I think Penelope would be an awesome character for tvd s6 because she is a villain quite similar to kai and I feel like her character could be involved with the prison world story line and that she was locked in either the 1903 or 1994 prison world and she met up with Lily, Kai etc.

I think Hope would travel to literally anytime Klaus was there.

I think Hope would travel to when her parents were alive and they were togther

TVD: S3

TO: S5 😎

I dont have a particular season but it would be to save someone who died

Idk, maybe season 6 so alaric can go back in time to stop damon and bonnie from leaving kai in the prison world

Season 6 TVD; live in a reality where Jo never died and Caroline wasn’t the twins mom. So interesting to see what the results would have been like.

TVD S3

TO S1

I want hope to see klaus at these stages and get her reaction to him at this time. I would also like them to travel to TO S5 so klaus could meet everyone else.

Hope : S3 from Originals

So that she can meet Camille and Jackson and how she's going to deal with knowing that they are being killed but that she can probably change nothing. And that she meets Lucien, Aurora, etc.

Josie and Lizzie : S6 from Vampire Diaries

Same reason as for Hope. Just to see how they deal with knowing their birth mother is going to die but not being able to tell and doing nothing to stop it.

Alaric : S2 or S3 from Vampire Diaries

Because Alaric really hates Klaus and it would be interesting to see the Alaric of today fighting on the side of the Mikaelson (because he will do anything for Hope to be born so he will have to help Klaus break the curse for example and even let Jenna die so he can have his daughters with Jo) then that the Alaric of the past will just be confused to have to fight against himself.

The others I don't know.