Rihanna, My Chemical Romance, and Other My Super Sweet Sixteen Musical Guests That Made You Jealous

Never forget the time Missy Elliott and Lil Wayne performed next to caged tigers.

Outfit changes, expensive cars, musical performances. We’re not talking about an awards show, a concert, or a wedding. We’re talking about the things that typically go down on MTV’s My Super Sweet Sixteen.

The show has given us an insane amount of ideas for birthday parties as well as unrealistic expectations of what they can or should be like. My Super Sweet Sixteen has also likely caused you to turn green with envy when someone your age or younger got your favorite artist to perform at — or even just show up to — the party. And then you watched him or her get, like, multiple cars as presents and your mouth dropped because you didn’t know money like that existed IRL.

Welp, money like that does exist and it’s booked well-known artists for gigs at teens’ birthday parties. And if the money didn’t do it, the connections did. From Rihanna being Darnell’s date to Nicki Minaj performing at Reginae Carter’s birthday, here are the My Super Sweet Sixteen musical guests that totally made you jealous.

  • Ciara, Season 2


    CiCi performed her “1, 2 Step” at birthday girl Amanda’s party on Season 2 of the show. Amanda now has the epic photo above as a souvenir.

  • Kanye West, Season 3

    Aaron threw his 16th party at Jay Z’s 40/40 club and landed Kanye as a performer at his birthday. Note: his father is L.A. Reid, the famous record executive who currently heads Epic Records. Lifestyles of the rich and the famous, y’all.

  • The Format, Season 3


    Never forget The Format, the band Nate Ruess fronted before fun., and before flying solo.

  • Rihanna, Season 3


    An 18-year-old Rihanna on the rise once agreed to escort 16-year-old Darnell to his own birthday party. Maybe the $7,000 watch he bought her helped? She didn’t perform, but Rihanna was in the building. Someone needs to find Darnell today. He probably owns several businesses by now.

  • Chris Brown and Lil’ Mama, Season 5

    He had already turned 16, but Chris Brown wasn’t about to live his 18th birthday down. In this special “My Super Sweet 18” episode, C Breezy turned up for his birthday with the help of “Lip Gloss” queen Lil’ Mama.

  • Ryan Cabrera, Season 5


    Teenage heartbreak “On The Way Down” singer Ryan Cabrera performed his breakout hit at Mary’s birthday party in 2007. What I would have given to be that guitar at that very moment.

  • My Chemical Romance, Season 5


    My Chemical Romance took a break from their tour to ring in Stefanie’s birthday. Gerard Way sang her “Happy Birthday,” and the MCR boys helped her cut her rock star-themed cake.

  • Bow Wow and Omarion, Season 7


    Quincy Brown, son of Diddy and Kim Porter, had quite the birthday bash for his stunna 16th. His date was Lauren London, and musical performers included Fabo, Gorilla Zoe, Crime Mob, Hurricane Chris, Bow Wow, and Omarion.

  • Missy Elliott, Lil Wayne, and Flo Rida, Season 8

    Timbaland’s son Demetrius had the ultimate sweet 16 when Missy Elliott and Lil Wayne performed next to caged tigers on stage at his party. Flo Rida showed up, too, but you know he was down for the night.

1/2 Cartoon, 1/2 Beyhive.