Green’s Dictionary of Slang

over shoes, over boots phr.

also over the ankles
[? water pouring over the top of one’s footwear]

totally, recklessly committed.

[UK]J. Taylor Works ii 145: For where true courage roots, the proverb says, Once over shoes, o’er boots [F&H].
J. Phillips [trans.] Cervantes Don Quixote 179: But when he found himself over Shoes, over Boots, and that his Heart was all of a Blaze, beyond the Quenching of the City Engines [...] what a Clatter was there?
[UK]Marryat Poor Jack 360: Bessy’s in love right over the ankles.