Just some wild musings
As I been thinking about this latest update, several thoughts pop up. Since I so missed terribly what I though Mr. Palmer was taking the story. All I have left are just some thoughts as to what might be alive as plots and interests as well as writing strategies.
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Let's start with the elephant in the room (actually two of them) Timothy and Dale. It's the encounter that has the greatest impact on the direction of the game with Anna's character. Chip and Dale here (yes back to pet names) at best are just event characters which we may or may not see again, but it's how Anna reacted to those two that is the most striking.
First Anna barely knew either of them. Here Mr. Palmer threw us curveball. And in doing so better defines who and what Anna is and is about. Basically Anna got seduced... by two complete strangers! All of it highlighting just how Anna lust is. Meaning just about anyhow has a chance with Anna to one degree or another. Anna's inner monologue didn't reflect how attractive Chip and Dale are or any other aspect, save how aggressive they were and how hot they made her feel.
Now could there be another Chip and Dale part two? Sure... MP made this little surprise work well with the story, further gave us clues just how vulnerable Anna is and most important showed us her motivations as to why. And indirectly shows how her and Marvin's relationship can proceed as well as Grant.
But assume Mr. Palmer is going to give us a part two.
Here is a very brief scene that works with what MP started
Anna is about to finish up her day at the office and has to have 4 copies of documents printed but the office secretary left early being sick, but those documents have to be in the mail first thing next day. So Anna decides to print them herself but discovers the printer is out of paper... She decides to go to the storeroom to get fresh paper... texts her mother she's going to be a "little late" {would take all of 20minutes}. On her way to the storeroom, she passes by the coffee break room seeing Timothy and Dale refilling their coffee cups and asks them why they are there after normal hours. Dale says they are going to work a little late on a project for an hour or so.
Timothy and Dale ask what Anna is doing, and Anna says she has to print up some documents for tomorrow. Of course, they offer to help Anna... we get the normal Anna reluctance knowing she can't trust either of them... the similar back and forth and the player is given a choice to allow them to help her or not.
Anyway in the storeroom Timothy and Dale make their moves and ....
Now in that kind of situation several events and factors may be in play as well as the timing of the scene in the context of the story.
Timing: This event occurs in the next two updates. Or toward the end of the game. The timing is very important. If early and if both Chip and Dale totally TagTeam Anna that could be the door for the rest of the male characters. If the event occurs toward the end of the game, (an already well used Anna) it would be just one of many encounters Anna would have. All that implies just how far Anna allows things to go.
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The only reason logically why Anna and Chris haven't got their freak on is logistics. Each opportunity Chris has had, had a time factor. Anna had to get to work the morning of the shower scene... David was due home too soon to really get too far with Anna the night of the pizza dinner... and David was in the house during the garage event.
It's almost the same problem with the other characters... just not enough time and alone time with Anna.
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Now, the Marvin situation is up in the air. Marvin is counting on Kendra's help in the cocktails after hours event coming up. Now honestly it just looks like Kendra only has Marvin as a dark horse winning over Anna and has most of her bets on Jake. But... if somehow Marvin can get Anna allow him to get back in her good graces, that breast pumping room seems to be the perfect place for all that would go on with those two... no need for hotels, going to either's homes or any other special location.
That means Robinson's house becomes the location for his and Anna's path. While it's a good bet that Chris would prefer to have Anna in Anna and David's marital bed, but his apartment is still a good location.
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I'll still be on record that the day it happens, likely will be the day Anna and David has a huge fight, and Anna leaves the house in tears and while seeking comfort from X, Y, or Z it happens