Green’s Dictionary of Slang

lucky adj.

SE in slang uses

In compounds

luck boy (n.)

1. (US) a crooked professional gambler.

[US]R.E. Alter Carny Kill (1993) 11: It was an old dodge. I grinned at the luckboy and held up my five dollar bill and put it back in my pocket.

2. (S.Afr.) a male lover who is kept by a woman.

[SA]L.F. Freed Crime in S. Afr. 106: A ‘lucky boy’ is a man kept by a woman as a lover.
lucky Pierre (n.) [? the punchline of a joke]

1. (gay) the middle man in a ‘sandwich’ of three sexually entwined men.

[[US]‘J.M. Hall’ Anecdota Americana I 42: In the room across the way three nude men were practicing a spinctrian posture, that is to say, in vulgar language, back-scuttling each other. ‘Lucky Julius,’ was his comment, ‘always in the middle.’].
[US]J. Kirkwood There Must Be a Pony! 294: There was one [pornographic book], with three guys, entitled Lucky Pierre.
[US]B. Rodgers Queens’ Vernacular 128: lucky Pierre 1. the one in the middle of a threesome.
[US]H. Max Gay (S)language.
[UK]Roger’s Profanisaurus in Viz 87 Dec. n.p.: lucky Pierre n. In botting (qv), the busiest botter in a three man bum chain (qv); the filling in a shirt lifter sandwich.
[US]Alt. Eng. Dict. 🌐 lucky Pierre (compound noun) the middle male in a threesome. Implies John is fucking one person while getting fucked by another. Used in the gay world, but could be used in menage a trois with two men and one woman.

2. the man in a sexual threesome of two women and one man; or the woman between two men.

[US]E. Hunter Strangers When We Meet 21: ‘Like the Lucky Pierre joke,’ the blonde said. ‘Everybody knows the punchline, but nobody remembers the story’.
[US]F. Rooney Great Circle 18: Lucky Pierre, always in the middle.
[US](con. 1958) R. Farina Been Down So Long (1972) 152: Little orgy action . . . little lucky Pierre thing . . . me on bottom, man.
see sense 1.
lucky shop (n.)

1. a public house.

[UK]W.B. Carpenter On the Use & Abuse of Alcoholic Liquors 174: The coal-porters are very partial to dog’s-nose — that is, half-a-pint of ale with a pennyworth of gin in it; and when they have got the money, they go up to what they term the ‘lucky-shop’ for it.
[UK](con. 1840s–50s) H. Mayhew London Labour and London Poor III 255/1: The coalporters are very partial to ‘dog’s nose’ [...] and when they have got the money, they go up to what they term ‘the lucky shop’ for it.

2. (Aus.) a Totalizator Agency Board (TAB) betting shop in Victoria.

[Aus]Age (Melbourne) 19 Dec. 24: He was intrigued by the number of people at the socalled ‘Lucky Shop’ frittering away all kinds of money on undisciplined quadrella betting [GAW4].
[Aus]Sun-Herald (Sydney) 7 Mar. 144: Victoria’s TAB (quaintly called lucky shops) [GAW4].

In phrases

be lucky

(UK, mainly London) goodbye.

[UK]‘P.B. Yuill’ Hazell Plays Solomon (1976) 116: ‘I’ll let you know, Tel.’ ‘Be lucky.’.
[UK]Partridge DSUE (8th edn) 69/2: since ca. 1930.
drop lucky (v.)

to be fortunate.

[UK]T. Lewis GBH 144: ‘You dropped lucky there. I wish I’d been sitting at that side of the bar when she drifted in’.
get lucky (v.)

of (usu.) a man, to seduce, to have sexual intercourse.

[US]Robert Johnson ‘Come On In My Kitchen’ 🎵 The woman I love, took from my best friend / Some joker got lucky, stole her back again.
[US]J. Wambaugh New Centurions 189: ‘‘I used to take a date there after work whenever I‘d get lucky’.
[US]Ramis, Kenney & Miller Animal House [film script] pinto: I was thinking, maybe we could get some beer. clorette de pasto: Nah, not tonight. Besides, you might get lucky without it.
[US]R. Campbell In La-La Land We Trust (1999) 132: Every one of them could see himself getting lucky with some hard-eyed blonde, with a mouth like a hand vaccuum, met in the corner bar.
[UK]Indep. Rev. 6 Aug. 2: If he get’s lucky, it’s a quick bunk-up.
[UK](con. 1981) A. Wheatle East of Acre Lane 139: Wong, who t’ought he got lucky, was looking forward to gi’ the girl a serious service.
[Aus]D. McDonald Luck in the Greater West (2008) 13: – Get lucky, ya bastard? Pete said. – Not exactly.
[US](con. 1973) C. Stella Johnny Porno 35: He wondered [...] whether or not they’d be compatible in bed if he ever got that lucky.
I should be so lucky [the word-pattern implies a Yid. origin]

intimating envy on behalf of a speaker who has just been informed of another’s luck, also used ironically.

[US]Motion Picture 44 62: They enjoy the same friends and they have a solid community of interests. This makes for a very nice arrangement. I should be so lucky.
[US]C. Marowitz Open Space Plays 52: rocky [carefully]: You two take a shower while The Rock was out on business? queenie [coyly]: I should be so lucky.
[US]J. Kugelmass Between Two Worlds 311: I should be so lucky. I've been trying for years to get a picture of a rat [...] without any luck. They refuse to pose.
[US]R. Campbell Sweet La-La Land (1999) 166: ‘Everybody satisfied?’ he asked, looking at Dunne. ‘Yes, Your Honor.’ ‘I should be so lucky.’.
[UK]Observer Mag. 27 Feb. 34: I should be so lucky.
you should be so lucky [? a Yid. phr.; certainly orig. identified with Jewish use]

usu. in ironic use, you should be so lucky – but there’s almost no hope that you will be.

[US]New Republic 108 284/1: If you manage to see just this sequence, which comes about three-quarters of the way through, you should be so lucky.
[US]Athletic Jrnl 31-2 4: Williams took the occasion to complain about the weather. Bernie Crimmins replied, ‘You should be so lucky — it’s snowing in South Bend’.
[US]N.Y. World-Telegram 13 Sept. 22/5: All I ask of these scientists is that they put in writing their guarantee that insects will get us yet. We should be so lucky [OED].
R. Rendell Shake Hands for Ever 29: They both came in at about ten my God, I should be so lucky!
B.C. Bluh Banana 101: And if l’m lucky l can work for a man like you. ooooooooo Joanna, you should be so lucky.
[UK]Indep. Rev. 26 June 14: It would be made up for by an increase in the choices and material on other channels. We should be so lucky.