10 Old-School Baby Rappers We Wish Had Never Grown Up

When it comes to music, is there really anything more amusing than a 12-year-old kid decked out in over-sized pants and a backwards hat, rapping about his life like he’s Jay-Z? Also, is there anything more awesome than that? Um, probably not.

Sure, we love rappers like Drake and Lil Wayne as much as the next girl, but these old-school baby rappers take the cake. Yeah, their music videos and song lyrics are pretty funny, but also? These little rappers have some major talent. I mean, could you do something like this? What about when you were littler? Yeah. Didn’t think so! Check out our list of young rappers from the ’90s and early 2000s who we wish could have stayed this little forever.

Kris Kross – “Jump”, 1992

Kris Kross might be the most famous young rap duo from the ’90s, and there’s a good reason for that – I mean, I still rock out to this song and it’s 2012 (and I know I’m not the only one). Even with their super-angry faces and their hoods pulled over their heads, it was hard not to call these two fourteen-year-old’s adorable. Also, in case you didn’t know, Kris Kross also sang the Rugrats rap. So basically they’re awesome forever.


Jordy – “Dur dur d’être bébé !”, 1992

Okay guys, seriously, Jordy is the best baby rapper on this entire page, and not only because he’s an actual baby. You need to watch this video, because it will change your life (even if you don’t understand French). “Dur dur d’être bébé !”, the title of the song, means “It’s Tough To Be A Baby”. And it is tough, because even when you’re an adorable French baby falling in love with another adorable French baby, you still have to deal with your weirdo parents. It doesn’t get any better than this.


Raven Symoné – “That’s What Little Girls Are Made Of”, 1993

As if we needed another reason to have a major Gurl crush on Raven Symoné. Not only was she a child star on the TV screen, but Raven was also a child rapper at the ripe old age of five. I can’t even deal with how cute Raven is in this video, dancing and rapping her little heart out. She was a true diva, girls. Fun fact: she took vocal lessons from Missy Elliot before releasing this single.


Lil’ Bow Wow – “Bounce With Me”, 2000

Even with his bandanas and long chains, it was hard to take Lil’ Bow Wow seriously when he had such a cute baby face. And, yeah, it was kind of creepy to hear a 13-year-old boy talking about wanting people to “bounce” with him. But the song is still undeniably catchy. Bow Wow (he dropped the Lil’ when he realized he was too old for it) is still rapping, except now I’d call him hot instead of cute.


A+ – “All I See”, 1996

I’m really not sure what happened to A+, or Andre Levins (his real name), but he released his first album when he was only 13-years-old after winning a talent competition. Even though it’s a little funny to hear someone so young sing about love, this song is still impossible to get out of your head.


Shyheim – “One’s 4 Da Money”, 1993

Shyheim is affiliated with the Wu-Tang Clan, and started making music when he was only about 14-years-old. Honestly, this kid almost freaks me out a little because he seems SO much older than he actually is. His first album had plenty of curses in it (I guess that makes someone seem older?), and he just sounds older than the rest of these young rappers. Early puberty?


Another Bad Creation – “Iesha”, 1991

Let’s be real – these kids had more talent in their pinky toes than most adult rappers. Between their over-sized clothes and hats move, their sweet dance moves, and the song lyrics (“On the monkey bars, we climbed up to the top and; she touched my hand, that’s when I fell in love”), this has to be one of the cutest videos ever. The title of their album was Coolin’ at the Playground Ya Know!. It just doesn’t get much cooler than that.


Lil’ Romeo – “My Baby”, 2001

Lil’ Romeo was only about 12-years-old when he released this song, but since he was the son of Master P, he was pretty much instantly famous. Even if he wasn’t born into fame, I bet this song would have still been a hit – don’t act like you don’t want to dance along to it right now. Now, Romeo plays basketball and has been featured on Dancing With The Stars. But can we all agree that this video was his peak? Please?


Aaron Carter – “Aaron’s Party (Come Get It)”, 2000

I’m not going to act like I wasn’t a huge fan of Aaron Carter (his name was only all over my diary), but this song wasn’t serious… right? His prepubescent voice, the song lyrics and his spiky blonde hair just made it really hard to take his hip-hop career seriously. But that still didn’t stop anyone, including myself, from loving his music – including his other hit, “I Want Candy”. Oh, Aaron. You should have stayed this little forever.


Lil Mama – “Lip Gloss”, 2007

She’s definitely the most recent baby rapper on this list, but we had to include Lil’ Mama anyway. Because there are few things that are as epic as these lyrics: “My lip gloss is cool, my lip gloss be poppin’.”


Which of these young rappers was your favorite? Who did we miss? What was your favorite old-school rap song? Tell us in the comments!


10 insane life lessons we learned from ’90s TV shows

Posted in: Stuff We Heart
Tags: , , , , , , ,
  • Natacha Lalande

    oh gosh, Jordy. I remember when that came out. The kid was barely 4 years old and couldn’t hold any conversation. He was interviewed on tv when he came to Quebec canada (he’s from France) and the host of the tv show seemed exasperated as he wouldnt answer questions.

  • EatARichard

    Shyheim still a beast on the track.

  • TrendyNerdLuvMB

    I LOVED Lil’ Romeo!

  • grace

    i wish i was a 90s kid man i missed out on so much

  • blongblau

    i wouldnt put lil momma and that lipgloss song in the same catetogory as all the other legendary child rappers…you could see effort and dedication in the kids back then…this song is just, well, just like all the recent “one hit wonder”, originality-lacking wrap songs, wack!

  • Johnny Diamante

    remember illegal?

    • WIGZ

      i remember illegal!!! remember the youngstas??i saw shyheim in columbia missouri and asked him if he was gonna do one for da money and he said he didnt “remember” it….jermaine dupree was a bonafide hit maker.

  • Nun-Yahh

    Kriss Kross<3

  • Chantelle

    No Boyz to Men?

    • Amarah

      Boyz II Men were SINGERS not RAPPERS! And were well beyond the point of being called kids when they released an album.