Leanne Murphy is on her dating game in Season 2 of Leanne. Yes, Lainey Wilson will appear in this next season of Leanne. The streamer previously revealed the country singer will play a character named Jessie in Episode #209. "All you need is a little time, a little love and a Little Debbie," Leanne says as she hands Jessie at sweet treat. Morgan's comedy series is about a woman named Leanne who finds herself divorced after her husband walks out on her after 33 years of marriage.