Grand Duke Sergei Mikhailovich of Russia (; 7 October 1869 – 18 July 1918) was the fifth son and sixth child of Grand Duke Michael Nikolaievich of Russia and a first cousin of Alexander III of Russia.
He was born and raised in the Caucasus, where his father was viceroy. In 1881 the family moved to St Petersburg. He became a close friend of the then Tsarevich Nicholas. They grew apart upon Nicholas II's marriage and accession to the throne. Grand Duke Sergei remained a bachelor living at his father's palace in the imperial capital. He had a long affair with the famous ballerina Mathilde Kschessinska, who had previously been the mistress of Nicholas II. She was also later involved with Grand Duke Andrei Vladimorovich. Sergei recognized Mathilde's son as his own and remained their protector until his death.
Following family tradition, Grand Duke Sergei pursued a military career. He served as General Inspector of the Artillery with the rank of Adjutant General. During World War I he was chief of the artillery department, a position he was forced to resign amid controversy. He was then appointed Field Inspector General of Artillery at Stavka. After the fall of the monarchy, he remained in the former Imperial capital keeping a low profile. With the ascension of the Bolshevists to power, he was sent to internal Russian exile.
He was murdered by the Bolsheviks along with several other Romanov relatives and his personal secretary at Alapayevsk on 18 July 1918, one day after the murder of Tsar Nicholas II and his immediate family at Yekaterinburg.
Early life
Grand Duke Sergei was born on , at Borjomi, his father's estate from Tiflis. He was the fifth son and sixth child of the seven children of Grand Duke Michael Nicolaievich of Russia and his wife Grand Duchess Olga Feodorovna, born Princess Cecile of Baden. Named Sergei after St. Sergius of Radonezh, Grand Duke Sergei Mikhailovich spent his early years in the Caucasus, until 1881 when his family moved to St Petersburg. Raised in strict and militaristic environment, he received little affection from his parents. His father, occupied in military and governmental endeavors, remained a distant figure. His demanding mother was a strict disciplinarian and cold towards her children.
Like his brothers, Sergei Mikhailovich was destined from birth to follow a military career. He was two weeks old when he was enrolled in a military unit that was named after him: the 153rd Infantry Vakusnkii Regiment of HIH Grand Duke Sergei Mikhailovich.
A Russian Grand Duke
Sergei Mikhailovich loved the military life and served in a number of regiments. Like his father, he was drawn towards ordnance and artillery. After graduating from the Mikhailovsky Artillery School, he started his military service in the Life Guard of the Cavalry Artillery Brigade. In 1891, he became aide-de-camp to the Emperor and in 1899 was promoted to the rank of colonel. In 1904, he was made major general in the House Guards Artillery Brigade of the suite of the Tsar. He replaced his father in 1905 as Inspector General of Artillery, a post he held until 1915 when he was removed under controversy during World War I. In 1908, he became adjutant General. In 1914, he was promoted to the rank of General of Cavalry. From January 1916, he served as Field Inspector General of the Artillery until he resigned his military post at the fall of the monarchy.
Sergei Mikhailovich was tall, reaching six-foot three, and was the only among Grand Duke Michael Nicholaievich's children to inherit father's blue eyes and blond hair. He became prematurely bald and was considered the least handsome of a very good-looking family. He had a keen sense of the ridiculous, but was pessimistic, as influenced by his tutor Colonel Helmerson. He had the habit of saying " tant pis!" (so much the worse!) to any bad news. Widely considered rude and moody, he was at the same time sincere, affectionate, loved simplicity and was easily accessible without class distinction.