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Funds Held for Clients and Corporate Investments (Securities in Unrealized Loss Position) (Details) - USD ($) $ in Millions | Nov. 30, 2016 | 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 | $ (31.4) | $ (0.5)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.1) | (0.2)
Total, Gross unrealized losses | (31.5) | (0.7)
Securities in an unrealized loss position for less than twelve months, Fair value | 1,933.2 | 141.1
Securities in an unrealized loss position for more than twelve months, Fair value | 3.7 | 14.5
Total, Fair value | 1,936.9 | 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 | (1.3) | (0.1)
Total, Gross unrealized losses | (1.3) | (0.1)
Securities in an unrealized loss position for less than twelve months, Fair value | 67.8 | 14.7
Total, Fair value | 67.8 | 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 | (14.3) | (0.1)
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (0.1) |
Total, Gross unrealized losses | (14.4) | (0.1)
Securities in an unrealized loss position for less than twelve months, Fair value | 981.2 | 48.9
Securities in an unrealized loss position for more than twelve months, Fair value | 2.7 | 2.8
Total, Fair value | 983.9 | 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 | 15.3 | 5.7
Total, Fair value | 15.3 | 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 | (10.5) |
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses |  | (0.2)
Total, Gross unrealized losses | (10.5) | (0.2)
Securities in an unrealized loss position for less than twelve months, Fair value | 654.7 | 20.7
Securities in an unrealized loss position for more than twelve months, Fair value | 1.0 | 11.7
Total, Fair value | 655.7 | 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 | (5.3) | (0.3)
Total, Gross unrealized losses | (5.3) | (0.3)
Securities in an unrealized loss position for less than twelve months, Fair value | 214.2 | 51.1
Total, Fair value | $ 214.2 | $ 51.1

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- Definition Amount of accumulated unrealized loss on investments in debt and equity securities classified as available-for-sale that have been in a continuous loss position for twelve months or longer. + References Reference 1: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 320 -SubTopic 10 -Section 50 -Paragraph 6 -Subparagraph (a)(2) -URI http://asc.fasb.org/extlink&oid=73527792&loc=d3e27290-111563 Reference 2: http://www.xbrl.org/2003/role/presentationRef -Publisher FASB -Name Accounting Standards Codification -Topic 320 -SubTopic 10 -Section 50 -Paragraph 7 -URI http://asc.fasb.org/extlink&oid=73527792&loc=d3e27337-111563 + Details
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