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Funds Held for Clients and Corporate Investments (Securities in Unrealized Loss Position) (Details) - USD ($) $ in Millions | Aug. 31, 2017 | May 31, 2017
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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 | $ (2.4) | $ (5.8)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (1.2) |
Total, Gross unrealized losses | (3.6) | (5.8)
Securities in an unrealized loss position for less than twelve months, Fair value | 336.3 | 606.4
Securities in an unrealized loss position for more than twelve months, Fair value | 70.1 | 1.0
Total, Fair value | 406.4 | 607.4
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 | (0.2) | (0.5)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.1) |
Total, Gross unrealized losses | (0.3) | (0.5)
Securities in an unrealized loss position for less than twelve months, Fair value | 34.1 | 43.6
Securities in an unrealized loss position for more than twelve months, Fair value | 6.6 |
Total, Fair value | 40.7 | 43.6
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 | (0.3) | (0.9)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.1) |
Total, Gross unrealized losses | (0.4) | (0.9)
Securities in an unrealized loss position for less than twelve months, Fair value | 78.2 | 188.8
Securities in an unrealized loss position for more than twelve months, Fair value | 12.1 |
Total, Fair value | 90.3 | 188.8
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 | 9.1 | 9.2
Total, Fair value | 9.1 | 9.2
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 | (0.1) | (0.8)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.1) |
Total, Gross unrealized losses | (0.2) | (0.8)
Securities in an unrealized loss position for less than twelve months, Fair value | 70.6 | 154.8
Securities in an unrealized loss position for more than twelve months, Fair value | 12.3 | 1.0
Total, Fair value | 82.9 | 155.8
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 | (1.8) | (3.6)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.9) |
Total, Gross unrealized losses | (2.7) | (3.6)
Securities in an unrealized loss position for less than twelve months, Fair value | 144.3 | 210.0
Securities in an unrealized loss position for more than twelve months, Fair value | 39.1 |
Total, Fair value | $ 183.4 | $ 210.0

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