Winter can be tricky for dating. While your inclination might be to hunker down at home watching Netflix in your sweats, forcing yourself to get out there instead is always a good idea! There is something inherently romantic about cozying up at dinner in the winter with a great bottle of red, watching the wind howling outside. But what do you wear out on a date during an exceptionally cold winter season that’s sexy without freezing your ass off?! Here are seven winter date outfit ideas to help you make a great impression this time of year.
First Date Outfit
Okay, a first date outfit can be a bit tricky as you definitely want to make a great first impression! A black mini skirt or little black dress with a blazer and knee-high boots is a great option for almost anywhere your date takes you. Layer a simple tee underneath and add a cute bag for an easy date night outfit formula.

Late Night Drinks
A silky maxi skirt with a sexy tank is a winner for a late night meet up and the perfect balance of comfort and style. Add simple accessories and a chic bag to complete your look. Wear a long coat over top to stay warm and cozy on your commute.

Dinner Date at that Hard to Get Reservation
A slip dress is the perfect date night outfit to hit that hot spot you’ve been dying to try. Add a leather jacket, a metallic bag and a red lip to complete the look. And while you might not want to slip on a pair of heels, some reservations require you to muster up your energy and wear them anyway! (who said you don’t have to suffer for fashion sometimes?)

Low-Key Afternoon Date
A date spent strolling Central Park or visiting a museum means you can be a bit more casual and comfortable than at dinner or drinks. It’s a great way to get to know someone in a casual way and finding the perfect winter date outfit is a bit easier too as you can really let your everyday personal style shine. High-waisted jeans with a button-up shirt and knee-high boots is the perfect outfit to feel chic and comfortable during your date. Add a cropped suede trucker jacket to complete your look and stay wam in cold weather.

Movie Date
While your conversation might be kept to a minimum, your style doesn’t have to. Slim-fit knit dresses let your winter date outfit do the talking and project that effortless vibe that’s always so hard to achieve! It also allows you max comfort while sitting in a movie theater for a couple of hours. Oversized blazers or wool coats like this one are the perfect layering piece to complete your look.

Casual Coffee Date
A coffee shop is often a super cozy and intimate way to meet on a first date. You can actually hear each other talk so it’s an easy way to get to know each other better. And there’s no pressure with ordering or paying an expensive check like at dinner. The good news is that your style can be more relaxed too. A good pair of jeans with a fitted turtleneck and tall boots are the perfect coffee date look. Layer a denim jacket or a cropped trench like this one for the finishing touch.

Weekend Brunch
Who doesn’t love a boozy weekend brunch in the winter months? Wearing jeans and a fitted long-sleeve top is sexy, but casual in a not-trying-too-hard kind of way. Throw on a statement coat over your favorite pair of denim to have a little fun and take your look to the next level. Faux fur coats like this one are a huge trend and add a little irresistible softness to your look.







