Green’s Dictionary of Slang

1. (orig. US) a fool [dip n.⁵ (1)].

1967–8		Baker et al. CUSS 105: Dipshit, A person who always fools around. A person who always does the wrong thing. An obnoxious person.
1969		H. Rap Brown Die Nigger Die! 51: In white america, if the President or Senator Dipshit says it, no one challenges it.
1978		D. DeLillo Running Dog (1992) 202: I talked to the dipshit who answers the phone.
1985		J. Wambaugh Secrets of Harry Bright (1986) 62: Earning dipshit-of-the-month award for Wingnut.
1991		C. Hiaasen Native Tongue 105: We look like total dipshits.
2004		J. Ellroy ‘Jungletown Jihad’ in Destination: Morgue! (2004) 334: The DeFreeze dipshit was writing her Sexton show.
2009		L. McIlvanney All the Colours 188: ‘You dipshit [...] I thought you’d retired’.
2010		(con. 1973) C. Stella Johnny Porno 147: He’s not my nephew, the dip-shit.
2016		www.avclub.com 24 June 🌐 So in summation, what does this all mean for us, the distant, American consumer dipshit?
2020		(con. 1991-94) W. Boyle City of Margins 81: [T]he other dipshits on the faculty, the no-necks [...] the fuckwads and the pushovers.

2. (orig. US) a form of derog. address [dip n.⁵ (1)].

1978		R. Price Ladies’ Man (1985) 229: G’head, make fun, dipshit.
1986		C. Hiaasen Tourist Season (1987) 124: I do mind, dipshit.
1990		(con. c.1970) G. Hasford Phantom Blooper 15: What’s your name there, dipshit?
1998		(con. 1960s) G. Washington Blood Brothers 101: You ain’t shit, boy, you dip-shit you.
2002		Big Ben Kennedy.com Journal 24 Jul. 🌐 ‘Can I not cuss for 3 hours?’ I should be able to, but just in case let me get it out of my system now ... Shit, Fuck, Bitch, Cocksucker, Motherfucker, [...] Dip Shit.
2006		D. Winslow Winter of Frankie Machine (2007) 73: Ice cubes [...] from the freezer, dipshit.
2011		J.J. DeCeglie Drawing Dead [ebook] Hey, dipshit, leave that alone.
2014		M. McBride Swollen Red Sun 91: ‘I ain’t even asked you a question yet, dipshit’.
2020		S.A. Crosby Blacktop Wasteland 226: ‘You heard him, dipshit!’.

3. (Aus.) a male homosexual [SE dip + shit n. (1a)].

1999

G. Seal Lingo 114: While gay has become the accepted mainstream term, the vernacular is still full of other, less positive terms, such as [...] dip-shit, shirt-lifter, freckle-puncher and pillow-biter.