Tippy Terry #14

Little Groucho dreams of sailing his toy boat, but when his father Harold dismisses a plumber's repair estimate as child's play, the boy takes matters into his own hands—with predictably disastrous results. Now Harold must swallow his pride and face the very plumber he just insulted to fix the watery mess his son has created.

Little Groucho sneaks home late from poker night, desperately trying to avoid waking Ellen—but his dog Whiskers has other ideas about keeping quiet. When he finally makes it past the sleeping household, a surprise encounter reveals his careful scheming wasn't quite as foolproof as he'd hoped.

When a father takes his young son Groucho downtown to help pick out a new suit, the boy's honest—if brutal—fashion critiques nearly derail the whole shopping trip. Things go from bad to worse when Groucho decides to "help" at the tailor shop by taking matters into his own hands, with hilariously chaotic results that neither the tailors nor his father could have anticipated.

Harold needs uninterrupted time to prepare his business records for an important investor meeting, so he enlists his imaginative son Groucho to stand sentry duty outside his office door—a clever bit of parental psychology that quickly spirals when the boy takes his role as guard far too seriously, refusing to let anyone pass without a password.

When Groucho gets hauled off to the beauty parlor by his mother to prevent more mud-rolling mishaps, he ends up receiving the same mud-pack treatment she does—turning the tables on her beauty day in the most unexpectedly messy way possible. It's a clever bit of comeuppance wrapped in slapstick charm, as this mischievous kid proves that sometimes the best solution to keeping clean is just embracing the mud.

Little Groucho makes a questionable deal with Skinny Morton—trading his father's golf stick for a frog—and when his dad threatens punishment, his mother suggests teaching the boy about business instead. Inspired by the lesson, Little Groucho decides to open a luncheonette and starts selling sandwiches on the street, but his newfound entrepreneurial success takes an unexpected turn when an inspector arrives with serious accusations.