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