September 23 Libra - What sign should I try to date?

With what you have posted, both your venus and mars are in fall and detriment. That would mean that love is very complex for you. Sadly you did not post a complete birth data. To suggest what sign may work for you is truly bad astrology. The first thing is chemistry. Doesn't matter the sign, but without that Oh Yeah kind of feeling, no matter how compatible the charts are, it will go no where fast. Truly, astrology synastry is designed to look at charts AFTER a relationship gets a little going (maybe after 3-6 months). I will not waste my time or clients money to look at a meeting of interest. So go out and enjoy yourself, then should you find yourself slipping in the love world, and beginning to feel like a couple, then look at the charts. We look at the charts to see how we as a couple can maintain, and improve what you have going. That is the western idealology of astrology. Vedic astrology may approach things differently, but nowadays most people want a marriage of love not convience.