Green’s Dictionary of Slang

diddy-bopping n.

also diddley-bopping, diddly-bopping
[diddy-bop v.]
(US, orig. milit./black)

1. walking carelessly.

[US]M. Baker Nam (1982) 161: I went diddy-bopping out there with them.
[US](con. 1968) W.E. Merritt Where the Rivers Ran Backward 8: They accused me of diddly bopping. [Ibid.] 9: Sergeants treat diddly bopping as a moral flaw.
[US]G.R. Clark Words of the Vietnam War 143/2: Diddy-bopping in Vietnam was used to describe anyone walking in a careless, unattentive, indifferent, reckless or unconcerned manner. Diddy-bopping in the field could prove most hazardous.

2. living as a teen hoodlum; also attrib.

[US](con. 1953–7) L. Yablonsky Violent Gang (1967) 81: All this diddley-boppin’ bullshit is just a waste, man.
[US]E. Grogan Ringolevio 446: Gangs of young, diddy-boppin’, black bloods.