Green’s Dictionary of Slang

foxy adj.1

[fox n.1 (1) + sfx -y]

1. (UK Und.) avoiding trouble.

[UK]Leaves from Diary of Celebrated Burglar 133/2: Squib ’az dun a ’ell uv a lot o’ ‘sturbin,’ an’ ’e wur soa bloody skaired o’ t’ ‘chaiffen’ evvry tyme ’e wur ‘collared,’ that he played ‘foxy’ wen in ‘stur’.
[US]E.H. Babbitt ‘College Words and Phrases’ in DN II:i 36: foxy, adj. Good in seizing an opportunity.

2. cunning, untrustworthy.

[UK]London Life 28 June 7/1: [T]hese elderly fast husbands are, [...] very ‘foxy’ in all their gay doings, and, at home, are considered all that is moral and good.
[US]J.F. Powers ‘the eye’ in Prince of Darkness 192: [D]amn if the nigger don’t start in to sing a song. Like he didn’t know what was what! Like he didn’t know what we come for! That’s what I call a foxy nigger.
[US]T. Pluck Bad Boy Boogie [ebook] ‘Where can I find that foxy sumbitch?’.

3. (US campus) artistic, neat.

[US]W.C. Gore Student Sl. in Cohen (1997) 11: foxy a. […] Very neat, artistic. ‘That’s a foxy drawing.’ ‘I believe I handed in some foxy curves.’.

4. (orig. US) attractive, sexy; also fig. use.

[US]W.C. Gore Student Sl. in Cohen (1997) 11: foxy a. […] Stylish, pretty, attractive, showy.
[US]W. Irwin Love Sonnets of a Hoodlum VIII n.p.: I sometimes think I am not so good, That there are foxier, warmer babes than I.
[US]E.L. Warnock ‘Terms of Approbation And Eulogy’ in DN IV:i 21: foxy. Stylish looking, attractive. [...] ‘She’s a foxy looking little lady.’.
[US]S. Ford Torchy, Private Sec. 159: One of the flossiest, foxiest widows in New York.
[US]B.Q. Morgan ‘Simile and Metaphor in Amer. Speech’ in AS I:5 272: You’re foxy.
D. Burley N.Y. Amsterdam Star-News 22 May 11: Foxy chicks all togged to the bricks.
[US]Eddie ‘Cleanhead’ Vinson ‘Cleanhead’s Back In Town’ 🎵 Bring your big fine foxy self on home, and cook my kidney stew.
[US]R. Russell Sound 218: All the studs in fancy duds and foxy chicks togged to the bricks is gonna be there.
[US] Sugar Hill Gang ‘Rapper’s Delight’ 🎵 My name is known all over the world / By the foxy ladies and pretty girls.
[Aus]R.G. Barrett Godson 122: Black dress seemed to look foxier than ever.
[US]T. Wolfe Bonfire of the Vanities 404: The woman in the car was younger, and she had darker hair, and she was more . . . more foxy.
[US]Tarantino & Avery Pulp Fiction [film script] 42: Fox, as in we’re a bunch of foxy chicks.
D. Mansour From Abba to Zoom 46: [The] action-packed films were generally set in an urban black community and centered on a sexy cool dude or a foxy chick who battled white racists.
S. Barber ‘Killer, Duck and The Boys’ in ThugLit Apr. [ebook] ‘She’s a killer, boys [...] Back from Vegas and looking, foxy!’ .
[Ire]P Howard Braywatch 358: ‘[T]hat foxy Russian one said she had a secret’.

5. (US black) splendid, good.

[US]E.H. Babbitt ‘College Words and Phrases’ in DN II:i 36: foxy, adj. Extrememly good.
[US]D. Burley Orig. Hbk of Harlem Jive 66: Joe Q. Hipp, foxy as a freebie to the Roxy.
[US]H. Simmons Corner Boy 162: Jake’s taking me for a spin in his new car [...] it’s real foxy.
[US]B. Jackson Get Your Ass in the Water (1974) 98: I picked up on your wardrobe as I came down the line, / and from what I hear about it, it’s awful fine. / Now’s that all right, baby, I’ll get around to you. / I picked up on your wardrobe and it’s foxy, too.

6. clever, intellectual.

[US]E.H. Babbitt ‘College Words and Phrases’ in DN II:i 36: foxy, adj. Bright.
[US]Sun (NY) 14 July 12/3: The half-mile handicap for professionals introduced Jenkins and Gascoyne, the englishmen, as ‘foxy’ riders.
[US]Ade ‘The Fable of What Horace Stood For’ in True Bills 35: Some Men imagine that the Foxy Play is to grab off something that never owned any Sunbursts and Sable Wraps, and probably she will be satisfied with Department-Store Belt Buckles and Nearsilk Trimmings.
[US]B. Hecht A Thousand and One Afternoons [ebook] There's Mr. Erbstein, for instance, the criminal lawyer. He's a pretty smart one [...] thought himself pretty foxy.
[UK]P. Marks Plastic Age 297: Even Larson knew that, but he’s the foxy kid.
[US]Mezzrow & Wolfe Really the Blues 103: The hard-cutting broadsides that two foxy studs named Mencken and Nathan were beginning to shoot at Joe Public in the pages of The American Mercury.
[US]P. Whelton Angels are Painted Fair 218: They were foxy – until to-night.

In compounds

foxy grandpa (n.) [the cartoon character Foxy Granpa, by C.E. Schultze (1866–1939), which appeared c.1900 and featured an adult who, in a reverse of the usual cartoon situation, played tricks on children]

(US) a sly person, neither necessarily old nor a grandfather.

[US]‘Hugh McHugh’ Out for the Coin 75: Aw, say, Foxy Gran’, ring de tinkler on yourself!
[US]K. McGaffey Sorrows of a Show Girl Ch. iv: I can safely say that I am no Foxy Grandpa’s fair-haired child.
[UK]E. Glyn Flirt and Flapper 49: Flirt: I consened, of course, to mary him immediately. Flapper: Foxy Grandpa.
[US](con. 1920s) J.T. Farrell Judgement Day in Studs Lonigan (1936) 554: He just acted as if I was Foxy Grandpa and there wasn’t any hope for me.
[US]S. Bellow Augie March (1996) 35: You’ll be working for old foxy grandpa himself, and he isn’t going to put up with any fooling.
[US]B. Appel Tough Guy [ebook] ‘Think I’m drunk, doncha?’ he asked, a foxy grandpa, tapping the tip of his forefinger against his temple.
foxy-moron (n.) [play on SE oxymoron, a figure of speech in which apparently contradictory terms appear in conjunction]

one who is coinsidered attractive, but nonetheless stupid.

[US]Readers’ Digest 152 49: She’s sexy but not very bright - a real foxymoron. - Ellis Stewart.
[US]M. Abrams and J. Winters Dr. Broth and Ollie’s Brain-boggling Search for the Lost Luggage 114: ‘And that,’ said Mel nodding toward a peasant woman in a short skirt, ‘is one foxy moron. If they’ve got to be stupid, might as well make ‘em foxy’.
[Aus]A. Matthews Dingo’s Breakfast 74: foxy moron | A Kath & Kim saying, meaning a particularly foxy (spunky) person.
[Aus]J. Christiansen Deadly Beautiful 153: The more recent Australian variant created by television characters Kath and Kim is the oxymoronic ‘foxy moron’.
[UK]S. Stanbury Siege of Wrenstock Gardens 447: ‘I had other things to think about – far more important things. After that foxy moron attacked me, I suddenly realised until we got the thugs off Marsha’s back they’d never leave her alone.