Oliver Randolph "Sippy" Sipperley, friend of Bertie in The Aunt and the Sluggard (1), has an aunt Vera in Yorkshire on whose subsidies he is financially dependent. Endeavored to steal an occupied policeman's helmet in Leicester Square one Boat Race Night on Bertie's advice just prior to the action of Without the Option and was sentenced to 30 days without the option of a fine for biffing a cop in the stomach. A sometime writer, in The Inferiority Complex of Old Sippy editor of the Mayfair Gazette, in love with Gwendolen Moon. Was Gussie Fink-Nottle's fellow student at university. See also The Love That Purifies.

• The Aunt and the Sluggard (1)
• Without the Option
• The Inferiority Complex of Old Sippy
• The Love That Purifies