List of Strawberry Shortcake villains

The Purple Pieman was introduced in Strawberry Shortcake's first adventure, The World of Strawberry Shortcake, where he succeeded in flooding Strawberryland and stealing all the berries in the valley. This was, unfortunately, the closest the Pieman ever came to a decisive victory over Strawberry Shortcake. Hereafter, the Purple Pieman merely harassed the residents of Strawberryland. He admitted in Strawberry Shortcake in Big Apple City that he has an 'evil conscience,' but he rarely does anything that is more than mildly mischievous.

The Purple Pieman lives in a ramshackle tower of cookware dubbed The Pie Tin Palace, situated high atop Strawberryland on Porcupine Peak. In his tower, he has a wealth of baking supplies, such as ovens, pans, and dough. The Pieman also possesses a magic pie tin, which he sometimes uses to spy on the residents of Strawberryland. While he is a clever liar and cheat, and a convincing master of disguise, he is an admittedly poor baker. The Purple Pieman frequently refers to himself in the third person, and always performs a quick jig after doing so. In Strawberry Shortcake: The Sweet Dreams Movie he even signs his name with fanfare written in. He dislikes snakes and Sour Grapes' singing, but hates Strawberry Shortcake's 'Berry Talk' (that is, to substitute "berry" for any word that rhymes) above all else.

The Purple Pieman has a flock of Berry Birds, which he uses to steal berries and eavesdrop on the denizens of Strawberryland. The largest Berry Bird is called Captain Cackle.

Sour Grapes was introduced in the third Strawberry Shortcake adventure, Strawberry Shortcake: Pets on Parade. She introduced herself as the Purple Pieman's old partner in crime, but this was retconned in the 2006 Sweet Dreams movie, where she was reintroduced as the Purple Pieman's sister. She sings when excited, much to the Pieman's chagrin, as her singing is loud and off-key (Her "song" was introduced as a "Yogurt-Curdling Yodel" upon her first appearance, but was later modified into a shrill operatic pronouncement). She is very fond of her pet snake, Dregs, whom she frequently wears as a stole. At the end of Dancin' In Disguise, she had a change of heart and decided to be friends with Strawberry Shortcake and her companions. However, Sour Grapes has reverted back to her wicked ways by the time of the Big Country Fun DVD.

Raisin Cane was introduced in the Star Comics Strawberry Shortcake title. She is Sour Grapes' adolescent niece. In her first appearance, she was selected to infiltrate Strawberryland's annual pie baking contest. By the end of this adventure, Raisin realized that she wanted to be friends with Strawberry Shortcake and her companions, but her loyalties were still with her aunt and the Purple Pieman. Her pet is a worm named Durt. Due to her comic only appearance, she remains a fairly obscure character.

Licorice Whip is introduced in the 2005 DVD Adventures on Ice Cream Island. He is a traveling horse-napper who kidnaps Strawberry Shortcake's filly friend, Honey Pie Pony, to be the star of his Traveling Horsey Hoedown show. He is a tall, slim man dressed in tall black boots, a long black overcoat, and a licorice-ribbed vest. He has reddish-brown hair and wears a tall, black, licorice-ribbed stove-pipe hat. His pet helper is an under-appreciated bird known as Raven. Due to this under-appreciation, Raven actually turned against Licorice Whip by the end of the show, helping Strawberry, her friends, and their fillies rescue Honey Pie Pony from an escaping raft. In the end, after his captured horses escape, Licorice Whip yells "I'll be back!" However, to date, he has not made a return appearance in the TV series. However, he is thought to have made a return appearance in the game Strawberry Shortcake: Ice Cream Island Riding Camp for the GameBoy Advance.