Jennifer Aniston and Brad Pitt At A Sting Concert, 1999
It doesn’t get more 90’s than Brad and Jen at a Sting concert in New York City. They even got up on stage with him! The pair got married in 2000 and were considered a rare success for a Hollywood marriage until their 2005 divorce took place.
Eminem Kissing A Fan, 1999
Rapper Eminem, who is a Detroit native, took the music scene by storm after his hit song “My Name Is” premiered on Total Request Live. He became one of the most successful rappers of his time.
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