Advent is actually a preparation for the second coming of Christ, however, it's a reminder of 3 kinds of coming: coming of Christ at Christmas, the second coming and between the birth and when he will come again, his coming and entering into our hearts.
Advent isn't just about preparing for a day, but for a person and for a relationship. Padre disagrees with Fr Mike Schmitz about advent not being a time of penance (from a 2016 youtube video).
Ways to prepare include; picking up a reflection or journaling book, going back to the simple truths, meditate on the holy family, carve out silence, make a prayer space, practice waiting and practice penance and almsgiving.
Book recommendations:
Advent and Christmas Wisdom from Pope John Paul II - compiled By John V. Kruse
Adore: a guided advent journal for prayer and meditation - Written by Fr John Burns and Illustrated by Valerie Delgado
T.B.G
Stina - an opportunity for Charity to be at work in a relationship where boundaries are not respected
Padre - 5 Seminarians Birthdays, and their affirming brotherhood
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