You can jog on any given morning in the woods...I thought the jogging was tied to Mimi until I realized that you had to go to the woods at 7 in the residential area.Swinger route is in game do jogging a few times in woodland and they will show up. Eventually after meeting a few times you will get option to share her or not.
For those struggling to trigger new events try doing them on the weekend. I have completed the update but had to do alot of it at the damn weekend.
Also mimi alice jogging can only be achieved once other jogging task is finished. Dont ask why some backwards assed coding on this update