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possible security hole(unsure)(really minor)

Its possible that a client picks two servers that don't currently have a connection or have a connection with no other traffic between them to form a hop. This results in complete lossage as only one client is sending data through the connection, eliminating the security of that hop against timing attacks. Do I have this wrong or is this a real issue?
Watson Ladd
"Those who would give up Essential Liberty to purchase a little Temporary Safety deserve neither  Liberty nor Safety."
-- Benjamin Franklin