Trippin' (1999)

In the whirlwind of his senior year, Greg Reed, a charming daydreamer, is trippin' on the cusp of adulthood. He is caught in a vibrant reverie of poetic success and romantic conquests, all while navigating the final days of high school. Cinny Hawkins, the school's captivating blend of beauty and intellect, is the object of his starry-eyed affection. However, the world of academics seems light-years away from his reality as his mother and his inspiring teacher, Mr. Shapic, nudge him towards applying to colleges, a concept that bewilders him. In a twist of fate, Greg realizes that the key to winning Cinny's heart lies in the very world he's been avoiding: academic excellence. This revelation sparks a flame within him, and he embarks on a newfound journey of hitting the books, hoping to charm Cinny with his scholarly prowess. As an added bonus, he believes this will bring him closer to Cinny by asking for help with college applications. However, his dreams are bigger than just friendship. Greg yearns for a romantic connection and the coveted prom date with Cinny. In his pursuit of this fantasy, he weaves a web of well-intentioned lies that seem to work for a time. But as reality starts to unravel his deceptive tapestry, Greg finds himself on shaky ground. He is forced to confront the truth and learn how to set his ceaseless trippin' aside to face reality. Will his dreams of love and success survive this harsh wake-up call? Will Greg learn in time to trade his daydreams for the hard work of real life? The answers await in the compelling journey of a young man's rite of passage in "Trippin'."

Trippin' is a comedy movie featuring Deon Richmond.

Trippin' is currently streaming on Starz, Starz Apple TV Channel and Starz Roku Premium Channel.