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Funds Held for Clients and Corporate Investments (Funds Held for Clients and Corporate Investments) (Details) - USD ($) $ in Millions | Nov. 30, 2017 | May 31, 2017
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Schedule of Available-for-sale Securities [Line Items] |  |  |
Funds held for clients money market securities and other cash equivalents, Amortized cost |  | $ 1,282.8 | $ 264.8
Funds held for clients money market securities and other cash equivalents, Gross unrealized gains |  |  |
Funds held for clients money market securities and other cash equivalents, Gross unrealized losses |  |  |
Funds held for clients money market securities and other cash equivalents, Fair value |  | 1,282.8 | 264.8
Available-for-sale securities, Amortized cost |  | 4,163.1 | 4,581.2
Available-for-sale securities, Gross unrealized gains |  | 8.5 | 37.8
Available-for-sale securities, Gross unrealized losses |  | (22.7) | (5.8)
Available-for-sale securities, Fair value |  | 4,148.9 | 4,613.2
Other, Amortized cost |  | 16.0 | 14.8
Other, Gross unrealized gains |  | 2.8 | 1.9
Other, Gross unrealized losses |  |  |
Other, Fair value |  | 18.8 | 16.7
Total funds held for clients and corporate investments, Amortized cost |  | 5,461.9 | 4,860.8
Total funds held for clients and corporate investments, Gross unrealized gains |  | 11.3 | 39.7
Total funds held for clients and corporate investments, Gross unrealized losses |  | (22.7) | (5.8)
Total funds held for clients and corporate investments, Fair value |  | 5,450.5 | 4,894.7
Corporate Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 291.8 | 208.6
Available-for-sale securities, Gross unrealized gains |  | 1.3 | 2.7
Available-for-sale securities, Gross unrealized losses |  | (1.7) | (0.5)
Available-for-sale securities, Fair value |  | 291.4 | 210.8
General Obligation Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 1,365.2 | 1,422.0
Available-for-sale securities, Gross unrealized gains |  | 4.2 | 21.2
Available-for-sale securities, Gross unrealized losses |  | (7.6) | (0.9)
Available-for-sale securities, Fair value |  | 1,361.8 | 1,442.3
Pre-Refunded Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost | [1] | 72.9 | 54.6
Available-for-sale securities, Gross unrealized gains | [1] | 0.6 | 0.9
Available-for-sale securities, Gross unrealized losses | [1] | (0.1) |
Available-for-sale securities, Fair value | [1] | 73.4 | 55.5
Revenue Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 892.4 | 929.2
Available-for-sale securities, Gross unrealized gains |  | 2.4 | 12.5
Available-for-sale securities, Gross unrealized losses |  | (5.7) | (0.8)
Available-for-sale securities, Fair value |  | 889.1 | 940.9
U.S. Government Agency Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 398.2 | 328.9
Available-for-sale securities, Gross unrealized gains |  |  | 0.5
Available-for-sale securities, Gross unrealized losses |  | (7.6) | (3.6)
Available-for-sale securities, Fair value |  | 390.6 | 325.8
Variable Rate Demand Notes [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 1,142.6 | 1,637.9
Available-for-sale securities, Gross unrealized gains |  |  |
Available-for-sale securities, Gross unrealized losses |  |  |
Available-for-sale securities, Fair value |  | $ 1,142.6 | $ 1,637.9
[1] | Pre-refunded municipal bonds are secured by an escrow fund of U.S. government obligations.

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