On regards to Wordliness, I find this is rooted in a Gnostic heresy where the material world was seen as made by an evil god. Plus, most of the time when the word worldliness is flung around, it is just a code word to hate anything of modern culture or anything outside their church. I would definitely be careful with someone like Steve Anderson, as he is quite pharisaical, and advocates for execution of Homosexuals. Now I best understand worldliness as giving absolute importance to matters of the world with no interest in God. Richard Rohr has a good understanding of the false and true self. The False self is the self independent of God, while the true self is in union with God. In using Fr. Rohr’s methodology, the world is the creation independent of God(I dont mean in a theocratic sense). Much Worldliness I would wager is a perversion and absence of a good. The best characteristics I can gather of worldly thinking are A) Either/or thinking, B) reductionism, and C) trust in brute might. IN fact, most of the churches that speak against worldly thinking just have an alternative worldliness of political incorrectness, separatism and self righteousness. In a non-worldly way, one could embrace the paradox of God being both absolutely soft and absolutely hard. In Peter Kreeft’s book on the Philosophy of Jesus, he stated that Jesus is softer than any liberal and harder than any conservative. The best example I can think of comes from the movie “The Prince of Egypt” when Moses comes across the Burning Bush. I think that this is one of the best representations of the otherworldliness of God that is haunting and firm, but not terroristic and bullying.
Now on having Fun, there is absolutely no sin in enjoying life. In fact, God made material blessings to be enjoyed. This is best contrasted with Sexuality. It would be just as worldly to treat sexuality as a necessary evil all for pro-creation not to be enjoyed as it would be to treat sexuality as a toy solely for personal gratification. This is also contrasted with the Liturgical Churches that have times of Fasting(Advent and Lent) with times of Feasting(Christmas and Easter). Either way, both the renunciation and indulgence are balanced out without resorting to any worldly extremes.