These are assumed dates in some of these episodes would likely take place.
2011
2012
May
12
June
October
December
2013
October
31st
Horror Stories & Halloween Scares - reason being, if this took place in 2014, they would be seniors and likely not be going to Jimmy's annual party
December
2014
May
August
Mattress Stores & Music Factories
Grand Openings & Great Expectations
September
October
31st
Scary Spirits & Spooky Stories
December
2015
June
August
Musicals & Moving On (Most of the episode)
December
Musicals & Moving On (Last Scene - Psych Proposal)
Duets & Destiny (First minute and a half)
2019
Duets & Destiny (Most of the episode)
2029
Duets & Destiny (Last scene)