Nostalgic Christmas (90s–2000s Edition)
Toys, Tech, & Trends We Grew Up With
Old-School Music & TV
Retro Food & Drinks
100

This portable music device often appeared under Christmas trees and required AA batteries like its life depended on it.

What is a Discman?

100

This 2000s messaging program used “nudges” to shake someone’s screen until they replied.

What is MSN Messenger?

100

This Canadian TV station played music videos all morning before switching to weird late-night shows nobody admitted watching.

What is MuchMusic?

100

These 3D puffed chips vanished for years before making a nostalgic comeback in the 2020s.

What are Doritos 3D?

200

This toy, often given at Christmas, “slept,” “ate,” and demanded constant attention — preparing kids for real adulthood.

What is a Tamagotchi?

200

This tech item was the MUST-HAVE accessory of 2001 and let you download songs one at a time — very slowly.

What is the original iPod?

200

This sitcom character yelled “PIVOT!” in a scene that became a generational meme.

Who is Ross Geller?

200

This 80s/90s cereal turned your milk into chocolate and featured a vampire mascot.

What is Count Chocula?

300

This singer’s 1997 holiday album became a millennial household staple, featuring hits like “Merry Christmas, Happy Holidays.”

Who is *NSYNC?

300

This frothy seasonal drink was a staple of mall food courts every December and came in flavours like “Cinna-Crunch.”

What is an Orange Julius?

400

These colourful, gel-filled stickers were placed on windows every Christmas, and half of them melted into the carpet by February.

What are window clings?

500

This Christmas gaming console launch in 1996 made kids cry tears of joy and adults cry in Toys R Us lines.

What is the Nintendo 64?