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* VirtualTrainingSimulation: Book 2 chapter 7 has Blaire Hall task Nicole and Pietro with making one of these with three ideas: a medieval battleground, a swamp or an office. She chews out Nicole and/or Pietro for using the medieval battle, calling it a glorification of war.

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* VirtualTrainingSimulation: Book 2 chapter 7 has Blaire Hall task Nicole and Pietro Paolo with making one of these with three ideas: a medieval battleground, a swamp or an office. She chews out Nicole and/or Pietro Paolo for using the medieval battle, calling it a glorification of war.
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* VirtualTrainingSimulation: Book 2 chapter 7 has Blaire Hall task Nicole and Pietro with making one of these with three ideas: a medieval battleground, a swamp or an office. She chews out Nicole and/or Pietro for using the medieval battle, calling it a glorification of war.
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* BiTheWay: Nicole can be this if the player chooses to hook her up with Audrey and Paolo.

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* GoodBadGirl: Jess. She is a Party Girl who has very casual relationships and one-night stands

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* GoodBadGirl: Jess. She is a Party Girl who has very casual relationships and one-night standsstands, but also a caring and loyal sister.
* HelloInsertNameHere: Katie, Jess, Nicole, Alex, Trent, Violet, William, Leo, Dean and Aunt Mallory can keep their default names or get new ones.



** Jess is in a TriangRelation with both Carter and Blake.

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** Jess is in a TriangRelation TriangRelations with both Carter and Blake.



* TheRoaring20s: Book 2 chapter 4 has Katie and Dean in town looking for a 1920s speakeasy party, as well as participating in a dance contest. You can also pay diamonds to have Katie dress up in a period worthy dress as well.

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* TheRoaring20s: TheRoaringTwenties: Book 2 chapter 4 has Katie and Dean in town looking for a 1920s speakeasy party, as well as participating in a dance contest. You can also pay diamonds to have Katie dress up in a period worthy dress as well.

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* GoodBadGirl: Jess. She is a Party Girl who has very casual relationships and one-night stands



** Nicole can have romantic interactions with both [[PixieManiacDreamGirl Audrey]] and [[TheRival Paolo]].

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** Nicole can have romantic interactions with both [[PixieManiacDreamGirl [[ManicPixieDreamGirl Audrey]] and [[TheRival Paolo]].



* PixieManiacDreamGirl: Audrey appears during Nicole's Salsa class and quickly decides to tag along to fulfill Nana's checklist just for fun.
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* LoveDodecahedron: We have each of the siblings in some relationship:
** Katie has three suitors, and the player has premium options to hook up with each of them until she has to choose one suitor near the end of Book 1 (which quickly gets ignored by the CliffHanger), and also Trent is still pursuing her (for her money).
** Jess is in a TriangRelation with both Carter and Blake.
** Nicole can have romantic interactions with both [[PixieManiacDreamGirl Audrey]] and [[TheRival Paolo]].
** Alex so far has only Elena as the main love interest.


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* PixieManiacDreamGirl: Audrey appears during Nicole's Salsa class and quickly decides to tag along to fulfill Nana's checklist just for fun.
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** Book 2 chapter 7 has Blaire talking to her daughter [[VisualNovel/EndlessSummer Grace]] just as she's getting on the plane to her vacation.
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* AnachronismStew: Played for laughs if, during the 1920s dance contest in book 2 chapter 4, you decide to have Katie dab.


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* TheRoaring20s: Book 2 chapter 4 has Katie and Dean in town looking for a 1920s speakeasy party, as well as participating in a dance contest. You can also pay diamonds to have Katie dress up in a period worthy dress as well.
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* UsefulNotes/NavySeals: Book 2 chapter 4 has Dean reveal he used to be one of them.
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** Rose and Trystan Blake from VisualNovel/TheCrown appear a star actors rehearsing a play in book 2 chapter 4.

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* ADayInTheLimelight: While the story shifts between the various siblings, some chapters are more about a specific sibling. For example, Book 2 chapter 3 was all about Nicole's first day on the job at Mansingh International.



* NoodleIncident: Book 2 chapter 3 has Blaire Hall go somewhat into detail about why Mansingh's latest HQ is in London instead of Moscow as originally planned. Just that it involves a criminal syndicate and a particle accelerator.



* UnfortunateNames: Book 2 chapter 4 has Nicole and Pietro go out into London to sell some 24-hour sunblock. Turns out the reason it wasn't doing so good is that it's called Le Prosy.

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* UnfortunateNames: Book 2 chapter 4 3 has Nicole and Pietro go out into London to sell some 24-hour sunblock. Turns out the reason it wasn't doing so good is that it's called Le Prosy.


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* YouGetMeCoffee: In book 2 chapter 3, Pietro has Nicole get him coffee. Regardless how you answer, it turns out he's just as much of an intern as she is.
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* UnfortunateNames: Book 2 chapter 4 has Nicole and Pietro go out into London to sell some 24-hour sunblock. Turns out the reason it wasn't doing so good is that it's called Le Prosy.
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** The interactions between her and Audrey can either be friendly or with romantic undertones. The player can even choose to kiss her.

