A sexual endeavor in which the male participant informs the female that he will be performing a "Sneaky Castro", but instead of wasting a perfectly good Cuban cigar, inserts his finger and carries on similarly top the Sneaky Castro.
by ClovenHoovedBeast March 12, 2009
Where a man dresses like Castro then procedes to have sex with a woman in various ways while smoking a cuban and singing the cuban national song. This must take place on cubas birthday which is the 28th of June.
by djbasa83 June 24, 2006
An extra extra extra sneaky Castro is where you tell you girlfriend you will be performing a “sneaky Castro” but instead you shove 3 Cuban short range smoking missiles into her oriface.
by Best_of_defining April 17, 2018