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She secretly watched over him while running from Klaus.Katherine was unwilling to put her love for Stefan above her own survival and when she returned, they became enemies, as Katherine wanted to deliver Elena to Klaus in exchange for her freedom and Stefan was in a relationship with her at the time.A sentiment Stefan didn't seem to share, seeing it as a one-night stand with no other complications since he could not fully forgive her for all the torment she unleashed on him ever since 1864.However, as Katherine was spending her last day "alive", Stefan showed a surprising amount of compassion for her and admitted that he not only didn't hate her but he wanted her to find peace and happiness after her harsh life and things weren't her fault.He furthered this by going inside Katherine's head in her last moments and gave her visions of erasing her family's murder and having her hold her baby.Stefan and Katherine may be a part of The Doppelgänger Prophecy.Sexual, Dated; Former Enemies/Allies, Friends/Frenemies; Katherine always chose Stefan over Damon (even though she loved both Salvatore brothers), Stefan believed Katherine deserves peace and sympathized with her, Stefan had feelings for her, Stefan is Katherine's one true love, Katherine was still in love with him before she died, Have a complex history together (which halted Stefan from forgiving her right away in Season Five).
Although she was also seeing Damon, she had a clear preference for Stefan.In The Cell, Stefan was still watching on Katherine so she did not commit suicide.Later, the two of them are locked together in a cell by Caroline as part of an experiment to try and help Stefan deal with his traumatism from being locked away.Katherine managed to make Stefan overcome the traumatism by telling him that the real problem wasn't how he felt about being trapped, but rather the pain he felt from Elena leaving him and being with his brother Damon.
They almost kissed but before they can Caroline opened up the safe, worried because they had gone silent.
Katherine, not wanting to lose his love, takes his fear away through compulsion. On the night that Katherine was taken away during the round up of the 27 vampires, the last person she was with had been Stefan.