Sherpa, shiny fabric, or quilted details all add interest to your overall look.
- Astars Moss Vegan Suede Quited Vest
- Adidas Helionic Down Vest
- Sam Edelman Water Repellent Hooded Puffer Vest
Casual Dress
Dresses are the easiest outfits you have in your arsenal. Why save them just for work or wait for an “occasion” to wear one? Casual dresses can be worn with comfortable sandals or sneakers and add a refreshing polish to your appearance.
- Rails Cora Tie Front Slim Midi Dress
- Adidas Originals 3 Stripes Sweatshirt Dress
- Vince Pima Cotton Sleeveless Dress
Cocktail Dress
If you attend weddings or cocktail parties (even just one), you should own a cocktail dress. Feeling underdressed is embarrassing and feeling pretty uplifts you. There are many affordable options. If you don’t have a lot of use for one, choose something simple and classic that you can update with different shoes and accessories.
- Dress The Population Dana Wrap Waist Cocktail Dress
- Dress the Population Catalina Dress
- Mac Duggal Bugle Bead Ruffle Sleeve Midi Cocktail Dress
Shirt Dress
This is another casual dress that makes getting ready in the morning a breeze. Pair it with a variety of shoes, even sneakers. Look for one that either tapers in slightly at the waist or has a belt to give you some shape.
- Lauren Ralph Lauren Belted Denim Shirtdress
- Charles Henry Long Sleeve Shirtdress
- Frank & Eileen Perfect Polo Dress
Sweater Dress
Another easy piece, sweater dresses can be worn year round depending on their gauge (weight). In colder weather, heavier dresses look knockout with boots. Lighter weight styles are versatile enough to be dressed down with sneakers.
- Reiss Lara Mix Ribbed Long Sleeve Sweater Dress
- Club Monaco Kaytee Sleeveless Sweater Dress
- Ted Baker London Olivinn Fit & Flare Sweater Dress
Nightgown
This is something you do just for you and it makes you feel pretty. How many black tie opportunities do you have to wear an evening gown? Do this instead and wake up feeling elegant (not dumpy). It really makes a difference in your attitude toward taking care of yourself.
- Natori Luxe Shangri-La Nightgown
- Eberjey Colette Chemise in Light Blue
- Rya Collection Darling Lace Inset Satin Gown
Lacy Matching Bras & Panties
Like a special nightgown, this is something you do just for you (and maybe a partner) and it really does change your mindset as to how you feel about yourself. Do yourself a favor, and when you buy your next bra, look for something lacy and buy a couple matching panties to complete the set.
- Wacoal Embrace Lace Underwire Bra
- Natori Feathers Coal Underwire Contour Bra
- Simone Perele Karma Demi Cup Convertible Lace Bra
- Wacoal Embrace Lace Hi Cut Embroidered Panty
- Natori Feathers Coal Hipster Brief Panties
- Simone Perele Karma Lace Tanga Briefs
Printed Slip On Sneakers
These add some fun interest to your outfit and are especially helpful if you’re trying to draw the eye downward to your great legs! Not to mention, they can be as comfortable as gym shoes.
- Nine West Lala Slip On Sneaker
- Keds x Kate Spade New York Snake Leather Sneakers
- Kate Spade New York Triple Decker Flocked Leopard Slip On
Embellished Shoes
Another smart way to show off your pretty legs is to draw the eye downward with embellished footwear. Embroidery, colorful accents, sparkle, faux fur, and feathers all do the trick.
- Nine West Behold Dress Flat Shoes
- Kate Spade New York Boardwalk Sandals
- UGG Classic Shaggy Buckle Short Booties
Leopard Print Shoes
Instead of a plain black shoe, try something that pops. Leopard print is actually considered a neutral pattern and goes with just about anything black does. I like to pair it with a “plain” outfit and let it have the spotlight, but it also works when you’re mixing patterns and prints.
- Nine West Tatiana Pointy Toe Pumps
- Schutz Arissa Leopard Print Fur Ballet Flats
- Joules Rainwell Waterproof Chelsea Rain Boot
Colorful Shoes
One of the easiest ways to add a pop of color to your outfit is to sport vibrant shoes. Your handbag should be a neutral shade or one that complements the shoe.
- Converse x Comme des Garcons Chuck Taylor Low Top Sneakers
- Sam Edelman Jilie Flat
- Nine West Tiedup Tie Up Flat Thong Sandals
High Heel Bootie
Booties don’t cut the leg off as high as tall boots do, therefore elongating the legs. They offer a sleek, edgy look with a skirt or dress.
- Schutz Bette Suede Pointed Toe Ankle Booties
- Geox Pheby Leather Zip Ankle Booties
- Nine West Vivy Square Toe Booties
Shoe-Like Slippers
These have a durable sole for around the house and running out to the mailbox, but could also do a lazy morning coffee run in a pinch!
- Sorel Nakisa Suede Faux Fur Cozy Booties
- ZAC Zac Posen Sevan Sandals
- UGG Ansley Water Resistant Slippers
Tweed or Textured Handbag
This handbag is as timeless as the quilted leather shoulder bag. It can be dressed up for work or dressed down with jeans and a tee. It’s a forever bag.
- Kurt Geiger London Large Kensington Tweed Shoulder Bag
- Tory Burch Perry Bombe Colorblock Straw Crossbody Bag
- Kurt Geiger London Large Kensington X Tweed Shoulder Bag
Logo Adorned Handbag
Logos are a tricky thing. You want to be sporting a good one, and that can get really expensive. Consider less expensive high end bags, or hunt for an incredible deal at a consignment shop, like The RealReal.
