For women, go with a little black dress or a casual blouse and jeans finished with feminine accessories and a natural makeup look. Stick to solid colors or small-scale prints and avoid anything with loud patterns and obnoxious colors that may distract your date.

What should a woman wear on a casual winter first date?

Winter is no time for taking fashion risks, especially not a first date. Opt for a pair of jeans and a casual jacket — think, a bomber, denim jacket or trench — for a fresh and easy approach to the date night dressing.