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Funds Held for Clients and Corporate Investments (Funds Held for Clients and Corporate Investments) (Details) - USD ($) $ in Millions | Nov. 30, 2018 | May 31, 2018
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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 |  | $ 957.2 | $ 1,942.3
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 |  | 957.2 | 1,942.3
Available-for-sale securities, Amortized cost |  | 2,999.6 | 3,143.1
Available-for-sale securities, Gross unrealized gains |  | 0.9 | 2.4
Available-for-sale securities, Gross unrealized losses |  | (46.2) | (40.7)
Available-for-sale securities, Fair value |  | 2,954.3 | 3,104.8
Other, Amortized cost |  | 18.1 | 16.1
Other, Gross unrealized gains |  | 1.4 | 2.1
Other, Gross unrealized losses |  | (0.3) |
Other, Fair value |  | 19.2 | 18.2
Total funds held for clients and corporate investments, Amortized cost |  | 3,974.9 | 5,101.5
Total funds held for clients and corporate investments, Gross unrealized gains |  | 2.3 | 4.5
Total funds held for clients and corporate investments, Gross unrealized losses |  | (46.5) | (40.7)
Total funds held for clients and corporate investments, Fair value |  | 3,930.7 | 5,065.3
Corporate Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 398.0 | 328.6
Available-for-sale securities, Gross unrealized gains |  |  | 0.1
Available-for-sale securities, Gross unrealized losses |  | (10.7) | (7.3)
Available-for-sale securities, Fair value |  | 387.3 | 321.4
General Obligation Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 1,008.8 | 1,231.6
Available-for-sale securities, Gross unrealized gains |  | 0.5 | 1.3
Available-for-sale securities, Gross unrealized losses |  | (11.7) | (11.2)
Available-for-sale securities, Fair value |  | 997.6 | 1,221.7
Pre-Refunded Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost | [1] | 49.8 | 50.9
Available-for-sale securities, Gross unrealized gains | [1] | 0.1 | 0.1
Available-for-sale securities, Gross unrealized losses | [1] | (0.2) | (0.1)
Available-for-sale securities, Fair value | [1] | 49.7 | 50.9
Revenue Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 635.2 | 813.5
Available-for-sale securities, Gross unrealized gains |  | 0.3 | 0.9
Available-for-sale securities, Gross unrealized losses |  | (8.3) | (8.0)
Available-for-sale securities, Fair value |  | 627.2 | 806.4
U.S. Government Agency Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 474.4 | 410.2
Available-for-sale securities, Gross unrealized gains |  |  |
Available-for-sale securities, Gross unrealized losses |  | (15.3) | (14.1)
Available-for-sale securities, Fair value |  | 459.1 | 396.1
Variable Rate Demand Notes [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 433.4 | 308.3
Available-for-sale securities, Gross unrealized gains |  |  |
Available-for-sale securities, Gross unrealized losses |  |  |
Available-for-sale securities, Fair value |  | $ 433.4 | $ 308.3
[1] | Pre-refunded municipal bonds are secured by an escrow fund of U.S. government obligations.

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