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On Boris Yeltsin's page in Wikipedia there's the fact that on 12th June, 1991, he was elected by popular vote to the newly created post of President of the Russian Soviet Federative Socialist Republic (SFSR) and became the third democratically elected leader of Russia in history.

Before Yeltsin at the times of Soviet Union leaders were elected by Soviet Party and before Russian Revolution there was ruling of Tsars in Russia.

So who were the first two democratically elected leaders of Russia?

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Georgy Lvov and Alexander Kerensky.

Though not specifically elected to be the head of the country, they had nevertheless been democratically elected in legitimate elections.

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How can you count Lvov and Kerensky without counting en.wikipedia.org/wiki/Mikhail_Rodzyanko as Chariman of the Fourth Duma? – Pieter Geerkens Jan 12 '14 at 14:29
@PieterGeerkens The word "leader" here is a little ambiguous. Here I considered "leader" to mean "Head of State". – Arani Jan 12 '14 at 19:00
Okay; add a paragraph or two summarizing events between Feb. 1917 and October 1917 (old style) and you will get my upvote. Otherwise I will be tempted to do it myself. ;-) – Pieter Geerkens Jan 12 '14 at 19:07

I guess this depends on how far you want to go back in time, on how wide must be the suffrage for you to accept the election as "democratic", on whether the elected official would have a time limit for his rule, and on whether the next rule was expected to be elected as well.

Arani's answer about Kerensky is correct as undisputed (except by Bolsheviks) democratic election. On the other hand, if you accept election of the next Czar by Zemsky Sobor as "democratic" then notice that the 1st Romanov was elected.

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