It's not going to be Bennett since he barely has events left, plus I think he was no longer on the poll as well.
There is no way an optional storyline like the Shotas which is also not very loved will feature one of the highlights of the game
The old men have trouble standing themselves and so do their dicks
The events for day 16 we know are Aiden, 2nd Job, 3+ Ellie events ( Ellie day), No Dylan, as much as I hate to say this Most probably Sam will get the event, since it will be a wild event and Sophia will do something unexpected, it should be with a character that has been developed around her. It can't be a character like the Janitor with whom there is only 1 interaction or like Carl with whom except for a little flirting nothing ever happened.