Little pickle boy can mean a number of different things, most commonly it is used as a nonsensical insult to demean a person in the least hurtful way, a silly phrase used to cheer up someone or just a joke to get a group to start laughing randomly.
The âboyâ in little pickle boy is also optional.
Person 1: *does anything*
Person 2: âYou know what youâre a little pickle boy, la la la la little pickle!â
Person 1: âI donât no man, it seems like every day keeps getting worse than the lastâ
Person 2: âLittle pickle, la la la!â
Both: *starts laughing*
Person: âHey little pickle boyâ
Group: *starts laughing*