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Douglas Harper's Etymology Dictionary
shoulda

verbal phrase, 1902, representing casual (American) pronunciation of should have.

Wiktionary
shoulda

vb. (context colloquial English) Should have.

Usage examples of "shoulda".

Lopez and Duarte was supposed to be in on it, but they joined the fuckin’ Sinarquista Nazi putos, then the fuckin’ Commie Sleepy Lagoon putos, when they shoulda been fightin’ with us.

You shoulda seen him when we cut his trap line, like a little kid who'd lost his puppy.