Date Night Outfit Ideas to Keep Them Coming Back

Date outfit ideas which will take you from first dates to anniversary nights.

23.01.24

By Sophie Smith

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Get your flirt on.

You’ve said yes to plans, so now you need some date night outfit ideas that will turn heads and leave you feeling as good as you look. Whether you’re hitting up happy hour, going to a fancy dinner, playing mini golf, or just grabbing coffee, our range of date outfits is sure to have the piece for you. From slinky mini dresses, to tailored two piece sets, to casual and versatile staples, we’ve got your cute date night outfits covered.

Whether this is your first date or your hundred and first, scroll on to view our top picks of date night outfits which are certain to please your partner – but most importantly, yourself.

Read on to view our fave pieces for first dates, casual dates, dinner dates, and seasonal date night looks.

First Date Outfits

Just say yes.

Feel cute in our first date outfit ideas, from flirty mini dresses to feminine two piece sets to staple maxi skirts, we’ve got you covered. If you’re heading to a more formal affair like a dinner or cocktail bar, opt for a statement mini dress with a fun print or dazzling embellishments to show off your figure and attract just enough attention. Going for something a little more chilled? Pair a maxi skirt with boots or sandals and a crop top for a look that will take you from coffee shops to lunch dates. Alternatively, layer a mini dress with a plain tee underneath, add chunky boots, and a leather jacket for an elevated casual approach.

Scroll our top picks below.

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Premium Pearl Embellished Mini Dress
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Premium Metallic Crackle Faux Leather Mini Dress
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Premium Heart Embellished Blazer
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Premium Embellished Split Mini Skirt
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Premium Tailored Bead Embellished Bow Detail Mini Dress
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Embellished Diamante Heart Cropped Blazer
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Embellished Diamante Heart Ruched Skirt
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Casual Date Night Outfit

Let’s keep things casual.

In need of a coffee date outfit? Meeting your partner for a walk, a coffee, to catch a movie, or a cheeky after work drink? You still need to feel cute, but there’s no need to get all dressed up. Casual date night outfits have entered the chat. Opt for a classic denim outfit for a low effort, high-reward look that is ultra comfortable and looks great with sandals, sneakers, and boots alike.

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Ribbed Funnel Neck Mini Dress
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Plus Size Floral Ruched Skater Dress
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Long Sleeve Zip Through Denim Dress
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Ribbed Funnel Neck Mini Dress
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Ribbed Off Shoulder Halter Neck Midaxi Dress
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Contrast Stitch Detail Denim Dungaree Dress
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Dinner Date Outfit Ideas

Would you like to see the dessert menu?

If you’re heading out for dinner, you need a dinner date outfit that is both comfortable to eat in, and that looks great and leaves you feeling confident and flirty. Opt for a satin dress with a figure-skimming silhouette for a look that keeps things sexy while giving you room to go for the full three courses. Alternatively, make a statement in a tailored jumpsuit or a tailored two piece set. These options are still formal, but give a little edge as your stray from traditionally feminine date outfit ideas. No matter which look you go for, just make sure you save room for dessert.

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Paisley Devore Angel Sleeve Jumpsuit
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Satin Halter Tie Back Mini Dress
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Premium Tailored Wide Leg Trousers
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Premium Tailored Bandeau Peplum Top
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Satin Puff Bandeau Mini Dress
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Graphic Floral Halterneck Satin Mini Dress
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Blurred Floral Satin Bias Maxi Skirt
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Premium Star Hand Embellished Pants
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Premium Star Hand Embellished Blazer
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Summer Date Night Outfits

Sun’s out.

For date nights in the summer, your date night outfits need look as hot as the weather outside. Opt for relaxed maxi dress with a leg split for a look that will keep you cool while looking like you’ve put in lots of effort. Two piece and three piece sets are also ideal for looking high-effort with minimal thought and energy.

Go for fun colors or bright patterns to keep things seasonal and fun.

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Premium Hand Embellished Celestial Cowl Neck Maxi Beach Dress
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Premium Pearl And Diamante Embellished Ombre Maxi Dress
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Printed Mesh Ruched Front Maxi Dress
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Premium Fringe Bonded Satin Bralette
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Premium Fringe Bonded Satin Shorts
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Fall Date Night Outfit Ideas

Pick you up at 8.

If your date is happening in the fall season, dressing for it can be a little trickier. In fall the weather ranges from shorts and crop top days to cargo pants and chunky knit days, so planning your fall date night outfit needs to account for this. Opt for knit dresses or dresses made in thicker fabrics like suede for any weather eventuality. Sleeves and earthy tones are always a bonus in pumpkin spice season, and make sure you dust off your fave knee high boots or chunky boots!

Check out our blog post about transitional dresses for looks that will take you seamlessly from summer through to fall and winter.

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Acid Wash Cut Out Detail Ribbed Knit Two Piece Set
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Chunky Knit Pocket Button Up Cardigan
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Acid Wash Cut Out Detail Ribbed Knit Two Piece Set
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Brushed Knit Oversized Turtleneck Jumper Dress
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Ombre Wrap Back Knit Crop Top
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