Greetings and Welcome!
I think that the guilt started to slip when I found I was really enjoying life for the FIRST TIME, not watching what I was saying and thinking every minute of the day and got away from people who were doing the same. Both my husband and I made new friends and began associating with new people, and found we really listened to how they felt and saw how they lived and we stopped judging them, then stopped judging ourselves.
You mention going to your son's game, which is a naughty to JWs, but how important is that you as a parent and to your son!!! WT has the 'seen/not heard/pioneered' mentality about children, rather than loved/guided/prepared.
Also, when I realized that we will not live forever, as I was programmed to think (the belief tells you that you can and should put off indefinitely what brings you satisfaction ), I started to grasp the meaning of life to an extent, that we should be happy and enjoying our loved ones and feeling satisfaction from what we do, because life is short, and that makes it all the more precious.