equestriatola wrote:
Taking her to a sporting event is one thing. Walking around a beautiful park is another, as is showing her a comedy club.

Walking around a park sounds nice, but the other two sound too uneven to me. One person is
taking the other somewhere, or
showing them something. So it's likely that one is going to be much more within their comfort zone than the other. I like dates where both people are trying something new or going somewhere they have both been before...that sort of thing. When I'm organising a first date and they say something like "come to this great restaurant I know", it always makes me feel on edge because I know they have the advantage of familiarity and comfort, while I'm trying to get used to both a new person
and a new place/activity.
I like to keep the first date simple and meet up for a drink. Good becomes great if we are getting along well enough to move on to another impromptu activity together (e.g. movie, walk...)