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As a gal who’s been on all kinds of dates – from drinks and dinner to a champagne breakfast and hot air balloon ride,  I’ve learned how to dress for a date night.

Whether you’re just starting to date or have been married for years, dressing for date night should always make you feel gorgeous. Plus, when you dress to impress, he’ll definitely notice. 

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

Outfit Details:

Bodysuit c/o Tobi // Velvet Blazer: Theory // Jeans: Paige // Belt: Express

Boots: Louise et Cie // Bag: Francesca’s // Necklace: David Yurman & Ring: David Yurman 

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

Winter Date Night Outfit Inspiration

Here’s a great winter date night outfit that’ll go from coffee and bagels to drinks and dinner. If you’re hoping to take your date to the next level, this sexy and pulled-together look will definitely help make that happen.

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

Dating sometimes feels like a chess game. At times you’re just having fun playing the field. But the moment someone special catches your attention, you have to make a smart next move.

If you hope to win the final rose, opting for a stylish and sophisticated date night outfit is always a wise strategy. 

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

For a winter date night, the combination of sensual and classy is always a good move.

With the weather being colder lately, staying warm is essential, especially if you hope to extend your date to after-hours. That’s why a chic velvet blazer is a must-have. This type of jacket elevates your outfit while keeping you feeling cozy. Plus, the sumptuous texture invites him to be more affectionate, as it’s super-touchable.

To highlight your figure and add a hint of sex appeal, a long-sleeved bodysuit with a plunging neckline will surely capture his attention. Be ready to win his attention when he sees you in a bodysuit as sexy as this.

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

For me, my go-to look during winter is a pair of skinny jeans with knee-high suede boots. Not only does it feel versatile (as it can be worn virtually anywhere, from a casual bakery to a swanky lounge), it’s also super comfortable to wear (since most skinny jeans are stretchy). 

When shopping for knee-high boots, the most comfortable versions have stacked heels. This makes it easier to walk and will keep your feet happy throughout the date. Plus, a heeled knee-high boot is just plain sexy. So, it’s both a style statement and a practical shoe choice.

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

To add a little femininity and charm to your date night outfit, an embroidered clutch is a gorgeous touch. Plus, there’s no reason to schlep a tote bag along, as it’ll weigh you down. Keep it light and carefree with just the essentials.

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

When it comes to jewelry, a less-is-more approach is wise (especially if it’s the first date).

Rather than wear a lot of bling (which can overwhelm guys, at times), opting for understated jewelry looks tasteful and effortless. Classics like hoop earrings, a timeless pendant necklace, and a statement ring are the perfect finishing touches.

A Chic Winter Date Night Outfit That'll Go from Coffee & Bagels to Drinks & Dinner

For more date night outfits and style tips, check out the Fashion & Style section on Inspirations & Celebrations.

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Photography by James Molinaro of JM3. Location: La Playa Hotel in Carmel, California.


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