He was born the last of three children in Baghdati, Russian Empire (now in Georgia) where his father worked as a forest ranger. His father was of Ukrainian Cossack descent and his mother was of Ukrainian descent. Although Mayakovsky spoke Georgian at school and with friends, his family spoke primarily Russian at home. At the age of 14 Mayakovsky took part in socialist demonstrations at the town of Kutaisi, where he attended the local grammar school. After the sudden and premature death of his father in 1906, the family — Mayakovsky, his mother, and his two sisters — moved to Moscow, where he attended School No. 5.

In Moscow, Mayakovsky developed a passion for Marxist literature and took part in numerous activities of the Russian Social Democratic Labour Party; he was to later become an RSDLP (Bolshevik) member. In 1908, he was dismissed from the grammar school because his mother was no longer able to afford the tuition fees.

Around this time, Mayakovsky was imprisoned on three occasions for subversive political activities but, being underage, he avoided transportation. During a period of solitary confinement in Butyrka prison in 1909, he began to write poetry, but his poems were confiscated. On his release from prison, he continued working within the socialist movement, and in 1911 he joined the Moscow Art School where he became acquainted with members of the Russian Futurist movement. He became a leading spokesman for the group Gileas (?????), and a close friend of David Burlyuk, whom he saw as his mentor.

The 1912 Futurist publication A Slap in the Face of Public Taste (???????? ????????????? ?????) contained Mayakovsky's first published poems: Night (????) and Morning (????). Because of their political activities, Burlyuk and Mayakovsky were expelled from the Moscow Art School in 1914.

His work continued in the Futurist vein until 1914. His artistic development then shifted increasingly in the direction of narrative and it was this work, published during the period immediately preceding the Russian Revolution, which was to establish his reputation as a poet in Russia and abroad.

A Cloud in Trousers (1915) was Mayakovsky's first major poem of appreciable length and it depicted the heated subjects of love, revolution, religion and art, written from the vantage point of a spurned lover. The language of the work was the language of the streets, and Mayakovsky went to considerable lengths to debunk idealistic and romanticised notions of poetry and poets.

{| border="0" cellspacing="10"| style="font-style:italic;vertical-align:top;" | Your thoughts,dreaming on a softened brain,like an over-fed lackey on a greasy settee,with my heart's bloody tatters I'll mock again;impudent and caustic, I'll jeer to superfluity.

Of Grandfatherly gentleness I'm devoid,there's not a single grey hair in my soul!Thundering the world with the might of my voice,I go by — handsome,twenty-two-year-old.