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Funds Held for Clients and Corporate Investments (Securities in Unrealized Loss Position) (Details) - USD ($) $ in Millions | Feb. 28, 2017 | May 31, 2016
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Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | $ (15.2) | $ (0.5)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses |  | (0.2)
Total, Gross unrealized losses | (15.2) | (0.7)
Securities in an unrealized loss position for less than twelve months, Fair value | 782.1 | 141.1
Securities in an unrealized loss position for more than twelve months, Fair value | 1.0 | 14.5
Total, Fair value | 783.1 | 155.6
Corporate Bonds [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (1.0) | (0.1)
Total, Gross unrealized losses | (1.0) | (0.1)
Securities in an unrealized loss position for less than twelve months, Fair value | 57.4 | 14.7
Total, Fair value | 57.4 | 14.7
General Obligation Municipal Bonds [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (4.6) | (0.1)
Total, Gross unrealized losses | (4.6) | (0.1)
Securities in an unrealized loss position for less than twelve months, Fair value | 258.6 | 48.9
Securities in an unrealized loss position for more than twelve months, Fair value |  | 2.8
Total, Fair value | 258.6 | 51.7
Pre-Refunded Municipal Bonds [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Fair value | 12.4 | 5.7
Total, Fair value | 12.4 | 5.7
Revenue Municipal Bonds [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (4.1) |
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses |  | (0.2)
Total, Gross unrealized losses | (4.1) | (0.2)
Securities in an unrealized loss position for less than twelve months, Fair value | 199.1 | 20.7
Securities in an unrealized loss position for more than twelve months, Fair value | 1.0 | 11.7
Total, Fair value | 200.1 | 32.4
U.S. Government Agency Securities [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (5.5) | (0.3)
Total, Gross unrealized losses | (5.5) | (0.3)
Securities in an unrealized loss position for less than twelve months, Fair value | 254.6 | 51.1
Total, Fair value | $ 254.6 | $ 51.1

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