Green’s Dictionary of Slang

1. insane.

1910

El Paso Herald (TX) 26 Mar. 26/5: ‘You’re booboo, ain’t yer? Hi dunno what you’re talkin’ abaout.’ [...] ‘No, old chap, I’m not dotty’.

2. (US campus) bad, second-rate.

1997		Da Bomb Summer Supplement 2: Boo-boo (adj.) Bad.
1997–2000		College Sl. Research Project (Cal. State Poly. Uni., Pomona) 🌐 Boo-boo (adj.) Ugly (used for females).

3. disgruntled, dissatisfied.

2001

‘Randy Everhard’ Tattoo of a Naked Lady 173: When she saw I meant business she made a boo-boo face.