Most Helpful Guy
For the first time, definitely start small.
Dating is just like a business or a job; you start off small then invest more as you go along.
I'd say a good place to start dating would be a relaxing and sociable environment where you two can get comfortable, be yourselves and get to know each other.
A great example of this is Starbucks!
I'd definitely avoid unsociable environments for the first few dates like a movie, or some really expensive place. You just met the person, so you have to get to know them more and not invest too much into them before you do.
Hope this helps!
Most Helpful Girl
you can tell him a few things you like, but at the end let him plan.