Go for Comfortable Heels I always wear a little block heel on the first date. Im 53, so typically a little height makes me feel more comfortable overall. However, a block heel is also a great choice in case you dont know for sure how tall your date is.

Is it weird to wear heels on a first date?

High heels you can barely walk in You never know where a first date is going to take you. Wear comfortable shoes so you can be up for anything. Plus, you dont want to make your date feel short -- especially if this is the first time youre meeting him -- so high heels arent a good choice in that respect, either.

Should I wear heels for a date?

Unless youre 5ft 10 or over, you must wear heels on a date. Its the only acceptable form of footwear. “Make sure theyre comfortable, broken in and you can walk in them. Confidence on a date is key so wear heels.

What should you 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 I wear leggings on a first date?

While some of us tend to look overly sexy on a first date, others tend to be way underdressed. Even if you have a bikini-ready body, do not wear leggings, a hoodie, or your worn-out sneakers on your first date. Youll give the impression that you have no interest in putting forth the effort to look nice.

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.

What should a lady wear on a first date?

If you feel good in what youre wearing youll look good; confidence is everything. For a dressy dinner date, Id go with a shift dress or skinny jeans, a silk camisole, blazer, and heels. For a casual dinner, boyfriend jeans and a cute blouse or tee are always a great bet.

Can I wear a crop top on a first date?

And speaking of jeans, denim is definitely first-date approved. Try a pretty top and colorful mules with vintage-washed straight legs for a put-together casual vibe, or balance out a billowing crop top with a long pair of cut-off shorts or loose-fitting bottoms.