- Tory Burch Miller Mini Leather Crossbody Bag
- Kurt Geiger Kensington Leather Shoulder Bag
- The RealReal Logo Handbags
Embellished Clutch
A clutch with a little something extra is like a work of art for your outfit.
- Naghedi Rhodes Clutch
- INC International Concepts Bowah Hands Through Clutch
- Serpui Olive Camelia Floral Straw Clutch
Bright Color Handbag
This is a smart way to add a pop of color to your look (and brighten your day!).
- See by Chloe Mini Hana Leather Bag
- GiGi New York Pink Ava Clutch Bag
- Rebecca Minkoff Leo Snake Embossed Leather East West Clutch
Crossbody Phone Holder
Sometimes you just need your phone and don’t want to be bothered with a cumbersome handbag. These are the perfect answer to keeping your outing hands free.
- Tory Burch Miller Leather Phone Crossbody Bag
- A New Day Phone Crossbody Bag
- Radley London Phone Crossbody Bag
Stylized Gym Bag
Set the mood for your workout by ditching the old duffle bag, getting serious, and showing up to the gym in style.
- Transience Zip Top Yoga:Gym Shoulder Bag
- Transience Zip Duffel Bag 03
- All In Motion 22 Duffel Bag
Stackable Rings
A stack of rings worn together or spread across the hand is a very current look and beautifully accessorizes an outfit. Keep them all in the same color metal for a more cohesive look.
- Kendra Scott Set Cubic Zirconia Criscross Stack Rings
- Soko Fanned Stacking Rings Set of 3
- Brook & York Shay Extra Thin Ring
- Brook & York Maren Extra Thin Ring
Statement Earrings
No matter how big a statement you’d like to make, there are knockout earrings waiting to steal the show. Keep all other jewelry to a minimum.
- Kate Spade New York Gold Tone Multi Stone Floral Earrings
- Isabel Marant Gold Drop Earrings
- Oscar de la Renta Bouquet Clip On Earrings
Bracelet Band Men’s Watch
Take your watch game to the next level by going big. A hefty men’s watch worn as a loose bracelet is stylish and eye catching.
- Tissot T-Classic Gentleman Bracelet Watch
- Bulova Men’s Diamond Accent Gold Tone Stainless Steel Watch
- Longines Conquest Automatic Bracelet Watch
Cocktail Ring
A lovely way to accessorize your evening’s look is to add a special ring for the occasion. And don’t be afraid to sport it with jeans and a tee either!
- Kendra Scott Elyse Double. Band Ring
- Missoma x Harris Reed Night Sky Cocktail Ring
- Anthropologie Double Band Ring
Cuff Bracelet
A chunky cuff style bracelet makes a statement. Keep other jewelry to a minimum.
- Salvatore Ferragamo Double Gancio Leather Cuff Bracelet
- Valentino Garavani Gold VLogo Cuff Bracelet
- Balenciaga Black Calfskin Logo Bracelet
Lariat Necklace
A lariat necklace draws the eye downward the same way a v-neckline does. A delicate lariat is quietly alluring, while a large lariat makes a stronger statement.
- Jennifer Meyer Diamond Bezel and Turquoise Marquise Lariat
- Omi Woods West Africa The Cowrie Infinity Lariat Necklace
- Kendra Scott Tegan Pull-Through Necklace
Skinny Scarf (For Neck Or Hair)
A narrow scarf adds a splash of color tied around your neck or in your hair. It’s a pretty way to draw the eye upward.
- Burberry TB Triple Check Stripe Ribbon Skinny Scarf
- Kachel Floral Border Silk Scarf
- Kate Spade New York square silk bandana
Logo Buckle Belt
Logo belts draw attention to your waistline and are offered in a variety of styles. High end logos come with high end prices. If you’re looking for a discount, try The RealReal.
- Gucci Beige GG Belt
- Valentino VLOGO Buckle Reversible Belt
- The RealReal Logo Belts
Chain Belt
Chain belts are jewelry for your waist. They can get very expensive, but they’re a timeless investment that never goes out of style.
- Gucci Gold GG Chain Belt
- Giani Bernini Horse Bit Chain Belt
- The RealReal Chain Belts
Wrap
Sometimes a wrap around your shoulders is all you need on a cool night, especially if you’re wearing a top that’s hard to get under a coat (hello off-the-shoulder tops).
- Rag & Bone Addison Recycled Wool Scarf
- Anthropologie Braided Fringe Scarf
- Halle Berry x Sweaty Betty Leto Knitted Scarf
Logo Adorned Phone Case
If your phone is constantly at your side, make sure it’s got some style. Whether you use a designer phone case or pop it in a crossbody phone carrier, treat it like an expensive accessory.
- Gucci Beige Ophidia GG iPhone 11 Pro Case
- Burberry Brown E Canvas TB Phone Holder Bag
- Richmond & Finch Leopard Print iPhone 12 Pro Max Case
Fall/Winter Hat
Don’t leave wearing hats just for the beach! There are lots of Fall/Winter options to keep you cozy. Some even come with mix and match pom poms.
- Rag & Bone Floppy Brim Wool Fedora Hat
- Anthropologie Pick a Pom Marled Beanie Base
- Hugo Off White Fleece Bucket Hat
This category completes The Essential Checklist: Take It To The Next Level. I’m giving you a checklist download with all the categories, so you’ll have what you need at your fingertips.
Don’t forget to take a look at the Top Timeless Classics Checklist and see what other accessories you should have in your wardrobe.