Green’s Dictionary of Slang

roll on v.

1. used to introduce a variety of wishes, usu. referring to escaping the environment that one is in, e.g. roll on payday, roll on Friday etc.

[UK]M. Davitt Leaves from Prison Diary I 150: ‘A burst in the City. Copped while boning the swag. 7 Stretch, 1869. Roll on 1876. Cheer up, pals.’ Another — ‘Hook, 7 ys. Roll on time.’.
[UK]J. Caminada Twenty-Five Years of Detective Life II v: At the conclusion of the day’s proceedings, for a ride at Her Majesty’s expense to the City Gaol at Belle-Vue, much shouting took place [...] all ending with the words ‘Roll on.’.
[UK]F.T. Nettleinghame Tommy’s Tunes 21: When this ruddy war is over, Oh! how happy we shall be! [...] Roll on, when we go on furlough; Roll on, when we go on leave [OED].
[US]C. McKay Home to Harlem 3: Roll on, Mister Ship.
[UK]J. Curtis Gilt Kid 19: Saying to yourself, ‘Roll on Cocoa’.
[UK]D. Bolster Roll On My Twelve 139: Roll on my Twelve [...] means ‘Hasten the day of my discharge’.
[Ire](con. 1940s) B. Behan Borstal Boy 148: Roll on death.
[UK]A. Wesker Chips with Everything I ii: Well, roll on Christmas, roll on I say.
[UK](con. WWII) B. Aldiss Soldier Erect 70: Roll on the boat that takes me home.
[UK]S. Gee Never in My Lifetime in Best Radio Plays (1984) 83: Go on, go home, put your fancy gear on for tonight. Roll on nine o’clock, then, eh?

2. (US) in transitive uses, roll on someone.

(a) to address, to talk to.

[US](con. 1975–6) E. Little Steel Toes 79: Fuckin’ Ben rolls on me after chow. Says he’s got to talk to me.

(b) to attack.

[US]N. George ‘Goin’ Off in Cali’ in Buppies, B-Boys, Baps and Bohos (1994) 90: The Crips flaunting their strength, cocksure that they could roll on the guards.
[US]B. McCarthy Vice Cop 38: He’d roll on anything [...] an old-time, smash-’em-in-the-head-and-lock-’em-up sergeant.
[US]E. Little Another Day in Paradise 254: I’m sitting on my bunk with my tray when three blacks roll on me.
Z-Ro ‘3rd Coast’ 🎵 Roll on cowards and busters, peeping them soldiers and hustlers.
[US]T. Robinson Hard Bounce [ebook] ‘We roll on the fucker, and I unload into him’.
[UK]T. Thorne (ed.) ‘Drill Slang Glossary’ at Forensic Linguistic Databank 🌐 Roll on - attack, take by surprise.

(c) to betray; to inform on.

[US]Simon & Alvarez ‘Backwash’ Wire ser. 2 ep. 7 [TV script] The boy almost roll on you that one time.
[US]J. Ellroy ‘Jungletown Jihad’ in Destination: Morgue! (2004) 365: Donny DeFreeze. Roll on the motherfucker, before I get really mad.
[US]G. Pelecanos Night Gardener 323: Someone had rolled on Dink, so he took the full Federal jolt.
[US](con. 1973) C. Stella Johnny Porno 244: Vento feeds us one or two delegates, they’ll roll on whoever they’re kicking back to.
[US]D. Winslow The Force [ebook] He could roll on prosecutors, judges—shit, he could serve the feds the mayor on the proverbial silver platter with [...] a couple of real estate billionaires as appetizers.
[US]J. Ellroy Widespread Panic 154: Joe M. wants to squeeze her and get her to roll on them [i.e. Communist associates].