Valdez Williams

After assigning tasks to each of her friends, Caroline attempts to deal with her current situation as reality begins to set in around her. Elena spends a day with Caroline and grows concerned when she starts noticing a strange change in Caroline’s behavior. Meanwhile, Alaric becomes wary when Kai (recurring guest star Chris Wood), who has begun experiencing unexpected consequences from the merge, turns to Jo (recurring guest star Jodi Lyn O’Keefe), desperate for her help. Elsewhere, while Bonnie finds herself in an unfamiliar situation, Matt and Tyler contemplate a major life change. And when Damon offers Caroline advice on how to cope with everything going on around her, it forces him to revisit painful memories involving his own mother.

As Alaric and Jo (recurring guest star Jodi Lyn O’Keefe) reluctantly participate in their bachelor and bachelorette parties, Damon and Elena discuss the ramifications from an impulsive offer that Damon makes. Unsure of what to do, Elena turns to Bonnie and Jo for advice, but is left conflicted when Bonnie raises some unanticipated concerns. When Enzo realizes Lily (recurring guest star Annie Wersching) is on a dangerous downward spiral, he asks Stefan to help intervene before it’s too late. Lastly, fed up with the supernatural threats that plague their town, Matt takes his frustrations out on Tyler, while Alaric considers a life-changing piece of advice.