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Occasion Guide
Date night outfits.
The best date outfit feels like the best version of you: something you are comfortable in, with one detail that makes you feel great.
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Match the date
First date drinks
- Fitted top or silky camisole
- Straight-leg jeans
- Heeled ankle boots
Dinner out
- Slip or wrap midi dress
- Strappy heels
- Leather jacket
Daytime date
- Sundress or linen set
- Clean sneakers or sandals
- Crossbody bag
Date tips
Do
- Wear something you have worn before and love
- Choose one focal point — a color, a neckline, a great shoe
- Dress for the venue
Don’t
- Debut shoes that hurt
- Wear something you will fidget with all night
Frequently asked questions
What should I wear on a first date?
Something comfortable that you already know looks good — great jeans with a nice top, or an easy dress — matched to the venue.
What should I wear for an anniversary dinner?
Dress up a level: a slip or wrap dress, or a silky top with tailored trousers.
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