
Ashikaga Yoshimasa, the son of the sixth shogun Ashikaga Yoshinori, was originally known as Miharu in his childhood. His official wife was Hino Tomiko.
On August 16, 1443, the 10-year-old shogun Yoshikatsu tragically passed away due to injuries sustained in a fall from a horse. He had held the position for only three years. In response, the bakufu promptly appointed Yoshikatsu's even younger brother, Yoshinari, as the new shogun. After a few years, Yoshinari changed his name to Yoshimasa, a name by which he is better known.
By 1464, Yoshimasa faced a succession challenge as he had no heir. To preempt any conflicts that might arise at the end of his shogunate, he adopted his younger brother, Ashikaga Yoshimi. However, the following year brought an unexpected development: the birth of a son, Ashikaga Yoshihisa. This event ignited a dispute between the two brothers over who would succeed Yoshimasa as shogun. Yoshimasa's wife, Hino Tomiko, sought support from Yamana Sozen for the infant's claim to the shogunate.
By 1467, this simmering conflict had escalated, causing a division among powerful daimyos and clan factions. The ensuing armed conflict, known as the Onin War, marked the onset of the tumultuous Sengoku period in Japanese history, characterized by prolonged military conflicts spanning over a century.
Amidst the ongoing hostilities, Yoshimasa retired in 1473. He officially passed on the title of Sei-i Taishogun to his young son, who became the ninth shogun Ashikaga Yoshihisa. Nevertheless, Yoshimasa retained significant influence. With the leaders of the warring factions deceased and the ostensible succession dispute settled, the impetus for continued fighting waned. The fatigued armies disbanded, and by 1477, open warfare had ceased.
When Yoshimasa initially declared Yoshihisa as the next shogun upon his own retirement, he expected his son to outlive him. However, Yoshihisa's premature death led Yoshimasa to reassume power and responsibility, which he had intended to relinquish. Subsequently, he adopted his brother Yoshimi's son. In 1489, Yoshitane assumed the position of shogun, and Yoshimasa retired once again.
Before Yoshimasa's passing in 1490, he once more adopted a nephew as his heir, this time the son of his brother Masatomo. While Yoshitane did outlive Yoshimasa, his shogunate proved to be short-lived, ending in 1493.
Prior to marrying Hino Tomiko, who was the sister of Hino Katsumitsu, Yoshimasa had a concubine named Lady Oima. Tragically, when Tomiko pushed Lady Oima down a flight of stairs, she was eight months pregnant, resulting in a miscarriage.
Shogun Yoshimasa's succession saw shogun Yoshihisa (his natural son), followed by shogun Yoshitane (his first adopted son), and then shogun Yoshizumi (his second adopted son). Yoshizumi's descendants would directly follow him as leaders of the shogunate. Additionally, external power struggles within the clan would later result in a brief period during which Yoshitane's great-grandson would be installed as a figurehead leader of the Ashikaga shogunate.
The reign of Yoshimasa witnessed the flourishing of Higashiyama culture, renowned for its contributions to the tea ceremony (Sado), flower arrangement (Kado or Ikebana), Noh drama, and Indian ink painting. This cultural movement was profoundly influenced by Zen Buddhism and saw the emergence of Japanese aesthetic principles like Wabi-sabi, along with the integration of imperial court (Kuge) and samurai (Bushi) culture.
See also
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Minamoto no Yoshitsune

Minamoto no Yoshitsune was the son of Minamoto no Yoshitomo and his second wife, Tokiwa Gozen, as well as the younger half-brother of Minamoto no Yoritomo, the founder of the first shogunate, who had once suffered defeat in the struggle against the Taira clan. Yoshitsune spent his childhood in exile at the Kuramayama Temple. According to legend, he studied not so much Buddhist sutras there as the arts of war. At the age of fifteen, he entered the service of the governor in Mutsu, Fujiwara Hidehira.
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Miyoshi Chokei

The eldest son of Miyoshi Nagamoto (Motonaga), at the age of seventeen and with the support of Miyoshi Masanaga and Matsunaga Hisahide, invaded Kinai, the inner provinces of Japan, and in 1539 seized control of Kyoto. In 1543 he expelled Hosokawa Ujitsuna from the commercial city of Sakai and appointed his own brother, Sōgo Kazunari, as the city’s new leader. In 1548 he took the name Chōkei. When a conflict arose between him and Masanaga, Chōkei appealed to his liege lord, Hosokawa Harumoto, asking him to raise troops in the provinces of Settsu, Izumi, and Kawachi, but Harumoto instead chose to ally with Masanaga against Chōkei.
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Matsudaira Ietada

Matsudaira Ietada, also known as Tomomo-no Suke, was the eldest son of Matsudaira Koretada, the head of the Fukozu branch of the Matsudaira clan. Ietada was born in 1555 at Fukozu Castle. When he reached adulthood (for samurai children this age range was between 11 and 17), the Fukozu-Matsudaira clan was under the authority of Tokugawa Ieyasu and commanded by Sakai Tadatsugu. In the Battle of Nagashino in 1575, Tadatsugu’s unit, which included both Ietada and his father, took part in the assault on the fort on Mount Tobigasu-yama. During the fighting, Koretada was killed, and twenty-year-old Ietada became the new head of the clan.
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Matsudaira Tadaakira

Tadaakira was the fourth son of Okudaira Nobumasa, a vassal of the Tokugawa clan, and his mother was Kame, the eldest daughter of Tokugawa Ieyasu. In 1588, Tadaakira was adopted by Ieyasu and received the Matsudaira family name; at that time, he bore the name Kiyotada.
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Mashita Nagamori

Nagamori possessed remarkable diplomatic and administrative talent while remaining a brave warrior. He is believed to have come from the village of Mashita in the province of Owari, which today is part of Aichi Prefecture. He was a vassal of Oda Nobunaga and later served Toyotomi Hideyoshi. In the Battle of Komaki–Nagakute in 1584, Nagamori took at least two enemy heads. Later, he was entrusted with overseeing major public construction projects, including the reconstruction of Fushimi Castle and the building of the large Sanjō and Gojō bridges in Kyoto.
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Magara Jurōzaemon Naotaka

Magara Jurōzaemon Naotaka was a vassal of Asakura Yoshikage from the province of Echizen, and very little is known about his life, including even the exact year of his birth. Magara gained his renown through his heroic death at the Battle of Anegawa in 1570. In this battle, the combined forces of Oda Nobunaga and Tokugawa Ieyasu confronted the armies of Asai and Asakura, with Ieyasu taking command of the left flank and fighting against the Asakura forces. After crossing the shallow Anegawa River, which separated the two armies, Tokugawa’s finest generals — Honda Tadakatsu and Sakakibara Yasumasa — launched an assault on the headquarters of Asakura Kagetake, the commander-in-chief of the Echizen army. The attack by Honda Tadakatsu was so swift that Kagetake found himself almost completely surrounded by enemy troops.
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Kusunoki Masashige

Kusunoki Masashige was, without exaggeration, a genius of guerrilla warfare. If not for this talented commander, Emperor Go-Daigo would likely have failed not only to ascend the throne, but even to put up any real resistance against the powerful Hojo clan.
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Kobayakawa Takakage

Kobayakawa Takakage was rightfully considered one of the most intelligent men of his era. Even Kuroda Kanbei, the celebrated strategist famed for his cunning—about whom people said he could outwit even a fox—admitted that Takakage was his equal in intellect, and at times even surpassed him. After the death of his father, Mōri Motonari, Takakage effectively governed the Mōri clan for many years while serving as advisor to his nephew, Mōri Terumoto.
