Lord of Oblivion: Death Knows My Name Episode 16

Damon Kane wakes up in a parallel world as an ordinary college sophomore. A week earlier, he received a love letter from the campus beauty who had died years ago, and now his life is running out of time. Just when all hope seems lost, a mysterious system awakens, granting him a legendary first-time reward: a single game-changing choice. His first mission? Accept the dead girl's invitation and spend the night with her. If death is inevitable, why not go out without regrets?