Green’s Dictionary of Slang

1. a term of abuse.

1850

(con. 1843) Melville White-Jacket (1990) 16: Why, you dead-eye!

2. a blank wall.

1863

Story of a Lancashire Thief 12: The tile-maker did a roaring trade. He’d bill the dead eyes with posters as tall as himself!

3. the anus [SE dead + -eye sfx].

1972		B. Rodgers Queens’ Vernacular 17: the man who fucks in anal intercourse, as opposed to the one who is fucked [...] deadeye dick (the dead eye being the anus).
1983		R. Klein Jailhouse Jargon and Street Sl. [unpub. ms.].
1992		Randolph & Legman Ozark Folksongs and Folklore I 401: Hog-eye means, gallantly, the vagina, not to be confused with ‘dead-eye,’ meaning the anus.