Elena…it’s no easy task being an ordinary
parent to an extraordinary child.
I failed in that task.
And because of my prejudices,I failed you.
I’m haunted by how things might have played out…differently
 if I’d been more willing to hear your side of things.
For me, it’s the end.
For you, a chance to grow old and someday do better…with your own child than I did with mine.
It’s for that child that I give you my ring.
I don’t ask for your forgiveness or for you to forget.
I ask only that you believe this.
Whether you are now reading this as a human or as a vampire… 
I love you all the same.
As I’ve always loved you and always will.
John.

Saddest moment in Season 2 John’s Letter and the death from him and Jenna.
Requested by Anon.