A therapist, Jesse Pony, is leading a counseling session for a group of widowers (Air Thugger, Clarke Kent, Dorian Del Isla, Will Tile, John Strong) while being shadowed by Doctor Brick Danger, who is evaluating her. Jesse learns that the widowers don't feel confident enough to date again, so she encourages them to start small, leading one of them through a flirtation roleplay. But, much to the shock of the rest of them, Jesse takes the roleplay to a whole new level when she ends up riding the widower!