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| Deon Richmond | Gregory Reed |
| Donald Adeosun Faison | June Nelson |
| Maia Campbell | Cinny Hawkins |
| Guy Torry | Fish |
| Aloma Wright | Louise Reed |
| Harold Sylvester | Willie Reed |
| Cleavon McClendon | Jamal Reed |
| Bill Henderson | Gramps Reed |
| Michael Warren | Shapic |
| Countess Vaughn | Anetta Jones |
| Stoney Jackson | Kenyatta |
A high-school senior, Gregory Reed is unprepared for life after graduation. Obsessed with finding a girlfriend, Gregory often has elaborate fantasies where he imagines himself as a successful ladies' man. While Gregory passes the time with his slick, trouble-seeking friend, June, he can't seem to escape his rut until he meets the pretty and brainy Cinny . Although his crush already has a boyfriend, Gregory is intent on winning her over.
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