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Funds Held for Clients and Corporate Investments (Securities in Unrealized Loss Position) (Details) - USD ($) $ in Millions | Feb. 28, 2023 | May 31, 2022
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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 | $ (73.7) | $ (116.2)
Securities in an unrealized loss position for less than twelve months, Fair value | 2,012.5 | 2,059.6
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (157.6) | (22.8)
Securities in an unrealized loss position for more than twelve months, Fair value | 1,159.8 | 200.7
Total, Gross unrealized losses | (231.3) | (139.0)
Total, Fair value | 3,172.3 | 2,260.3
Asset-Backed Securities [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (0.6) | (0.9)
Securities in an unrealized loss position for less than twelve months, Fair value | 68.6 | 48.5
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (1.5) | (0.3)
Securities in an unrealized loss position for more than twelve months, Fair value | 19.9 | 5.7
Total, Gross unrealized losses | (2.1) | (1.2)
Total, Fair value | 88.5 | 54.2
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 | (29.4) | (17.5)
Securities in an unrealized loss position for less than twelve months, Fair value | 1,072.9 | 425.4
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (18.5) | (1.5)
Securities in an unrealized loss position for more than twelve months, Fair value | 142.4 | 16.7
Total, Gross unrealized losses | (47.9) | (19.0)
Total, Fair value | 1,215.3 | 442.1
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 | (23.3) | (81.9)
Securities in an unrealized loss position for less than twelve months, Fair value | 555.3 | 1,171.5
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (106.0) | (10.6)
Securities in an unrealized loss position for more than twelve months, Fair value | 743.2 | 86.6
Total, Gross unrealized losses | (129.3) | (92.5)
Total, Fair value | 1,298.5 | 1,258.1
U.S. Government Agency And Treasury Securities [Member] |  |
Schedule of Available-for-sale Securities [Line Items] |  |
Securities in an unrealized loss position for less than twelve months, Gross unrealized losses | (20.4) | (15.9)
Securities in an unrealized loss position for less than twelve months, Fair value | 315.7 | 414.2
Securities in an unrealized loss position for more than twelve months, Gross unrealized losses | (31.6) | (10.4)
Securities in an unrealized loss position for more than twelve months, Fair value | 254.3 | 91.7
Total, Gross unrealized losses | (52.0) | (26.3)
Total, Fair value | $ 570.0 | $ 505.9

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