diddle-diddle is when you stick your fingers in your ass.
my teacher diddle-diddles al day in class.
by john bailey November 2, 2004
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When you are hittin’ it solid from behind doggie style and attempt to slip a finger or two (or thumb) into her tightened little bung hole for a diddle diddle but get an immediate response of “Uhhh Ahhh, No!”
Tried the old bung diddle diddle last night with Rachel. And? What do you think? Uhhh Aghhh, No! Exactly.
by Eaton Holgoode November 5, 2018
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A phrase used by youtuber JackSucksAtLife and Rule 1 of Hacker Trolling
"You can't Diddle a diddle boy" or "Ya can't diddle a diddle boy" means
You can't troll a troll, or more specifically you cant troll the Diddle Boy; aka jack
*a staff member of Jack's tries to troll him on his mc server*
Jack: You cant diddle a diddle boy *cute laugh*
Play.skycade.net
by EditorKaiIsABrush June 28, 2019
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