In the pilot episode of “Insecure,” the critically lauded HBO comedy series created by Issa Rae and Larry Wilmore, Rae’s eponymous character Issa is at a crossroads. She’s in a stable but stale relationship, and the occasion of her 29th birthday has her wondering if she’s wasting time on a romance that’s heading nowhere. Issa decides to take her best friend Molly, who’s also feeling unlucky in love after a streak ...