Green’s Dictionary of Slang

1. a testicle.

1912–43

in Frank Brown Collection I 533: Dingle-berry, n. A testicle [HDAS].

2. (US, also dingelberry, dingledork) someone, or something, stupid, dull, obnoxious.

1924		Hecht & Bodenheim Cutie 12: This pious dingelberry had only one eye.
1960		R.M. Rogers Long White Cloud 136: Theories. Huh. Dingleberries. Looks like somebody docked their tails mighty short.
1976		P. Conroy Great Santini (1977) 237: A lot of officers are a bunch of dingleberries going along for the ride.
1986		Eble Campus Sl. Nov. 3: dingledork – affectionate teasing term suggesting that the referent is insufficient mentally or socially.
1996		Eble Sl. and Sociability 59: Derogatory epithets abound, for example [...] dildo, dimwit, dingleberry, dip, donut hole, dork.
2003		T. Dorsey Stingray Shuffle 47: ‘No, you dingleberry, unscrew the bottom.’ [...] ‘You know what a dingleberry actually is?’.
2017		T. Pluck on Twitter 26 May 🌐 Body slamming bozo Gianforte donated $20 million to a NJ college he graduated from. Sorry we helped create this entitled rich dingleberry.

3. a piece of excrement clinging to the hairs around an inadequately cleansed anus.

1950		in G. Legman Limerick (1953) 316: There was once a young man from Snodgrass / Who had dingleberries hanging from his ass.
1960		R.M. Rogers Long White Cloud 334: Under all that hell-and-high spirits is a good head. Knows sheep from ears to dingleberries.
1972		B. Rodgers Queens’ Vernacular 19: dingle-berries (late ’50s–late ’60s) dried globs of feces clinging to the anal hairs of an unfastidious person.
1995		A. Higgins Donkey’s Years 122: His pyjama trousers slipped down below his knees. The rear exposure was sensational [...] the hairy crevice and billygoat’s matted danglers and dingleberries.
2001		OnLine Dict. of Playground Sl. 🌐 dingle berry n. 1) Piece of excrement that sticks stubbornly to the buttock and/or buttock hairs.

4. the vagina, the clitoris.

1974

V.C. Strasburger Rounding Third 182: And diddle your dingleberry until your boobs quiver [HDAS].

5. in pl., the female breasts.

1984

Partridge DSUE (8th edn) 310/2: later C.20.