#12: Britney Spears, Disneyland, 1990s
In the last photo, we’re flying from Disneyland to Disneyworld in Florida! This sweet photo makes us nostalgic for simpler times, a.k.a. the ‘90s. Is it just us? Britney Spears is striking a pose with none other than Mickey Mouse. This is a full-circle moment because the young singer got her start in entertainment as a member of the Mickey Mouse Club.

When this photo was taken in 1999, Britney’s debut studio album …Baby One More Time, had just been released, and she had shot up into superstardom. It’s wild to think that she was only 18 years old at the time. If you look closely, you can see the crowds of adoring fans in the background.