Co-Starring: Lily Rose Mumford (Josie), Tierney Mumford (Lizzie), Aisha Duran (Virginia), Dietrich Teschner (Buck), Katrina Norman (Cindy), Mark Cosby (Investigator), Kaiser Johnson (Artist)
Guest Starring: Kristen Gutoskie (Seline), Nathalie Kelley (Sybil), Wolé Parks (Cade)
Co-Starring: Lily Rose Mumford (Josie), Tierney Mumford (Lizzie), Corey Maher (State Cop), Michael Rubino (Detective)
Written By: Alan McElroy
Directed By: Paul Wesley
Ep: 162
The Next Time I Hurt Somebody, it Could Be You
Guest Starring: Nathalie Kelley (Sybil), Wolé Parks (Cade), Joel Gretsch (Peter Maxwell), Kristen Gutoskie (Seline)
Co-Starring: Lily Rose Mumford (Josie), Tierney Mumford (Lizzie), Skylar Morgan Jones (Francine), Samuel Goergen (Lawrence), Tammi Jones Tanaka (Tammy)
Written By: Shukree Hassan Tilghman
Directed By: Tanya Hamilton
Ep: 163
We Have History Together
Guest Starring: Demetrius Bridges (Dorian), Joel Gretsch (Peter Maxwell), Sammi Hanratty (Violet), Nathalie Kelley (Sybil), Alexandra Chando (Tara)
Co-Starring: Anthony Goolsby (Group Leader), Devin McGee (Orange Vest Man)
Special Appearances By: Steven R. McQueen (Jeremy Gilbert), Sara Canning (Jenna Sommers), Michael Trevino (Tyler Lockwood), Marguerite MacIntyre (Sheriff Liz Forbes), David Anders (Johnathan Gilbert), Jodi Lyn O'Keefe (Josette "Jo" Laughlin), Jasmine Guy (Sheila "Grams" Bennett), Arielle Kebbel (Lexi Branson), Jaz Sinclair (Beatrice), Natashia Williams (Lucy)
Co-Starring: Jason MacDonald (Grayson Gilbert), Erin Beute (Miranda Gilbert), Lily Rose Mumford (Josie), Tierney Mumford (Lizzie), Maria Howell (Ayana), Jen Harper (Witch of the Five), Bob Banks (Tiki's Grandad)
Written By: Julie Plec & Kevin Williamson
Directed By: Julie Plec
Ep:
Forever Yours
Commentaries By: Julie Plec (Executive Producer), Nina Dobrev (Elena / Katherine), Paul Wesley (Stefan), Ian Somerhalder (Damon), Candice King (Caroline), Kat Graham (Bonnie), Zach Roerig (Matt), Steven R. McQueen (Jeremy), Michael Trevino (Tyler), Kevin Williamson (Executive Producer), Matt Davis (Alaric), Michael Malarkey (Enzo)