I know that people panic about what to wear on a first date and for good reason.
Women judge you by all sorts of weird things, but there are a couple you can definitely do something about. Your clothing is one of them.
As outfits go, until you get to know a women well, stick with 2 things:
- A suit
- Jeans and a shirt (either a t-shirt, nothing too tight, or a collared button down shirt, please avoid polo shirts)
As a man, when you first meet a woman, it’s face, breasts, legs. When a woman meets you, it’s face, hair, shoes, clothing, crotch.
Shoes mean a LOT to a woman. Make sure your shoes are always clean. If they are smart shoes, ensure they are polished, and get into the habit of not scuffing your feet as you walk.
With jeans, wear some nice boots, not ones with heels or cowboy boots, and don’t tuck your fucking jeans in your boots. If you can avoid wearing sneakers please do so, unless your first date is tennis. You can get some fantastic casual boots that look very rugged.
A suit will never be out of fashion. Ensure your jacket is not too long and don’t button it. Have a cleaned, IRONED, shirt and only wear a waistcoat if you are trying to be super smart.
What a woman wears to a date tells you a lot about her and what she may be expecting from the date. If at all possible, agree on the style of dress. You don’t want to turn up in a suit, with her wearing a scruffy t-shirt and jeans. Even worse, finding out you’re meeting in a cocktail bar and you come dressed in leisure wear.
Above all, clean and well maintained is the look you want to achieve.
Too groomed and she’ll think you’re gay at worst, vain at best.
Not groomed enough and she’ll be ashamed to be seen with you. Not a promising start.
If you’re still not sure what to wear on a first date think about buying a guide on how to look your best.




