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,

Photo courtesy of

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,

Photo courtesy of

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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:

30 Sex Tips Every Woman Should Consider

10 Things He's Thinking When You're Naked

What Your Swimsuit Says About You (According to Guys)

50 Things Men Are Afraid to Ask For (But Really Want)

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