Entry 1 sense Webster, 1913 Troublesome /trŭb'-əl-səm/ · Trou·ble·some · IPA /ˈtɹʌbəlsəm/ 01 a. Giving trouble or anxiety; vexatious; burdensome; wearisome. 1. Giving trouble or anxiety; vexatious; burdensome; wearisome. “This troublesome world.” — Book of Common Prayer. “These troublesome disguises that we wear.” — Milton. “My mother will never be troublesome to me.” — Pope. Syn. Uneasy; vexatious; perplexing; harassing; annoying; disgusting; irksome; afflictive; burdensome; tiresome; wearisome; importunate.