In 1911, Itō was accepted as an apprentice under Kaburagi Kiyokata, (who gave him the pseudonym of “Shinsui”) and issued his first woodblock print the following year. His talent was soon apparent, and from the following year, his paintings were entered in public exhibitions.

In 1912, his works were first shown by the Tatsumi gakai (“Southeast Painting Society”) and later works were displayed by the Kyodokai (“Homeland Society”), the Nihon bijutsuin (Japan Art Institute), and in the government sponsored Bunten show. His works were received with much praise by art critics, and his reputation was soon made. His early works won numerous awards, and he accepted a post at the Tokyo Nichi Nichi Shimbun to supply illustrations for newspapers.

As with most artists of the shin-hanga movement (notably Kawase Hasui), Itō was spotted by publisher Watanabe Shōzaburō, who effectively monopolized the market. Itō came to be known as a specialist in the bijin-ga (“picture[s] of beautiful women”) genre, although he also occasionally painted landscapes.

Itō’s first major print, “Before the Mirror”, depicts a young woman wearing a deep red kimono under-robe, looking off into an unseen mirror. Instead of using the harsh aniline red common in other contemporary prints, Itō used a natural vegetable dye, overprinting the robe several times to achieve a rich crimson color. Special care was also taken for the speckled gray texture background, making a contrast with the red garment, black hair, and white skin.