There's no "one first date outfit fits all" unfortunately. You'll need to consider what you're doing for the first date. What you might wear for dinner at a fancy restaurant is going to be quite different from what you might wear for a hike and picnic.  For men, if it's a more casual date (going for coffee, or something) you might wear clean jeans that are in good repair (no holes) and a nice button-down or sweater. For a more formal occasion, you might wear dress slacks in black or charcoal and a dress shirt. You could also add a tie or vest. For women, good casual date apparel would be your nicest pair of jeans and a nice shirt, or a skirt and nice sweater. For a more formal date you might wear a nice black dress, with nice shoes, and some jewelry. It's good to check the more formal place to see what their dress code is so that you don't over or under dress. No, this doesn't mean, wear your rattiest t-shirt and sweatpants. You are trying to impress your date. What it means is that you wear things that you feel comfortable in, because if you don't your uncomfortableness will translate to your date.  Avoid wearing something you've never worn before, especially if it's a new trend you're trying. You might end up fixing your dress the entire night, or really wishing you hadn't worn those new shoes. It's a good idea to wear something that you'd normally wear (even if it is a little dressier than usual) so your date doesn't expect you to keep wearing something that isn't you if you date for a while. This may seem like a no-brainer, but it's very important. You want to make sure that your date sees the best parts of you. Your clothes should hide and enhance. If you need to, get help from a friend.  Your best features could be your eyes, in which case you would want to wear something to bring them out. For example: if you have beautiful green eyes, wear a sweater in the same shade to make them more obvious. It's a good idea to stick to one thing, rather than trying to show off all your assets. For example: you might wear a skirt that shows off your lovely legs while wearing a sweater on top to cover up your chest. It's important that you don't completely change your style when you're going on a date and looking to impress. You're going to create expectations that it's going to be hard to fulfill, which will disappoint the other person and could ultimately hurt you.  For example: if you're typical outfit is jeans and a t-shirt, you're going to want to wear something along those lines. Opt for a long-sleeved shirt, or a button down and sweater and make sure that the trousers you pick (even if they're jeans) are hole-free and fit well. Obviously, this doesn't apply to more formal occasions since most people don't typically dress who they dress for a formal occasion. Still, even then you want to preserve your natural style (so don't wear heels if you never wear heels, for example). There are some things you just shouldn't do when you're trying to impress someone in a date. Avoiding these things will go a long ways towards impressing your date.  Khakis are a big no. They're perfectly fine for day-to-day use, but they simply don't appear dressy enough for impressing your date. Flipflops are too casual for a date and they won't impress. Sandals are fine if it's hot, or if you're having a date at the beach, but ditch the flipflops. Overloading on scent is not going to win you any favors, whether it's perfume, cologne, or body spray. A couple spritzes are really all you need. You're not trying to overwhelm your date with scent.
++++++++++
One-sentence summary -- Dress for the occasion. Wear something you feel comfortable in. Flatter your best features. Enhance your normal style. Avoid some outfit blunders.


Sit down comfortably with at least one foot flat against the floor. Your knee should be bent down at a 90 degree angle, making your leg perpendicular to the floor.  You should also relax the muscles in your leg as you prepare to measure it. This leg is the leg you will need to measure. The vast majority of people can get away with only measuring one leg, but if one of your legs is slightly shorter than the others, you may want to consider measuring each leg separately. Your leg is straightest in this position which is why you need to keep it this way for both your calf height and circumference measurements. Place the end of a soft tape measure at the bottom of your heel. Extend the tape measure upwards, over the back of your leg, until it hits a point just below your kneecap. You can then take this calf height measurement and compare it to the shaft height measurement of the boots you are looking at. Find the measured height of the boot on the tape measure as you have it pressed against your calf. This spot is the point at which the boot shaft will most likely land on your leg. Locate the widest part of your calf and place the end of a flexible tape measure there. Wrap the tape measure all the way around your calf until it intersects with this starting point, then take the measurement at this point of intersection.  If you want to be really precise, figure out where the top of the shaft will land on your calf using the shaft height measurement and measure the circumference of your calf at that point. Compare your calf measurement to the shaft circumference of the boot. If the boot shaft circumference is smaller than the circumference of your calf, the boot will not fit well. If it is an exact match, the boot will fit but may feel a little too tight or snug. If the shaft is too much larger—usually 1.5 inches (3.8 cm) or more—the boot may end up feeling too loose. A boot shaft circumference can, however, be 0.5 inches (1.25 cm) smaller than your calf circumference if the material has enough elasticity to stretch over your calf.  An ideal situation would be for your boot shaft circumference to be 0.25 to 1 inch (0.6 to 2.5 cm) wider than your calf circumference. Beyond the basics of fit, your ideal boot shaft height is merely a matter of personal taste and preference. There are a few things worth keeping in mind when considering how high you would like a boot shaft to be, though.  If the shaft of a certain boot will end right at the crease of your knee, that boot is likely to pinch and rub your skin as you sit, making it uncomfortable. If you have notably wide calves, the best options will usually be ankle boots and similarly short boots. The shaft of these boots will stop just above your ankle and below the widest part of your calf, creating a more relaxed fit. Your height can also determine an ideal boot shaft height. As a general rule, shorter legs look better with shorter shafts and longer legs look better with taller shafts. If you are petite, a shaft height taller than 14 inches (35.6 cm) may overwhelm your figure. If you are tall, a shaft height shorter than 15 inches (38.1 cm) may throw off the visual balance of your legs.
++++++++++
One-sentence summary --
Sit with your foot flat. Measure up the back of your leg. Measure around your calf. Estimate an ideal boot shaft height.