Ah, the big date. And with a possible Mr. Right. Surely you would like to look your best for the occasion without trying too hard. And of course, for the evening to be perfect, with no mishaps.

Choosing your outfit for your first date is not just about choosing clothes that look good. Here are some factors that will help you narrow down your choices from your wardrobe:

• Where will you go? Will your date be at a classy restaurant? Or at a more casual dining place? A relaxed place will definitely call for more relaxed clothing, while a classy place will certainly require a more dressed-up look.

• What will you do? This is related to the first question, but this one also zeroes in on particular activities. After that fancy dinner, do you think it will be likely that you and your date will be walking around nearby, especially if the beach is just near the restaurant? Then you should give up on those pointy heels – or better yet, keep some stylish but comfortable flats in your handbag just in case you will need to do some walking.

But when in doubt, wear something comfortable yet dressy, especially if your date is a little mysterious on where you two will be going. And the rule is always, always – better to be fashionably underdressed than fashionably overdressed.

And, even if you’re going to a fancy dinner, aim for an easy, natural look with just enough make-up. Don’t go for the overly sophisticated, fully made-up look. The latter will send a subtle signal of you being distant and difficult to reach, while the earlier will make you more real and approachable.

After all, the first date is about you getting to know each other, so you would want to be comfortable and relaxed.