To be honest, I think so this is a flashback and/or from Lynette's diary.
The bracelet is the same one the MC wears during the Jill concert. A family heirloom from his father Neil perhaps. We learn through the diary in EP8 so that Neil probably had something with another woman a year before he met Lynette. Furthermore, Neil had his fun with women before he met Lynette.
He is a craftsman and travels from town to town, to wherever there is work. Experiencing this in EP1 when he told his son the story of Lynette. It is implied so he did this before he met Lynette.
If this was supposed to be Neil, the only question left was who the woman was. Lynette, a young Jade or maybe Priscilla?