Broken Base: Did the series break when A.) They started making material past the 1980s stuff. B.) They introduced villains and generally re-tooled the 2003 series. C.) Demoted Honey Pie Pony and the existing Fillies to extras, then introduced new, bland Fillies with no personality in the formers' place a few months later. D.) Reboot the franchise again in 2009 and made the new show CGI. or E.) it never broke at all?
Germans Love David Hasselhoff: It had and has a strong following in Mexico among both first-generation fans and girls who watch the remake, where it is called "Rosita Fresita". It may have even contributed to the slang "fresa" [strawberry] being synonymous with posh and over cute, or "Valley Girl". It also has a berry, berry strong following in South and South East Asia, specifically in India, Malaysia, Singapore, Indonesia and The Philippines. Even to this day merchandise of the 2003 series (specifically, Baby Strawberry Shortcake products) are still being made and sold in the mentioned countries, in addition to 2009 series clothes, stationery and body care products.
Hilarious in Hindsight: With his tall, wiry build, Dick Dastardly mustache, Thin Chin of Sin and affinity for the color purple, the Peculiar Purple Pieman of Porcupine (especially in the 1980s version) looks eerily like a prototype for Waluigi.
LGBT Fanbase: Plum Pudding has a fanbase amongst trans people for her gender retcon. She was originally male before later being turned into a female character.
Due to the work of a troll who pretended to be a relative of someone working for DiC Entertainment, some in the Strawberry Shortcake fandom are convinced that Nothing Lasts Forever is a song from an unaired 2003 SSC episode when it's in fact from an episode of PB&J Otter called Hope Castle. PB&J Otter itself is a show that had already been cancelled long before the SSC relaunch. Even after the fact was royally jossed with Disney Asia airing the remaining episodes and every single episode coming out on DVD, some of the fandom still chose to believe it was.
Likewise, The Cuppycake Song and You're My Honeybunch were not from any of the 80s specials, they were by Amy Castle. And no, they're not unused songs from the 2003 series either. If you believe they were, you've been suckered by said troll.
Almost everyone, especially the 1980's or 2003 version.
The 2009 series started to go moe again after they revised Strawberry to go without her hat in some of the merchandise.
Periphery Demographic: It's not just kids who watch the TV series and specials, and collect the toys. However, special mention go out to the early episodes of the 2003 continuity for not only attracting the adult collectors but Slice of Life fans as well.
Tastes Like Diabetes: Every series can be seen as overly sweet to some extent, particularly the 2003 incarnation up until the reintroduction of villains. The 2009 franchise was also this until the reintroduction of Sour Grapes.
Plum Puddin' was a boy in the first 80s specials, then goes missing, then returns to Strawberryland as a girl for the final specials.
Almond Tea, although unlike Plum Puddin', she had always been a girl.
Also in the '80s, Souffle the Skunk is called by both male and female pronouns. Souffle's voice actress often played male characters, to further the confusion.
In the 2003 remake, possibly as a homage to the '80s Plum, Plum Puddin' is assigned to a horse who is referred to by male and female pronouns.
Woolseyism: Since most of the desserts that the characters are named after aren't eaten outside of the US and Britain, some foreign versions of the cartoons and toys change the characters' names to desserts that are more familiar to their country but still based on the same fruit. For example, Strawberry Shortcake is called Charlotte aux Fraises in France.
The 1980s series
Awesome Music: The World of Strawberry Shortcake, Strawberry Shortcake in Big Apple City and Strawberry Shortcake: Pets on Parade feature music by Howard Kaylan and Mark Volman. You might know them better as Flo (Volman) and Eddie (Kaylan), of The Turtles, The Mothers Of Invention and Down and Dirty Duck fame. Both even said that in a day were labels barely cared about children's music, they wanted something that could break the mould and be liked by fans of their old projects.
Genius Bonus: The Purple Pieman's competing recipe in the Big Apple City bake-off is one for "kohlrabi cookies" — kohlrabi is a variety of cabbage. No wonder the results are bad!
Heartwarming in Hindsight: In the first special Plum Pudding is male, then is absent in the next special, and in the third special she's female and has been female ever since. Out-of-universe it was Kenner deciding the character should be a girl, but in-universe it reads as a very early example of trans acceptance.
Les Yay: Strawberry befriending Orange Blossom in the second special has them swinging on swings together, praising each other's skills, sharing every interest they have, holding hands, and ending with walking down the street together while singing how "we're a we, and we're friends."
Paranoia Fuel: The first special will get children to think twice when strangers come up to them and try to sell them anything. Not that it's a bad thing of course.
