The ultimate rules of getting dressed


Topshop Bonded Lace Pencil Dress
We love trends, but essentials count too. Behold a list of what to wear when life throws you an occasion you need to nail.

What to Wear on a First Date

Wear something that’s truly you, whether that’s a lacy dress or a motorcycle jacket. No false advertising!

Topshop Bonded Lace Pencil Dress, $96,

Photo courtesy of

James Perse Skirt
What to Wear on a First Date

Let one (just one) thing flirt for you. You know: a low neckline or a high hemline.

James Perse Skirt, $125,

Photo courtesy of

Victoria’s Secret Ruched White Mini Skirt
What to Wear on a First Date

Recommendation: Make that one thing white. Guys love white. Trust us on this.

Victoria’s Secret Ruched White Mini Skirt, $40,

Photo courtesy of

(See also: Fall boots under $100)

NY Silk Square
What to Wear on a First Date

Accessorize with a story. Your dad’s watch, a scarf from Mexico, cowboy boots that once two-stepped. So helpful for any what-to-say-next moments. Oh—but not an accessory from (or a story about) your ex. He’s not invited!

NY Silk Square, $68,

Photo courtesy of

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Get a haircut
What to Wear to a High School Reunion

First, a reminder: Get a fresh haircut three weeks before. Two weeks if your hair’s super short.

Photo: Conde Nast Digital Studio

BCBGeneration Romper
What to Wear to a High School Reunion

Your outfit strategy: Do not wear any look you’ve ever worn to work. You and your closet are more interesting than that.

BCBGeneration Romper, $98,

Photo courtesy of Lord & Taylor

Madewell Blazer
What to Wear to a High School Reunion

One little side note: Undoubtedly, you’ll have to stick on a “Remember me?” name tag. So nothing strapless (or at least add on a topper!).

Madewell Blazer, $138,

Photo courtesy of

What to Wear to a High School Reunion

Please remember: At 18, your body was not finished growing, so for God’s sake, don’t hold yourself to that standard.

Photo: Conde Nast Digital Studio

Topshop Platform Heels
What to Wear to a High School Reunion

And don’t forget: Slide into some insanely sexy shoes to feel extra hot.

Topshop Platform Heels, $130,

Photo: Courtesy of

Chief Elegant Office Blazer
What to Wear on a Job Interview

Ignore the idea of “office casual” until you actually have the job. No interviewer ever thinks, If only she looked less professional!

Chief Elegant Office Blazer, $48,

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J.Crew Pencil Skirt
What to Wear on a Job Interview

Remember: Neckline at least an inch above your cleave; hemline a hand’s width above your knee, max. Old-school but true.

J.Crew Pencil Skirt, $158,

Photo courtesy of

Matt & Nat Jodjasm Moss handbag
What to Wear on a Job Interview

Carry a bag big enough to say, “Of course I can take work home…if I have to.”

Matt & Nat Jodjasm Moss handbag, $86,

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Kendra Necklace
What to Wear on a Job Interview

Sneak on one thing from someone who loves you. Feel more confident every second you wear it.

Max & Chloe Kendra necklace, $115,

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Tinley Road Peplum dress
What to Wear to a Wedding (Not Yours)

Think of it as “respectful-wear.” That means you should get dressed up via fabrics and accessories, not by baring tons of skin. After all, there are priests and small children present. Not to mention a bride who does not want to be upstaged.

Tinley Road Peplum dress, $69,

Photo courtesy of

Max & Chloe dress
What to Wear to a Wedding (Not Yours)

Wear something you can dance in. Obviously. There’s a $5,000 band there!

Max & Chloe dress, $88,

Photo courtesy of

MM Couture Dress
What to Wear to a Wedding (Not Yours)

Know that wearing black is OK! Tell Mom we said so.

MM Couture by Miss Me dress, $66,

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Little White Dress
What to Wear to a Wedding (Not Yours)

But white is less OK. What if Great-Uncle Hamish gets confused?

Photo courtesy of

Sabine statement ring
What to Wear to a Wedding (Not Yours)

Bring the bling. Go all out with jewelry. Chandelier earrings, every bracelet you own, a cocktail ring, They all say, “This is a truly special event. Thank you so much for inviting me.”

Sabine statement ring, $24,

Photo courtesy of

Butter LONDON nail lacquer vernis
What to Wear to a Wedding (Not Yours)

Get a mani. Goes nicely with a champagne flute.

Butter LONDON nail lacquer vernis, $14,

Photo courtesy of

Sophia & Chloe ‘Keep Calm and Carry On’ Necklace
What to Wear to a Wedding (Not Yours)

You’re a bridesmaid? Suck it up. You can build a bonfire and burn that awful dress tomorrow. Right now, you’re a friend.

Sophia & Chloe ‘Keep Calm and Carry On’ Necklace, $110,

Photo courtesy of

Natalia dress from J. Crew
What to Wear to a Wedding (Yours!)

Only one rule: Ignore all opinions except your own, and wear whatever the hell you want!

Natalia dress, $365,

Photo courtesy of

More from Glamour:

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