BY: LBL Team

Your Guide to Dating in Winter

Have you heard of “cuffing season”? If not, it’s the period during the fall and winter months when singles find themselves looking to be tied down with a relationship to get through all those cold, gloomy, and dark days. Since dating can be challenging during this time of the year, here are six tips for dating in winter:

1. Learn to be comfortable

It’s hard feeling sexy while wearing thermal underwear. But, remember that feeling comfortable is more important than looking stylish. After all, nothing is sexier than feeling comfortable with yourself and radiating confidence.

2. Winter clothing is universally flattering

It’s difficult to look bad in a sweater. Get out your favorite cardigan or turtleneck sweater, and feel free to sport it as much as you like over the next few months.

3. Wear comfortable, stylish boots

Do your research and invest in a pair of comfortable, waterproof, and hip boots that you can walk in for miles on end (including trudging through snow), and that you can wear on any date you might have.

4. Invest in a good down jacket

Try on a ton of different down jackets until you find the one that works for you. Similar to a good pair of black boots, a good down jacket will never go out of style.

5. Try winter activities on one of your dates

While you should always play the first date safe, consider trying a winter activity for a second date. Choose an activity that’s wintery with romantic undertones, such as ice skating or sipping spiced cider by a fireplace. You can also take a winter walk around a local park or pond, and then grab some hot chocolate.

6. Host a singles party

Turn it into a potluck where people bring stews and soups. Invite all your friends, neighbors and coworkers, and insist that they bring along at least one single person who you haven’t met yet.

Winter dating is all about being comfortable

When it comes to finding love during the winter months, it’s all about being comfortable in your skin. Don’t be afraid to wear comfortable clothing and to try new ways of meeting people, such as through singles events or at coffee shops. While a lot of people might be hiding indoors to escape the cold, there is still plenty of fish in the sea to meet!

  1. “8 Survival Tips for Winter Dating,” Marie Claire, December 16, 2010.
  2. “WTF is Cuffing Season?! Your Guide to the Winter Phenomenon,” Shape, n.d.
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