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Holy Toledo

On May 25, 1085 Alfonso VI of Castile kicked the Moors out of Toledo, Spain; after which Toledo became one of the great centers of Christian culture. Hence the nickname "Holy Toledo". It has since evolved into an exclamation exhibiting surprise, probably due to original surprise that a Moor-encrusted place could become Holy.

Jimmy: Hey John! Did you know that Captain Kirk just beat Wolverine?
John: Holy Toledo! No Way!

by MidnightCricket May 1, 2009

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