Dress and sneakers always! It keeps you comfortable and can show your personality. Personally, I love just a great-fitting retro or plain tee and a killer heel, fun sneaker, or statement bootie. For first dates, its more about the little details.

What shoes should you wear on a date?

Boat Shoes. Boat shoes are great because unless youre physically on a boat when you meet her, youre pretty open about living a lie. Canvas Shoes. In the warmer months, breathable, streamlined canvas shoes can be great. Sneakers. Oxfords, Brogues & Saddle Shoes. Loafers & Driving Moccasins. Cowboy Boots. Dress Boots. Sandals.15 Oct 2015

Should I wear heels on first date?

Heels are a perfectly acceptable shoe choice for a first date if they make you feel comfortable and confident. However, if youre worried about your own physical discomfort or think youll feel better in flats, by all means go for the strappy sandals or ballet flats.

Can a girl wear sneakers on a date?

Depending on the date, you can totally get away with casual pieces if thats your comfort zone. White sneakers are the perfect offset to a feminine dress; likewise, a pair of pastel kitten heels looks amazing as a focal point with a T-shirt and jeans. And speaking of jeans, denim is definitely first-date approved.

What is the best outfit to wear on a first-date?

For men, try a basic t-shirt or button-up with jeans or chinos styled with a belt, dressy shoes, and a nice watch. For women, go with a little black dress or a casual blouse and jeans finished with feminine accessories and a natural makeup look.

Can you wear leggings on a first-date?

These jeans dont have to be too serious as you will be spending most, if not all of your time at your house or at your dates house. If you have a pair of nicer yoga pants or leggings, you may also be able to wear these on your date. However, you will want to avoid clothing that is too casual, such as loose sweats.