Captain Jacques Pierrot is a Dateable who wishes to embark on a grand adventure in Date Everything. Here are all of his romance routes.

Captain Jacques Pierrot is the 27th Dateable in the Date-A-Dex and is voiced by JB Blanc. He is the embodiment of the ship-in-a-bottle in your living room. Jacques Pierrot is a pirate who wishes to be feared by everyone but fails due to his all bark, no bite personality. However, all he wants is to go on a grand adventure and discover something new. As the player, the decision to help him is up to you.
This guide explains how to date Jacques Pierrot in Date Everything.
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How To Find Jacques Pierrot in Date Everything

As mentioned before, Captain Jacques Pierrot is the embodiment of the ship-in-a-bottle, which sits as a decoration in your living room. Once you enter the living room, walk by the piano, and you can find the decoration sitting on top of the fireplace. Use your Dateviator on the bottle to interact with Jacques Pierrot. Moreover, you have to wait until the second day of the game to be able to talk to him.
Date Everything: Jacques Pierrot Guide

Jacques Pierrot has been stuck as a decoration for many years and now wishes to go on a grand adventure. However, the adventure that he mentions is related to the storyline of Beau, the box Dateable. Complete Beau’s storyline, which also serves as the adventure Jacques wanted to experience all along. Once the adventure is over, you can start talking to Jacques to obtain one of his three endings. Here are all of them:
Love
Flirt with Jacques once the adventure is over until you get the dialogue option to collect a favor. Do not make any rude comments toward him, and be playful but flirty. Continue this for a few more days, and you will have the option to take your relationship with him to the next level. Choose to do so to get the love ending.
Befriend
Don’t be too flirty, and select all the neutral or playful dialogue options. Jacques, at some point, will start making advances, but turn him down respectfully. After some more dialogue, you and Jacques will remain adventure buddies, which nets you the friend ending.
Hate
Once you complete the adventure, change your attitude toward Jacques and start being rude to him. Insult his height and personality, and tell him that the adventure was just a low-quality pastime for you. Lastly, tell Jacques that you are bored with all his shenanigans and walk away from the conversation. Doing so triggers the hate ending with Jacques Pierrot.
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