What women should wear on a first date, and why

Preparing for that first date can be a panic moment. What do wear, how to impress, what image you want to show. It is one of the most stressful times you can have when you are single, and it doesn’t matter what age you are either. It doesn’t have to be so much of a panic though. If you follow a few simple rules, you will find that each first date is pretty simple. So here we go.


Know where you are going, or at least what level the place you are going to be going to is. If you don’t know if it will be a beer bar or the opera, you can’t really plan. At least get an answer so you know if it is tennis shoe level or high heels. There is nothing worse than wearing a tight cocktail dress and ending up at the bowling alley. If your date wants to surprise you, make sure you have the parameters. Better yet, discuss the date as surprises on the first date are not the way to go. 


Don’t wear the 6-inch heels you want to, unless you are so comfortable in them you can do acrobatics. Wear something that you feel comfortable in and cut down on the chance of a fall, which of course is always so elegant. Pick something that makes you feel sexy and confident, but something that you are used to wearing.

Come hither outfit

Avoid it, men don’t need it, they are quite fine hithering with whatever you wear. Show a little skin, but not too much. Save the “blow their shoes off” look for a date further along. The first date is a date to get to know each other and decide if there will be more at another time. 

Be comfortable

Wear something comfortable, we don’t mean sloppy, we mean comfortable. No sweats and a t-shirt. Wear something that you are comfortable wearing for a long period of time, not something that you can’t wait to get home to take off (unless?…never mind). There is nothing worse than getting along well and having a long chat and then all you can think about is how you feel like you are wearing a corset and can’t pay enough attention to the conversation. Be comfortable and be yourself. 

Don’t experiment

First dates are not the time to experiment with new shoes, new clothes, and definitely not a new hairstyle. Stick with what you know. If you experiment there is always the chance of something going wrong and one disaster will lead to another. Keep it simple and safe. You can always experiment later after a few dates when a disaster will be recoverable. 

Willpower enhancers

If you really like the guy and want to take it slow, and have a little worry that you might fall to his charms, we suggest what we call willpower enhancers. If you are wearing pants, don’t shave your legs, and whatever you wear, wear the most embarrassing panties you can. We find granny panties work well (and we cringe when we say this, but damn, they are comfortable too). With those, no matter how drunk and amorous you get, you will probably die before getting undressed as the fear of embarrassment will keep your willpower strong.

Most of these are common sense, but sometimes it’s good to remind ourselves of the basics so we don’t fall into a disaster. A first date is very important and you need to plan out what you are going to wear ahead of time. No last minute surprises. Just go out and enjoy yourself. Feel special being who you are.