The biggest med passes on the 3-11 shift are typically at 1600, 1700, 1800, 2000. With the two of you there, it shouldn't be a problem. In my LTC, the dressing changes seem to be mostly on the 7-3 shift. I should say I work the 7-3 shift now and it seems a lot heavier. I have 26 residents I have to pass meds on (0730, 0800, 0900, 1000, 1200, 1400), 2 have tube feedings and one of those is a bolus feed, and these 2 have trachs. I also have 5 daily dressing changes, done on my shift.
Once you get to know the residents and how they take their meds it shouldn't be too difficult.
As far as charting goes, I don't know about where you live and charting guidelines, but here we only chart qshift on those residents that are medicare. As far as the other residents go, they are charted on an as need basis, i.e., status changes.
Hope this helps