Review the item:
Raphael would have __________ jeans and a T-shirt to the interview if he thought such attire would land him the job. Because he knew better, Raphael struggled into a scratchy suit that made him feel as though ants were crawling over his skin.

The blank requires the past participle of wear, an irregular verb. Worn is the past participle.

Verb Simple
Present
Simple
Past
Past
Participle
wear wear(s) wore worn

Wore, the form you chose, is the simple past form; you cannot use simple past with auxiliary verbs like would have. Before you continue, review the rules for irregular verbs.

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