Retroactive Recognition: Strawberry's voice actress is Russi Taylor, who would later become famous for (among many, many other characters) voicing Huey, Dewey and Louie, and would be the official voice actress for Minnie Mouse from 1986 until her passing in 2019 (Strawberry's voice basically is Minnie Mouse).
Viewer Gender Confusion: Due to Almond Tea's original outfit having short hair and pants, she was commonly mistaken for a boy. A later 'party' variant put her in a frilly dress.
What an Idiot!: Strawberry Shortcake's friends in the third special. Let's review the situation: Strawberry is prone to bursting into tears at the mere thought that someone might not like her or think badly of her. Also, most of her behavior is motivated by a desire to constantly make others smile and be happy, and she's perpetually friendly and loving. Meanwhile, the Peculiar Purple Pieman of Porcupine Peak previously attempted to flood the land and later attempt to cheat someone out of a gazebo, and every time he ever appears he's always up to no good. But when the Pieman claims that Strawberry helped him rig a pets on parade contest in his favor, Strawberry's friends jump to the conclusion that Strawberry's a cheater because he said so.
The 2003 series
Accidental Innuendo: In the song I love Custard from the episode Here Comes Pupcake. The title of the song itself is a little cringe-worthy as-is, but the absolute gold has to be the line I could eatmyCustardwitha spoon, sung by Strawberry Shortcake.
Channel Hop: In Asia, the 2003 series actually moved to Boomerang after Hasbro took back the master rights of the franchise from Playmates Toys, due to Hasbro's meddling (Prior to this, the show aired on Playhouse Disney Asia, and before Playhouse Disney Asia was launched, Disney Asia as part of the Playhouse Disney slot). This actually resulted in tons of inconvenience and made the show unavailable to Malaysia and other countries that do not have access to Boomerang, since Season 4 was never released on home video in Malaysia (and it's probably safe to assume the same, if not the entire series, in other countries).
In Legend of the Lost Treasure, the Sea Beast makes a HeelFace Turn and narrowly escapes death. The adventure ends with a song about treasuring friends. A few months after said episode was made, the character's voice actress died. The Sweet Dreams Movie was dedicated with love to Pam Carter's memory, as mentioned in the closing credits.
The death of James Street ventures into this territory. His character, Huckleberry Pie, often used a skateboard to get around Strawberryland. Riding without a helmet, Street was in a fatal skateboarding crash. (Daniel Canfield voiced Huck for the remaining seasons.)
In "Happily Ever After," Angel Cake gets very upset and angry when she thinks that Rainbow Sherbet's "very best friend" is Strawberry and not her. She threatens to leave the sleepover saying to have her sleepover without her "since they are such good friends," sounding as if she caught Rainbow cheating on her.
In "The Friendship Club", Strawberry and Crepes Suzette have a duet together, with Suzette saying that Strawberry "opened up [her] door and then [her] heart". They also hold hands while looking at the not-Eiffel Tower together. When Strawberry is departing in her hot air balloon, they sing "A bientot, je vous aime / I like you vous aime aussi / I like you too", which translates to "See you soon, I love you / I like you, love you too".
Pop Culture Urban Legends: A troll claiming to be the niece of someone who works at DiC Entertainment (the same one listed under Misattributed Song above) spread plenty of these during the waning years of the 2003 series, mostly "future episodes" titles with fake recaps, and using manipulated audio clips as proof.
Orange Blossom having straight hair was not taken well. Neither was her Race Lift from black to vaguely Hispanic.
The switch to CGI from the predecessor's traditional animation.
The removal of fan favorites like Apple Dumplin' (though she was eventually reintroduced), Ginger Snap and Angel Cake.
The reintroduction of Sour Grapes as the series villain did not go well with the Slice of Life crowd.
Some fans of the earlier versions of Sour Grapes were disappointed to see her being made into one of the kids as apposed to the wicked old lady she was prior.
Uncanny Valley: The Berrykins and Mr. Longface are tiny critters with too-human faces, and even the main cast can fall into this at times, with their wide-apart eyes, tiny noses, and realistic lips.
Unfortunate Implications: This generation has had this criticism about treatment of gender expression: it removes tomboy characters, and tomboy tendencies in those that remained are erased in order to turn them stereotypically feminine.
The Woobie: Plum Pudding in the episode Good Citizens Club. Her membership pin gets lost in the mail, resulting in her believing that there's something specifically wrong with her. Afterward, Sadiebug and Katiebug both take advantage of the situation to essentially use her as a slave, only to try and force her to do something that she knows is wrong.