Never Logan. She would have become part of that terrible family.

Forever Logan

My heart says jess but my head says logan

Jess, the one who called her out for NOT being herself.

Dean was too clingy, Logan was too arrogantly privileged and Jess was just plain rude, so I choose none of them. However, if I HAD to select one of them, I’d choose adult Jess. He was able to get Rory back on track in S6 and helped her with the book idea.

Jess always and forever. 💗🍁

I know that second one as Sam Winchester. Sam Winchester is always the preferred choice.