IPA: /ˈlɪəriəst/
KK: /ˈlɪrɪst/
Feeling or showing suspicion or caution about something or someone; being wary or distrustful.
She gave him the leeriest look when he suggested going out at night.
Comparative: leery
Superlative: leeriest
Leeriest is derived from the word "leery" (from the Middle English "leerie", meaning cautious or wary) with the superlative suffix "-est" (meaning most). The word "leeriest" means most cautious or most wary.
Think of being 'cautious' or 'wary' ('leery') and remember that 'leeriest' means the most cautious or wary.