Endings:
Trash Girl: Do nothing for 4 years
Internet Sextoy: Just do the camgirl job alot.
Booty Shorts Janitor: Just do the maid job alot.
Slime Slave: Lose to the frog manager in the Church.
Frog Bride: Win against the frog manager in the Church.
Hotel Magnate: Decline frog managers offer
Tentacular Fucktoy: Lose to the tentacle monster during the darkly season when its lair is open.
Calendar Heiress: Decline Shutterbugs offer, and then investigate.
Prized Statuette: Accept both of Shutterbugs offers
Third place: Do model job and dont upgrade the stats shutterbug suggests then agree to continue working for him when prompted.
Bovine Buttfuckee: Lose to the monster in the second dungeon cavern up north. (only open during one season i think)
As of 1.4.0 4 endings have been added all having to do with the wall job.
Demonic Overlord: Do the wall job and raise strength (enough to have access to the dungeon) so that Skully gives you an offer accept and eventually a boss fight occurs. Prepare for that.
Protective Voyeur: When Skully gives you the offer decline, then follow through with lil D's offer afterwards. A boss fight follows.
Monstrous Plaything: Occurs when you lose either boss battle.
Splooge Gaurdian: Just do the wall job alot.