In 2012, thirty-two-year-old Winter Callaghan and Henry Bowers haven't seen each other in four years ever since the ghosts from the sewers that followed Henry had torn them apart. Traumatic experiences and alcohol addictions caused Winter to continue on her own life without her true love, hoping he would eventually find her again when he wins his life back.
With her own traumatic experience from being stuck in the sewers when she was seventeen still haunts her, and she is trying to survive on her own without Henry by her side, how will she escape the darkness from her past and the heartbreak from leaving Henry to fight his demons? With her best friend, Eddie, by her side, will she be able to surface her head above water as they comfort each other in their lives?
When Pennywise returns stronger than ever, and eight of the childhood friends have to reunite, will Henry be able to fight off the ghosts that have followed him for years? Will Henry and Winter rekindle their love? Will all of them be able to fight the clown? With eight of them still alive, will one of them still die as the prophecy predicts?