Movies13 Best movies like Playing It CoolStream it on Hulu1. Married to the Mob (1988)2. This Means War (2012)Stream it on HBO Go, HBO Now, HBO Max, HBO Now Amazon Channel3. Extreme Dating (2005)4. The Big Hit (1998)Stream it on Amazon Prime Video5. Extreme Dating (2005)6. The Mexican (2001)Stream it on DIRECTV, Hulu7. Billy's Hollywood Screen Kiss (1998)8. Keanu (2016)Stream it on Sling TV9. Avenging Angelo (2002)10. Gigli (2003)Stream it on Starz11. Any Which Way You Can (1980)12. Pineapple Express (2008)13. American Ultra (2015)Stream it on Epix, Amazon Prime Video, Hulu, DIRECTVMovies