okay so let’s talk more in depth about Jack and polyamory as it’s an important subject that is very integral to how he approaches romance and love and sex ( although not mandatory to any romantic ships i have on this blog; i’m very picky about shipping with Jack these days so therefore i’m sure all of my partners know this already, but he can be monogamous and he can commit to another person. this is not my way of giving Jack a get out of jail free card for an open approach to relationships lmao ).
i think the most important thing to firstly establish is that, at least in regards to his canon, Jack does not necessarily choose to be polyamorous. Jack grew up on Shipwreck Cove which, for all intents and purposes, exists outside of societal norms ---- however there are still certain relationship archetypes that Jack would have been exposed to growing up. he has his parents’ relationship, which he doesn’t remember much of but the memories he has of them together aren’t particularly positive, since their dynamic was rather tense and difficult at times when he was in the picture. he also learns later via his mother’s journals that she fled a planned betrothal, which forms the foundation of his aversion to marriage as an institution ( if his mother didn’t want to marry, then why should he like the idea lmao ). he does learn from these journals that his mother loved his father, however, so it’s not a total loss. but it reinforces the idea of love = something that is difficult and does not come easily.
then there are the relationship dynamics that he is exposed to on Shipwreck itself and within the male-dominated crew environments on board Teague’s and others’ ships. there would be the sailors who have wives and children on land somewhere and who are completely, 100% devoted, and then the ones who have a very flexible attitude towards their marriages and openly indulge in and boast of their affairs with other women. Jack learns to view marriage and children as things that chain people to dry land, and as someone who already feels rather trapped and stifled on Shipwreck Cove, it makes that desire for complete freedom from those things even more intense.
and finally there is the big one: the brothels on Shipwreck. given the male dominated nature of piracy in general, this is the main sphere in which Jack would have interacted with women growing up. he would have learned several things from this: that a woman can run a business, obtain an income and generally be independent of a man ( it would have done him a lot of good tbh, considering any woman who made a living on Shipwreck Cove, whether as a sex worker or otherwise would need to be tough ). he would have learned about sex and sexual dynamics from a young age lmao. but also, arguably the most important thing he gains from this, is of sex as transactional. sex exists and is entirely separate from love, and sex is not “monogamous” seeing as men pay for it and women cater to these multiple different men who pay for it. also, this being Shipwreck, i imagine there are a variety of sexual orientations and tastes catered for, so Jack would have been very open-minded as a result.
while Jack would obviously not grow up thinking that all sex is bought, it would establish the idea that it is a trade of one thing for another ( as opposed to it being an act of love or sacred union or purely a means of procreation, as would be the way it is viewed within the constraints of civilised society ). and seeing that marriage is overall a more flexible arrangement among outlaws and thieves, Jack would not have the understandings of traditional relationships that would be expected of his contemporaries at the time. when trying to “court” Esmeralda in TPOF, Jack really had to work hard at it and think consciously about it, because dating and courtship are not concepts that really exist within his lived experience.
but Jack is a well read man and he would have learned all of this. his polyamory is not a result of him being naive or ignorant: he read a lot growing up and that would have included several romance novels of the time. so he understands how relationships and love are “meant” or believed to work, but he has very few, if any, real life examples to draw upon. and he just prefers the idea of sex being a thing to give to others without restriction or monogamy or love being a part of the equation. it all just feels a lot simpler and less complicated to him tbh.
there are more overt ways in which he is polyamorous too, and the best example is the fact that Jack fell in love with a ship, made of wood and canvas. as a sailor he loves the sea, and as a pirate captain he loves his ship --- both of which are loves that can never be consummated in the way that traditional love between human partners can. anyone who loves Jack has to share him with the Black Pearl, that is a fundamental condition of being his lover or partner within his canon verse. but this demonstrates the separation in Jack’s mind of sex and love: one can exist perfectly well without the other.
when we bring it back to Jack’s human partners, lifestyle also contributes to his approach too. it’s my personal headcanon ( and also my objective opinion lmao ) that Jack’s circle of lovers is not actually as large as canon ( or should I say fanon ) implies. it’s extremely telling imo that Jack is on bad terms with both Giselle and Scarlett in CotBP, then when they reappear briefly in DMC, they mention to Will that they haven’t seen Jack “in a month,” which means he saw them at some point after the first film and presumably got back on good terms with them, before one slaps Will and indicates that they are back on bad terms again. then they appear with Jack again at the end of AWE, back on good terms ( before Jack ruins things again lmao ).
I know the narrative reason for this is the continuity of recurring characters, but on a characterisation level, Jack could have easily ditched both Giselle and Scarlett and found/seduced/paid for the services of someone else for a lot less drama and hassle in his life. but he doesn’t. he therefore likes them both or else he wouldn’t keep going back to them ( and he clearly does, since his list of lies to them are all mostly mundane things that mean he talks to and has an established relationship with them as well, despite them being coded as sex workers ). I think this is a theme for him across the board: he likely has one or two sexual partners in each of the ports that he visits regularly, and always circles back to them whenever he’s there.
his issue is the fact that he often does not communicate his open attitude towards relationships to his partners ( and doesn’t really communicate very well in general lmao ). despite Shipwreck existing outside of societal norms, Jack would still be something of an anomaly; relationship norms of the time are still pretty rigid and I imagine as somebody who is charming, magnetic, good at sex and on the whole a decent guy ( particularly when compared to other pirates ), Jack worms his way quite quickly into other people’s affections.
the short film Wedlocked hinges on the idea that Jack promises to take both Giselle and Scarlett to the altar and then chickens out at the last moment, and the two brides to be realise that not only was he in a “serious” and presumably monogamous relationship with both of them, but that he wasn’t going to marry either of them at all. this is a situation that I think Jack would easily find himself in. both Giselle and Scarlett are very strong-willed, loud, abrasive women ( aka Jack’s type ) and while I don’t think Jack ever entered into a sexual relationship with either of them ( which clearly developed from transactional sex to a friends with benefits type arrangement, because they clearly have to like him to want to marry him ) with the intent to deceive or mislead them, he probably became close enough to them that he was railroaded into agreeing to certain progressional relationship steps ( buying them gifts, promising fidelity, a proposal ) in order to placate them or get back into their good books when they were on the rocks.
in a relationship, Jack often falls into the role of the cool, level-headed one to balance out what is often a very fiery, strong-willed partner, and if there are issues with the communication in that relationship ( as there often are with Jack as he struggles to open up ), or if it is in any way volatile, that creates issues and means Jack can lean into people-pleasing just to keep the peace. combine that with a fear of feeling chained to one place or having his freedom inhibited in any way, and you have a polyamorous mess of a man, basically.
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