As you may already know all dressing is dependent on the activities and formalities of the 'where' as well as the time of day. upscale night dinners call for classy and sophisticated ensembles while daytime dates such as a picnic or game dates call for comfort and casual chic.
My opinion is for you to ask your date where you will be goin for your date.That way you will dress appropriately.A night date can be easy to dress for if you know there will be a little dancing and drinking after.
The first and most important trick is to know what works on your body and what colors accentuate your eyes and complexion.You are looking to give the best of yourself in a few hours.Choose a style that shows your honest self(there is no point pretending to be someone else and probably he isn't the ONE.Remember,first impressions always count.ALWAYS! If you know you look good and feel comfortable,your confidence will be improved which is likely to do wonders for your date.
Trick two is to aim for the middle ground.Don't try too hard but don't be sloppy.Ladies you don't have to go all red carpet glam the first time round nor red light district short dress.Guys,A first date doesn't necessarily call for suit and tie nor Bermuda shorts and tees.Neutral colors,classic styles and simple accessories are always your best choice.
Here are a few ideas and where i think they would be ideal.