Original post by usualsuspectsThe poems were a harsh start, you were right to downplay it with some comedy. Did you read the clouds? Also nice are Menander and
Terence.
I suggest you try, first of all, something more accessibl, in order to witness how classics can still be very modern: try the de brevitate vitae. If you like it there's more on that line, like the epistulae ad lucilium and de tranquillitate animi. And that's philosophy. Cicero wrote some books on philosophy which are interesting because of his eclectic approach. Then Epicurus letters on happiness, plato's letters like the seventh (also about politics), symposium, apology. If you happen to like stoicism, Marcus Aurelius and Epictetus are very good too.
For politics, politeia by plato and De republica (watch out for the somnium scipionis part, simply sublime) by Cicero are great. Many of cicero's works are on politics, those are all good. Great oratory too, but be careful, he was a lawyer and "pragmatic idealist", so some of his speeches l didn't represent what he really thought but were pronounced to achieve his political objective to support the republic (which in some cases meant attacking Pompey, in other defending him against caesar's populares). In Catilinam and philippics were very meaningful, as well as the original one by Demosthenes of course!
Politics mixed with historiography, de coniuratione catilinae by Sallust. Plutarch is my favourite proper historian. Once you start developing some knowledge about the field, pick the parallel life of characters that interest you (my favourite for example is Cato the younger). Suetonius is solid fun too.
For poetry, de rerum natura.
On literature, the unknown on the sublime.
Let me know if you need further guidance and want to explore something/someone more specifically.