Leonardo DiCaprio and Tobey Maguire Teenage BFF’s - Photos

I stumbled upon some old school photos of teenage Leonardo DiCaprio and Tobey Maguire. Look at how adorable these two are. I suddenly want to watch “Stand by Me” and spend hours hunting down old friends via Facebook.

These two were friends from the start and still manage to spend time together to this very day. They attended Jay-Z’s D.J. Hero party (the same party Ashlee Simpson lost her shiz at, click here to read about that mess) and catch the occasional basketball game together. On a fun note, Leo was recently carded trying to get into Gansevoort’s Ono thanks to his baseball hat and dark sunglasses disguise.

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Images Via: Star Files

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