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.
That ho's poosay is so worn she couldnt even tell if I gave her an Extra Sneaky Castro.
by ClovenHoovedBeast March 11, 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.
I was giving an extra sneaky castro in cuba's birthday
by djbasa83 June 24, 2006

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