Rido & Juri

Background
Rido was in love with Juri though little is known of their relationship beyond the fact that Juri rejected him and chose Haruka instead. All 3 were siblings.

Summary
Rido seemed to be obsessed with Juri and its clear that he lusted after her. In spite of Rido's love for Juri and the following rejection, he maintained an amicable relationship with Juri and Haruka and they never suspected what he was capable of until he stole their newborn baby, Kaname Kuran. Following that incident Juri maintained a great anger at her eldest brother but held no other hostility towards Kaname.

In Vampire Knight: Fleeting Dreams, it is said by Rido's point of view, he spent a lot of time with Juri in her childhood. Their parents did not approve of Juri being alone with Rido, because of the blood incident, where Rido had smeared the blood of his rose-pricked finger on Juri's lips when they were in the garden.

It can also be noted that the last Kanji in Juri's name, Ri, is the same one in Rido's son's name, Senri. This hints more at the allusion that Rido still loved Juri even after her death.

Quotes

 * "Juri, why am I not good enough? I love you so much that I feel like eating you whole." (Rido to Yuki, 43rd Night)