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  • Misaimed Fandom: I Love to Laugh, a compilation of silly songs, features the "Pink Elephants on Parade" song from Dumbo, which is infamous for being one of Disney's most nightmarish acid sequences.
  • Most Wonderful Sound: The opening jingle to the theme song.
  • Nightmare Retardant: Donald Duck dressing up as a Bedsheet Ghost during the "Grim Grinning Ghosts" number from Disneyland Fun. Probably an intentional example, so the song wouldn't be too scary for little kids.
  • Older Than They Think: Prior to the Disney Princess Sing-Along DVDs, Disney's first attempts to associate Alice with the Princesses actually predate her movie's release: The original trailer builds up Alice as Walt Disney's "third heroine of fiction," after briefly playing some clips from Snow White and the Seven Dwarfs and Cinderella.
  • Once Original, Now Common: With so many Disney musical movies readily available on home entertainment today, in formats providing scene selection and optional subtitles, the appeal of this series might seem lost on younger Disney fans. It's probably not a coincidence that the series ended soon after DVDs had caught on with YouTube being the final death knell.
  • Padding: The Disney Princess DVDs seem guilty of this when including songs from movies starring none of the official Disney Princesses. In particular, Alice in Wonderland doesn't star a princess, and Miramax Films' Ella Enchanted didn't come from Walt Disney Pictures.note 
  • Retroactive Recognition:
    • A young Tyler Hoechlin co-stars in the Happy Haunting Party at Disneyland video.
    • On the other side of the camera, Tom Muldoon, before he worked on the films of Michael Bay, was the editor for the first few videos.
  • Spiritual Successor:
    • Some movies' DVDs, Blu-ray Discs, digital copies, and/or Disney+ uploads come with an option to have subtitles appear only during the songs, to help viewers sing along. The Frozen Sing-Along Edition and the Beauty and the Beast 25th Anniversary Edition, in particular, respectively revive the bouncing ball and color-changing words interfaces. (The latter type of sing-along presentation would also become a staple for almost every Disney musical to receive a Signature Collection Blu-ray after BatB did.)
    • Several "Sing Along"-labelled clips of songs with lyrics can also be found on Disney's YouTube channel.
  • Sweet Dreams Fuel: The end of "Pongo and Perdita" where the dogs go to bed and their owner kisses them goodnight. The dreamy music playing adds to the atmosphere.
  • They Changed It, Now It Sucks!: The revival theme received this response from viewers who disliked the changes to the lyrics (such as removing Disney's name) and/or found The Little Mermaid's Sebastian a worse match than Professor Owl and his students.
  • Unintentional Period Piece:
    • Videos recorded at the Disney Theme Parks showcased various attractions and areas that had undergone either renovation, replacement, or closure since The '90s, such as Disneyland's Skyway and Splash Mountain and Walt Disney World's Discovery Island and River Country, while 1990's Disneyland Fun also lacks any footage of Mickey's Toontown (opened in 1993) or Star Wars: Galaxy's Edge (opened in 2019). These videos and Let's Go To the Circus could also help compare old costume designs and tourist fashion trends to the current ones.
    • The series' theme song is also very synth heavy.
    • Any volume featuring songs from Song of the South as Disney has never released it on home media in North America. For many 90s kids watching these tapes, this was their only exposure to this film.
  • Values Dissonance:
    • The songs "Oh Suzanna" and "Camptown Races" appear in Campout at Walt Disney World. With the songs' origins stemming from being performed in minstrel shows, it's unlikely that they would be allowed to be performed in entertainment aimed at children today.
    • Two songs from Lady and the Tramp, "The Siamese Cat Song" and "He's a Tramp", haven't aged so well. The former has troubling Asian stereotypes and the latter's usage of "tramp" has a different meaning today than it did in the 50s. If Disney tried a Sing Along compilation today, neither song would be included.
    • In "Let's Go to Disneyland Paris," the rendition of the song "Pecos Bill" includes the verse about Bill battling "painted Injuns," complete with the word "redskins" and with Chip and Dale acting as stereotypical Native Americans.

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