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Funds Held for Clients and Corporate Investments (Funds Held for Clients and Corporate Investments) (Details) - USD ($) $ in Millions | Nov. 30, 2016 | May 31, 2016
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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 |  | $ 287.5 | $ 502.4
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 |  | 287.5 | 502.4
Available-for-sale securities, Amortized cost |  | 3,522.9 | 4,094.3
Available-for-sale securities, Gross unrealized gains |  | 6.7 | 48.3
Available-for-sale securities, Gross unrealized losses |  | (31.5) | (0.7)
Available-for-sale securities, Fair value |  | 3,498.1 | 4,141.9
Other, Amortized cost |  | 15.6 | 14.2
Other, Gross unrealized gains |  | 1.1 | 0.8
Other, Gross unrealized losses |  |  | (0.1)
Other, Fair value |  | 16.7 | 14.9
Total funds held for clients and corporate investments, Amortized cost |  | 3,826.0 | 4,610.9
Total funds held for clients and corporate investments, Gross unrealized gains |  | 7.8 | 49.1
Total funds held for clients and corporate investments, Gross unrealized losses |  | (31.5) | (0.8)
Total funds held for clients and corporate investments, Fair value |  | 3,802.3 | 4,659.2
Corporate Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 158.4 | 128.4
Available-for-sale securities, Gross unrealized gains |  | 0.9 | 2.9
Available-for-sale securities, Gross unrealized losses |  | (1.3) | (0.1)
Available-for-sale securities, Fair value |  | 158.0 | 131.2
General Obligation Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 1,511.7 | 1,594.1
Available-for-sale securities, Gross unrealized gains |  | 3.2 | 27.6
Available-for-sale securities, Gross unrealized losses |  | (14.4) | (0.1)
Available-for-sale securities, Fair value |  | 1,500.5 | 1,621.6
Pre-Refunded Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost | [1] | 56.7 | 60.2
Available-for-sale securities, Gross unrealized gains | [1] | 0.4 | 1.4
Available-for-sale securities, Gross unrealized losses | [1] |  |
Available-for-sale securities, Fair value | [1] | 57.1 | 61.6
Revenue Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 970.8 | 916.2
Available-for-sale securities, Gross unrealized gains |  | 2.0 | 15.8
Available-for-sale securities, Gross unrealized losses |  | (10.5) | (0.2)
Available-for-sale securities, Fair value |  | 962.3 | 931.8
U.S. Government Agency Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 236.0 | 160.8
Available-for-sale securities, Gross unrealized gains |  | 0.2 | 0.6
Available-for-sale securities, Gross unrealized losses |  | (5.3) | (0.3)
Available-for-sale securities, Fair value |  | 230.9 | 161.1
Variable Rate Demand Notes [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 589.3 | 1,234.6
Available-for-sale securities, Gross unrealized gains |  |  |
Available-for-sale securities, Gross unrealized losses |  |  |
Available-for-sale securities, Fair value |  | $ 589.3 | $ 1,234.6
[1] | Pre-refunded municipal bonds are secured by an escrow fund of U.S. government obligations.

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