Cryme Tyme with Woolie and Matt is a series of videos featuring Matt and Woolie playing gangster games. The series originally started with 50 Cent Blood on The Sand, but it wasn't until the third episode that the series was dubbed as "Cryme Tyme" and given an animated intro.
The entire series can be viewed in this playlist.
- 50 Cent Blood on The Sand
- 187 Ride or Die
- 25 To Life
- Crime Life Gang WARZ!
- 50 Cent Bulletproof
- True Crime: Streets of NY
- Def Jam Fight For New York
- Bad Boys Miami Takedown
- The Getaway
- The Con
- The Sopranos: Road To Respect
- Scarface: The World Is Yours
- Mafia III
- True Crime: Streets of LA
- The intro animation for this series was made by 2Snacks.
- The song used in the intro and outro is "Baddest" by P-Money and Gappy Ranks.
- The title "Cryme Tyme" is a reference to the wrestling duo Cryme Tyme.
- According to Matt on the Super Best Friendcast, there were several dropped conceptual names for the series, such as "Black Things with Woolie & Matt", among others.
- There were actually three different Cryme Tyme playlists on the channel, the older one being another "Cryme Tyme" with the eldest being "Cryme Tyme With Woolie & Matt!", both of which were forgotten for a long period before finally being deleted.