Hentai Anime Girl

History
The earliest association between anime and adult animation occurred preceding the release of Fritz the Cat when American distributors attempted to cash in on the publicity garnered from the rating by rushing out dubbed versions of two other adult animations from Japan, both of which featured an X rating in their advertising material: Senya ichiya monogatari and Kureopatora, retitled One Thousand and One Arabian Nights and Cleopatra: Queen of Sex, respectively. However, neither film was actually submitted to the MPAA, and it is not likely that either feature would have received an X rating. One Thousand and One Nights was the first erotic animated feature film, and at 130 minutes, it remains one of the longest animated films.
The Lolita Anime series was the first hentai original video animation (OVA), released in 1984 by Wonder Kids, which mainly focused on underage sex, rape, and bondage. Cream Lemon, which contained many themes found in hentai today, was released later that year by Fairy Dust and contained some in-depth storylines and classic (late 1970s to early 1980s style) artwork. The Brothers Grime was a three-video cartoon-pornography series produced by Excalibur Films in 1986, 1987, and 1988, using titles primarily from the Cream Lemon series, the most popular of Japan's erotic anime before Urotsukidoji.