From what you have written...it does seem that you are over thinking. We ask someone out and go on a date or 2...if there is a spark, then 3-4 dates. Dating is all about trying each other on for size. We can't know in advance if a person is right for us, and we very often choose wrong, but discovering whether there is potential for any longterm relationship is the fun part. There may need to be some compromise, and we may not be perfectly suited, but as 2 consulting adults you get to choose together what is acceptable, what isn't .

There is no one size fits all...Age , gender, interests, financial status , physical compatibility, aspirations for the future...these all determine whether there is potential for a future together...the great thing is you get to decide together.

I wish you all the very best moving forward, Skull&Crossbones.