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Funds Held for Clients and Corporate Investments (Funds Held for Clients and Corporate Investments) (Details) - USD ($) $ in Millions | Feb. 29, 2020 | May 31, 2019
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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 |  | $ 1,226.1 | $ 204.5
Funds held for clients' money market securities and other cash equivalents, Fair value |  | 1,226.1 | 204.5
Available-for-sale securities, Amortized cost |  | 3,102.3 | 3,601.1
Available-for-sale securities, Gross unrealized gains |  | 84.1 | 22.4
Available-for-sale securities, Gross unrealized losses |  |  | (2.7)
Available-for-sale securities, Fair value |  | 3,186.4 | 3,620.8
Other, Amortized cost |  | 25.6 | 26.3
Other, Gross unrealized gains |  | 2.0 | 1.7
Other, Gross unrealized losses |  | (0.4) | (0.3)
Other, Fair value |  | 27.2 | 27.7
Total funds held for clients and corporate investments, Amortized cost |  | 4,354.0 | 3,831.9
Total funds held for clients and corporate investments, Gross unrealized gains |  | 86.1 | 24.1
Total funds held for clients and corporate investments, Gross unrealized losses |  | (0.4) | (3.0)
Total funds held for clients and corporate investments, Fair value |  | 4,439.7 | 3,853.0
Asset-Backed Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 68.0 | 5.3
Available-for-sale securities, Gross unrealized gains |  | 1.1 |
Available-for-sale securities, Fair value |  | 69.1 | 5.3
Corporate Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 667.6 | 442.1
Available-for-sale securities, Gross unrealized gains |  | 24.0 | 5.3
Available-for-sale securities, Gross unrealized losses |  |  | (0.9)
Available-for-sale securities, Fair value |  | 691.6 | 446.5
General Obligation Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 741.8 | 840.6
Available-for-sale securities, Gross unrealized gains |  | 16.9 | 7.5
Available-for-sale securities, Gross unrealized losses |  |  | (0.3)
Available-for-sale securities, Fair value |  | 758.7 | 847.8
Pre-Refunded Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost | [1] | 21.9 | 25.6
Available-for-sale securities, Gross unrealized gains | [1] | 0.3 | 0.2
Available-for-sale securities, Fair value | [1] | 22.2 | 25.8
Revenue Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 586.9 | 545.4
Available-for-sale securities, Gross unrealized gains |  | 14.5 | 4.7
Available-for-sale securities, Gross unrealized losses |  |  | (0.2)
Available-for-sale securities, Fair value |  | 601.4 | 549.9
U.S. Government Agency And Treasury Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 866.2 | 612.5
Available-for-sale securities, Gross unrealized gains |  | 27.3 | 4.7
Available-for-sale securities, Gross unrealized losses |  |  | (1.3)
Available-for-sale securities, Fair value |  | 893.5 | 615.9
Variable Rate Demand Notes [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 149.9 | 1,129.6
Available-for-sale securities, Fair value |  | $ 149.9 | $ 1,129.6
[1] | Pre-refunded municipal bonds are secured by an escrow fund of U.S. government obligations.

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