Okay, went back to it today and just approached the grind as a problem to be solved by 'save editor online'. Crank CR and MATS to 99, unlock everything (one at a time, some unlocks are scripted so best not to unlock literally everything from the menu at once). Meeting with the friend gives a revolving cycle of ~250 confidence a day, there is no downside to letting the village starve except losing ~100 confidence when sleeping. So that gives about 150 confidence a day to spend on either target man.
Once you get to Gary, I recommend using save editor to cheat about 100 favors. Max out the generator to Level 10 and keep the workers busy gathering ingredients. Also, there's a ladder beside the building that requires 2 favors, once unlocked you can walk on the top level to the next screen and there's a porn mag on the blue storage box. That adds 2 cards to the gloryhole. Then go through enough events with Matthew and Gary to reach Level 1 fetish from each guy. Each fetish adds another card to the gloryhole. With that many cards available and all the cards/upgrades unlocked, you can progress to the furthest scene the game has to offer with either guy at Fired Up maxed to 3. Used a deck of 3 Hold Dick / 6 Big Dick / 1 Show Tits / 1 Camera. You'll want to cycle Big Dick as fast as possible only using HJ and maybe one Hold during round one. Second round, cycle Hold's to maximize the blue hearts so you eventually get Debbie to 4 pink hearts and activate the Camera before the cumshot. Final round, HJ's should be generating pink hearts so you should be able to get the 6 pink hearts early to Show Tits and keep cycling HJ's to earn blue hearts enough to eventually gain the 8 pink hearts necessary to finish the recording with a BJ.
That's as far as the game is done, actually enjoyed it once I cheated past all the resource management hell. While it doesn't do much different from other games like this, any game with Scarlett Ann artwork makes it worth playing and revisiting later.