I don't know the whole story with "Their Story", but from understanding with what I've read around, the series has had problems with progression and being able to focus on the romance angle because of complications with outside interference, and restrictions on the series.
Afaik, Tamen de Gushi's author got into trouble with the government for printing physical books of a series featuring LGBT content, and could only continue writing as long she agreed to vastly tone down the gayness. You can kinda tell when you start reading the series because it starts off at a roaring clip with an honesty and openness to explore the budding relationship that very few yuri stories have, and then hits a brick wall very abruptly. Of course, even the 'filler' bits are quite funny and charming, but it's sad to think how good it could've been if the government wasn't dicking around with artistic expression.
This tidbit of information has been very informative.
This is a shounen for becoming the best lesbian prostitute. This is the first training arc. It's meant to be harsh.
Can't wait for the arc when Cocoa finds all her lesbian brothel nakama being completely destroyed by a mysterious dominatrix, and is on the verge of being beaten herself until she has a flashback to her ancestor, who was actually Queen Medb, telling her not to give up and believe in the power of friendship-with-benefits. Then she goes Super Lesbian Rainbow Over Heaven Ultra Horny Aphrodite and destroys the villain with the Whore-Of-Babylon Fingerbanger Beam.
This was cute, but the whole magic drink thing just felt wrong. Her confidence as a top wasn't the issue, it was not paying attention to how her partner was feeling. i.e. she was shit at foreplay