Green’s Dictionary of Slang

shit street n.

a fig. bad place; usu. in phr. below.

In phrases

in shit street (adj.) (also up shit street)

(orig. US) in difficulties, facing problems, in disgrace; note extrapolation in cit. 1960.

[US] (ref. to late 19C) N. Kimball Amer. Madam (1981) 228: I’d be, as he put it, ‘Up shat [sic] creek and no paddle’.
[Aus]‘Nino Culotta’ Cop This Lot 190: Now we’re up that famous street [...]. No bags, no passports, no dough.
[SA]A. La Guma Walk in the Night (1968) 27: Here I am, in shit street.
[NZ]G. Slatter Pagan Game (1969) 161: Trouble was she was a Mickey Doo – Buggered for the want of an Irish king — So I’m in Shit Street.
[SA]M. Melamu ‘Bad Times, Sad Times’ in Mutloatse Forced Landing 53: That unfinished letter put me in real shit-street.
[UK]Flame: a Life on the Game 158: If you had been caught, we would have been in Shit Street.
[UK]I. Welsh Filth 297: Brother Blades is in shit street alright.
[UK]D.S. Mitchell Killer Tune (2008) 58: From what they’re saying on the telly you’re up shit street anyway.