At the Founder’s Day Gala, Elena and Caroline compete in the “Miss Mystic Fall” contest. Elena is very happy to have Bonnie back but Bonnie still has some issues to work. Meanwhile, John Gilbert tries unsuccessfully to intimidate Damon, and Damon discovers that Stefan is hiding a very dangerous secret.

Stefan struggles to maintain control of his new circumstances, and Elena and Jeremy’s uncle, John Gilbert, unexpectedly shows up in Mystic Falls. Alaric and Elena have an awkward conversation about Isobel. Stefan exhibits some unusual behavior at the Founder’s Day event, and things turn ugly when Damon tries to find out why John Gilbert has returned. Matt and Tyler find themselves in conflict...

Stefan and Damon make a new enemy, which puts Stefan in a dangerous situation. Damon and Elena try to enlist Alaric’s assistance in helping Stefan. Matt hopes that his mother may finally be back for good. Caroline’s car breaks down during a storm, leading her to make a terrible discovery that shocks everyone in Mystic Falls.

Anna visits Damon and brings along an unexpected guest. Elena and Stefan endure an awkward double date with Caroline and Matt, but Stefan and Matt start to bond after realizing they share some common ground. Jenna reunites with her old friend Kelly, and Jeremy and Anna’s relationship moves in a new direction.

Matt and Caroline are surprised when Matt’s long-lost mother returns to Mystic Falls. Elena and Stefan are concerned about Damon’s new positive attitude, and Alaric makes some surprising discoveries about his past life. Meanwhile, Stefan and Jenna help Elena search for information about her birth mother.

Betty’s reluctance to tell Daniel about her future is holding her back, Justin and Bobby go in search of a new place – although Hilda doesn’t seem too keen. Amanda struggles to deal with the death of her dog, Halston, and Marc thinks he is destined to be alone.

It’s Hilda and Bobby’s wedding and Betty gets a surprise visit from an ex-boyfriend. Everyone wonders who to take as their plus one, and Wilhemina has a plan to finally takeover the Meade empire.

Betty gets the chance to go to London to cover fashion week, bringing along Amanda and Hilda. Once there she meets up with Christina and also runs into Gio. Meanwhile, Wilhelmina joins AA – although with an ulterior motive.

When Betty goes to get her braces off, she is knocked unconcious and enters a dreamlike state where she sees how her life would’ve turned out if she’d never needed braces in the first place, instead having a million dollar smile that gets her everything she never wanted!

Betty meets a new man and wants to do a feature on him for Mode, Justin makes new friends at his acting class, and Wilhelmina is her usual ‘diva’ self despite being in hospital.

Betty is given the task of dating one of the firemen investigating their house fire, in an effort to get the results of how it happened quicker. Hilda meets Bobby’s parents, and Wilhemina tries to prove to her ex that she hasn’t turned into a complete diva.

Alan is torn between the bad influence of Jake’s new friend and the hotness of his mother. Charlie has troubles writing the theme for a new TV show.

Henry forgives the citizens of the North who rebelled against him. Meanwhile, rumors about an affair between Henry’s new wife and Thomas Culpepper spread.

Due to his age, Henry is forced to leave the Christmas celebrations. In the meantime, the Seymore clan becomes the target of Lord Surrey.

King Henry VIII finds his new wife in a teenager named Katherine Howard, but the young queen soon causes jealousy among the king’s court.

Ricky and Amy come together to throw a first birthday party for John, but it all goes differently than planned. Meanwhile, Ashley confides in her father about wanting to go on birth control. Anne and George are on the road again to check up on her ailing mother. Leo and Betty get ready for their wedding day, while Adrian’s parents tie the knot in a private ceremony. Lastly, a possible pregnancy...

A messy custody battle ensues as Amy and Ricky continue to disagree over their rights as John’s parents. Still angry with Ricky for breaking up with her, Adrian sides with Amy and encourages several of their friends to do the same. Elsewhere, George grows more frustrated with Anne’s refusal to get re-married right away. Ben and Grace get closer, and Ashley feels ready to make some changes...

When Ricky returns home, he fights with Ben, takes some important advice from his foster parents, and breaks up with Adrian. Elsewhere, Grace has a new approach to sex after having a talk with her new stepfather, and George disagrees with Anne about the next step for their relationship. Lastly, Amy and Ricky argue over custody of their son.

Ricky takes time to track down his biological mother and confront her about his abusive childhood. Elsewhere, George wants to modernize his look by getting a makeover. Things are still tense between Adrian and Grace, and Jack breaks up with Madison after learning something about her. Also, Amy has a meltdown after a run-in with Ben, who is still trying to decide if he really wants her back.

Secrets revealed during the dance start to take effect when Amy learns about Ben’s most recent sexual encounter. Upset by the news, she attempts to fix things with Jimmy. Elsewhere, Anne and George try hard to make their relationship work, and Adrian gets into an argument with Grace. George discovers that Ashley might have a new boyfriend. Ben is angry with himself for letting Amy get away, and...