Aa! Megami-sama! Movie

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R E T R O = at least 20 years old, but not yet 40 years old!
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░{ 𝐀𝐧𝐢𝐦𝐞 𝐅𝐢𝐥𝐦 𝐛𝐞𝐭𝐰𝐞𝐞𝐧 𝟏𝟗𝟖𝟐-𝟐𝟎𝟎𝟐 }
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A Magical Girlfriend, exotic girlfriend, supernatural lover, monster girlfriend, or nonhuman woman, is a female (or male, in rarer cases) stock character often associated with romantic comedy anime and manga series, and is sometimes considered a genre of its own, or as the leading lady of the "fantastic romance" genre, which combines the fantasy and romance genres.

Magical girlfriends can be one or many in a single series (always attached to the protagonists). Because of the tendency for rivals to appear even when there is a 'spoken for' lead character and because of the unnatural gender balance among the cast, magical girlfriend comedies are often conflated with harem comedies. A good example of this conflation is 'Oh My Goddess!' which is often confused with one of the prototypical 'harem' titles", despite the short-lived nature of most of the romantic rivalries in the series.

Magical girlfriends initially derived from the US television series Bewitched, which was dubbed for the Japanese market. Sally the Witch was the first anime series inspired by Bewitched, leading to the popularity of magical girls in Japanese anime.

Source - Wikipedia

A comprehensive watch order of the Aa! Megami-sama! series, which includes every entry of the Aa! Megami-sama! franchise.
Original Guide: https://myanimelist.net/forum/?topicid=1869716

AEGC Interest Stack index: https://myanimelist.net/forum/?topicid=2017008

Slice of life stories with a supernatural twist, with characters usually falling into incidental perils thanks to supernatural or magical significant others or family members who bring all kinds of magical hi-jinx into the protagonist's lives.

Every cinema or direct to video anime film that came out in 2000.

1999: https://myanimelist.net/stacks/34771
2001: https://myanimelist.net/stacks/34837

Disclaimer: There are a few hentai movies, that could be counted as well:
- 69 Pink Riders (2000)
- Under World (2000)