Green’s Dictionary of Slang

drag-ass adj.

[drag ass v.]

1. annoying, irritating.

[US] (ref. to late 19C) N. Kimball Amer. Madam (1981) 107: We saw their nasty little habits, gestures of loneliness, no doubt. My, how blue and dragass a millionaire [...] can be with a twenty dollar whore at two in the morning.
[US]N. Algren Man with the Golden Arm 286: A drag-ass ignoramus. A stooge. A bottom-of-the-heaper.
[US]H. Selby Jr Requiem for a Dream (1987) 170: The drag ass process of being booked.

2. of a person, lazy, bedraggled.

[US]E. Hemingway letter 24 Feb. in Baker Sel. Letters (1981) 753: If I start to feel low, tired or drag ass I start them [vitamins] again.
[UK](con. 1940s) D. MacCuish Do Not Go Gentle (1962) 117: The lousiest drag-ass bunch of mother-eatin’ piss-drinkin’ fart sack-lovin’ pack of homos I ever seed.

3. of a thing or person, tedious.

[US]R. Price Blood Brothers 113: After a drag-ass week [...] Monday came as a total shock.

4. tired.

[US]J. Ciardi Good Words 1229: I’m drag-ass.
[US]Eble Campus Sl. Sept.