Ring in Cuffing Season With These Stylish Winter Date Outfits (2024)

FAQs

What to wear on date night with husband? ›

Cute and casual date night outfits can be as basic as jeans and a graphic t-shirt to dresses and flirty sandals for the ladies. For men, jeans are most common and are easy to elevate with a crisp button-down shirt or a sport coat over a tee.

Think elaborate prints, standout furs and sultry leathers that will really make an entrance on your next night out. Style yours over your favorite LBD or simply wear your coat with nothing underneath for a chicly suggestive take.

When in Doubt, Wear Red or Black. According to color psychologists, the best colors to wear on a first date are red & black. Wearing the two romantic colors, especially if you're a woman, can make you appear more attractive and more desirable to your date.

You want your outfit to feel as laid-back as the date. "Opt for a casual, easy vibe," Priyanka says. "Keeping it low-key is the main focus." As jeans are practically the definition of casual, they're an ideal choice. "Light-wash, high-waist denim with a T-shirt is a great look and also very classic," Priyanka notes.

A midi-length dress and strappy heels are perfect for a dinner date. A strappy floral dress will go well with sandals if you are headed to a park. A casual sport fit is perfect for a sporty activity like bowling. A crop top and a pair of jean pants are perfect for a club date paired with sneakers and a sling bag.

Dress well.

Stock up on stylish winter boots, uggs, sneakers, slippers, sweatpants, jeans, sweatshirts, leg warmers, sweaters, leggings, tights, and hats! You can even wear a dress in winter if you layer properly. Choose lightweight materials to layer so your outfit doesn't look bulky.

You can wear jumpers, cardigans or slipovers to keep your upper body warm. Then add a pair of trousers such as some corduroys to keep the lower part of your body warm. Finish your outfit off with a pair of thick socks, which will stop your feet from getting cold.

When in doubt, black, gray, white, and red can work with basically any skin tone. Take the season into account when choosing a brighter or darker shade; lighter colors do well in warmer weather, while darker shades are more popular in winter.

What to wear out for dinner in 2024? ›

For formal outings, women should wear an evening gown or cocktail dress, though casual chic, check, or leather works for informal dates. Men can't go wrong with a suit and tie, but you can dress down for a relaxed dinner with a light jacket or athleisure.

Embrace the winter chill with a cozy yet chic sweater dress paired with knee-high boots. This combination not only keeps you warm but also exudes effortless style. For an extra touch of edge, throw on a faux leather moto jacket.

Is dating harder in the winter? If you're someone who hates venturing outside in the cold and has a tendency to nest at home, it can be. Especially as our energy levels can dip and we can lack serotonin and melatonin due to fewer daylight hours, making us feel sluggish.

For a Low-Key Meetup

If jeans are your comfort zone, dress up your favorite pair with a pretty puff-sleeve top and colorful mules. Great for a picnic or a low-key night on the town, this first date outfit exudes effortless confidence.

Men's winter first date outfits

Winter is a time to layer up, but this doesn't have to mean style comes second. If you're meeting for a daytime date, perhaps a trip to a food market or a crisp walk, start with a pair of jeans and layer a crew neck jumper over a long-sleeved shirt.