The first known interaction between Dolores Umbridge and a Dementor happened when Umbridge sent two Dementors to attack Harry Potter and Dudley Dursley.
Later on, when Voldemort took over, the Dementors joined Voldemort's side. When Voldemort took over the Ministry of Magic, Umbridge also joined him. She took care of overseeing Muggle-born wizards and witches in the presence of a Dementor.
At the end of the series, Umbridge was locked up in Azkaban, although Dementors were no longer guarding it.
In an alternate timeline where Voldemort had successfully taken over the wizarding world and killed Harry Potter, Umbridge was in charge of Hogwarts with plenty of Dementors guarding it.
The ship isn't shipped seriously but rather as a joke. A popular meme involving the ship has the line "Can't wait for their first kiss", which is referring to the Dementor's Kiss, an action where a Dementor sucks out the soul of its victim. As Umbridge is the most hated character in the series, many fans feel that she deserves it.
Demumbridge is the most popular ship for Umbridge, as she is generally not involved in pairings due to her being very hated.
- demumbridge hashtag on Twitter
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