You should know where you are going on a date first. Then, you should focus on the reason why you are going on a date with this person. To flirt with him, to impress him, to spend some extra time with him, to be able to know him farther for more possibilities? Your decision is based on what type of dating you will have and you will recognize from the initiator. If you will go to a theater, what kind of movie are you going to see? Dress casually and comfortably that will also make your date see your beauty and at the same time your persona.
Don't reveal any part of your body that will make you sexy. You don't want any negative outcome from this date - whether you like or not like the person you are dating. Remember, this is just like a job interview. Both ends will judge each other. He will judge you and you, him. Example: My brother date my neighbor long time ago. My brother told the girl they will go to the beach because beach is romantic sometimes and plus he wants to see some body part to see if the girl has tattoo (He doen't like girls with tattoo) .
They went to the beach to play in the sand. The girl is pretty but I don't think she will be in a two piece. But she is really likeable, nice, smart, honest, funny, and sweet. She wore heals in the beach with her above the knee shorts. She thinks she looks good in heals and shorts. My brother is so in a beach attire and it made him uncomfortable because it confuse him how to handle the rest of the date with her, not offending her at all. You judge this date and use it to better judge your own.
i hope you have fun.
There is a lot of advice around on this topic. My suggestion would be to dress casually and attractively, but not too provacatively. By dressing casually, you set a tone for the date. It shows that you are at ease with yourself and also helps you to be open to communication. In contrast, if you wore a tuxedo or ballgown it might be a bit intimidating to your date!
Usually, first dates are friendly and fun so your clothes should be comfortable but neat. Of course it partly depends on what you will be doing during the date. You can dress in an attractive way to make a good impression.
However, don't reveal too much skin; it can send the wrong message. Suggested dress for a man is a blazer, shirt and slacks. For a woman, a skirt, blouse or sweater and sandals are a nice outfit. Of course, these are just rough guides and there is much room for interpretation, based on the weather, the activity and personal style.
You should wear some thing tight outfit or whatever way he/she likes. In my opinion your dress should excite your counterpart to get into action quickly. So I've given you enough info. Now it's your turn to decide the kind of 'wear'. I think this not only applies to the 1st one but everytime.