Issa Rae is back filming the fifth and final season of her hit HBO show Insecure. On Wednesday the 36-year-old actress cozied up next to co-star Kendrick Sampson, 32, as they shot a scene on a city bench in Los Angeles. One of her many love interests in the show, Sampson was seen with his arm around Issa's shoulder as they teased a potential romantic rekindling in the upcoming season. Insecure: Issa Rae, 36, and Kendrick Sampson, 32, film a scene from the fifth and final season of their hit HBO show Insecure as they cozy up to each other on a Los Angeles bench, teasing a potential romantic rekindling between their characters