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** The interactions between her Nicole and Audrey can either be friendly or with romantic undertones. The player can even choose to kiss her.

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* BettyAndVeronica: William and Leo are this to Katie; Blake and Carter for Jess.

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* BettyAndVeronica: William and Leo are this to Katie; Katie (with Dean technically entering as Cheryl); Blake and Carter for Jess.



* FawltyTowersPlot: Eric has to convince Violet and the family lawyer Dinesh that he and his assistant Elena are romantically involved.

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* TheDragon: Turns out that the idea of sabotaging the other siblings was not originally Violet's. She is only following orders from [[EvilMatriarch her mother]].
* EvilMatriarch: Aunt Mallory is making sure her nephew and nieces don't get their share of the inheritance, by making Violet trip them or breaking their drives herself.
* FawltyTowersPlot: Eric Alex has to convince Violet and the family lawyer Dinesh that he and his assistant Elena are romantically involved.


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* ShipTease:
** Katie has romantic moments with her three love options (William the businessman, Leo the mysterious Prince and Dean the Bartender).
** It's strongly hinted that Elena does want things with Alex to advance, since she looks dissapointed whenever Alex keeps bringing up that they're still pretending.
** The interactions between her and Audrey can either be friendly or with romantic undertones. The player can even choose to kiss her.
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* ParentalFavoritism: It's always said, but not shown, that Nana always favored and spoiled Katie and her siblings over Violet.
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* VirtualPaperDoll: Starting with Book 2, Katie can be dressed in different hairstyles and clothes like another Choices story, VisualNovel/LoveHacks.
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* AbusiveParents: Aunt Mallory is this to her daughter Violet in the verbal and emotional department.
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** Book 2 chapter 2 gives you the premium choice of playing as Violet.
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* KingIncognito: [[spoiler: Leo reveals he's the Prince of Cordonia if you romance him in book 1]]


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* StripPoker: In book 2 chapter 1, you can pay diamonds to play this with Leo.

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* MysteriousPast: Leo has one of these which both confuses and intrigues Katie.

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* MysteriousPast: Leo has one of these which both confuses and intrigues Katie. [[spoiler: It's because he's the Prince of a small nation.]]


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* WhamEpisode: Book 1 chapter 19 has quite a lot of it. [[spoiler: Jess wakes up in bed with her boss and only a premium choice allows her to recall what happened. Nicole leaves the ship to pursue her career. Regardless of who Kate chose between William, Leo or even Dean, Trent drops a bomb that the paperwork that you signed that was in Greek...is a marriage license, meaning she's now married to a lying, cheating scumbag!]]
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* ByTheBookCop: Katie learns from Leo that the Santorini police are honest cops, and that you'd get in so much trouble bribing the wrong one.
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* GayOption: Audrey can be this to Nicole.


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* MysteriousPast: Leo has one of these which both confuses and intrigues Katie.
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* FawltyTowersPlot: Eric has to convince Violet and the family lawyer Dinesh that he and his assistant Erica are romantically involved.

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* FawltyTowersPlot: Eric has to convince Violet and the family lawyer Dinesh that he and his assistant Erica Elena are romantically involved.
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* FawltyTowersPlot: Eric has to convince Violet and the family lawyer Dinesh that he and his assistant Erica are romantically involved.

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* ComicallyMissingThePoint: One chapter has Nicole (or whatever you choose to name her), beginning to take off her sweater to give Audrey a piece of underwire from her bra to pick a lock, when Audrey just laughs and says that she was kidding about needing it to pick the lock.
* ICantDance: William (aka Business Guy) says something along the lines of this during your date together in Venice.



* TheRival: Violet (though you can change her name). At every turn she is attempting to undermine you and the rest of your siblings so she can have the inheritance all to herself.
* TheSmartGirl: Nicole.



* YourCheatingHeart: Katie walks in on her ex-fiance Trent with another girl. She lets him clearly know the two of them are done.

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* YourCheatingHeart: Katie walks in on her ex-fiance Trent with another girl. She lets him clearly know the two of them are done.done.

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* TwoLinesNoWaiting: You switch between the four siblings throughout the game.
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* BettyAndVeronica: William and Leo are this to Katie; Blake and Carter for Jess.


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* ManicPixieDreamGirl: Audrey is this in Nicole's story.
* TwinSwitch: During Claire Pierce's Sweet 16, you can pay diamonds to have Nicole help Jess out with the party.
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* TheCameo: Many of the guests on the ship are characters from The Freshman and Most Wanted.
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''Rules Of Engagement'' is part of a series of visual novels by Pixelberry, the creators of High School Story and Hollywood U as part of their game, Choices: Stories You Play.

In this story, Katie and her siblings (plus their cousin) are on a cruise ship for the summer, each of them having the chance to earn $100 million each from their deceased grandmother so long as they stick to the challenges provided for them.

Katie must be married at the end of the cruise, Jess has to keep a job as part of the staff, Nicole has a series of tasks and their brother Eric must take his assistant Elena out on dates.

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* BrattyTeenageDaughter: Claire Pierce is this in spades.
* YourCheatingHeart: Katie walks in on her ex-fiance Trent with another girl. She lets him clearly know the two of them are done.

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