Go back in time and there's a few events with your family then with the neighbors.
I think the Gwynn event was before Skeeball but could be wrong. Unless you have to sleep first or do the events in the past, I can't remember for sure. It's nothing major, you just help her find the BB badge.
Relating to the Gwynn path
I've been completing the tasks on the current WT step-by-step and already completed all 7 tasks under "Gaining Control Over the Artifact" and the first 4 tasks under "Preventing a Tragic Fate," but am stuck on "5) Speak to Gwynn (Gwynn's House - Present)." What am I supposed to talk to Gwynn about and how do I trigger it?
Right after completing task 4 (Speak to Julia/Penny at the Park (Evening - Past), it's night time and I'm in the past so I jump to the future time and go to sleep (Preventing a Tragic Fate was included as an option, but selected sleep since I think task 5 is incomplete or am I wrong?
6) Once all above has been completed, select 'Preventing a Tragic Fate' via your bed (Present).
I'm tempted to select Preventing a Tragic Fate at bed, but I don't know if I'm skipping a step.