Green’s Dictionary of Slang

skeeza n.

also skeez, skeeze, skeezer
[? SAmE skeezicks, a ‘mean, contemptible fellow’ (Bartlett, Dict. Americanisms, 1877); skeeze v.2 ]
(orig. US black)

1. a woman who trades sex for status or for free drugs; her chosen partners are often drug dealers or performers; thus broadly, a promiscuous woman.

[US]King Tee & Mixmaster Spade ‘Ya Better Bring a Gun’ 🎵 A skeezer comes your way, you say, ‘Let’s take a ride.’.
[US]G. Tate ‘Public Enemy’ in Flyboy in the Buttermilk (1992) 128: Remember The Mack? Where the pimp figures it cool to make crazy dollar off his skeezes.
[US]A. Rodriguez Spidertown (1994) 119: I think they both saw Amelia f’ what she was, some kinda scummy skeez.
[US](con. 1986) G. Pelecanos Sweet Forever 90: Driving down U with Alan Rogers and his new skeezer.
[US]J. Ridley Everybody Smokes in Hell 38: He looked over at the two skeezes on the couch bookending his boss.
[US]G. Pelecanos Right As Rain 228: You talkin’ about that skeeze over in the Yard?
[US]Baltimore Sun (MD) 19 Mar. B8/6: When he called Rice a ‘skeeza’ liberal black leaders [...] knew Baraka was lying.

2. attrib. use of sense 1 in its broadest use.

[US]N. Kelley ‘The Code’ in Brooklyn Noir 176: Amateur bitchez who watched skeezer videos and acted like they could hump.

3. a person, usu. female, who attempts to have a relationship with a member of the opposite sex only for their material possessions, in order to make an impression on other people.

[US]P. Munro Sl. U. 172: skeezer promiscuous woman, slut, ho.
[US]Eble Campus Sl. Apr.

4. a man.

[US]Eble Campus Sl. Mar. 8: skeezer – guy. ‘Last night, we saw this fine skeezer.’.

5. a derog. term for any disliked person.

[US]Eble Campus Sl. Fall 7: skeezer – a no good person: Don’t mess with him – he’s a skeezer.
[US]Eble Campus Sl. Apr.
[US]T. Fey Mean Girls [movie script] Jason, why are you such a skeez?

In derivatives

skeezy (adj.) (also skeezy-ass)

(US) unpleasant, distasteful.

P. Blauner Slow Motion Riot 289: ‘I thought she didn’t like me,’ I say. ‘Oh, she thinks you’re kind of a skeezy guy, but she likes to know what everyone’s up to’.
[US]‘Grandmaster Flash’ Adventures 148: Said she saw you getting high with a trifling, skeezey ho she never saw before!
B. Kroeber ‘Be My Alibi’ in ThugLit Sept. [ebook] I routinely truck with some skeezy-ass folks.
[US]L. Berney Long & Faraway Gone [ebook] ‘That skeezy guy at the balloon race?’.
[US]S.M. Jones Lives Laid Away [ebook] ‘No, fuck you, ya skeezy dinosaur!’ Anna replied.
[US](con. 1991-94) W. Boyle City of Margins 37: [T]wo skeezy alkie ladies drinking at the far end of the bar.