Why 'Gilmore Girls' Rory And Logan Were Never Meant To Be

1. Their Dependence: Amy Sherman-Palladino, the show’s creator, wasn’t being subtle when she decided Lorelai’s first place of work after leaving home would be called the Independence Inn. Lorelai has clearly championed the concept of independence — a trait that she endows very strongly to Rory. And while Rory will always maintain her independent spirit, Logan (whether through finances or social situations à la The Life and Death Brigade) causes Rory to depend on him a little to much if you ask me, which spells disaster for their relationship in the end.

2. Their Shady Habits: Logan and Rory don’t necessarily lie to each other, but they aren’t completely truthful and transparent either. When Rory and Logan decide to see each other whenever Rory goes to London, it isn’t clear for quite some time that Logan is actually engaged. Many things in Stars Hollow are like a fairy tale, but this situation isn’t one of them.

3. Instability: When Rory and Logan are great, they’re great. And when they’re terrible, they’re terrible. While the ups and downs of their relationship make for a romantic, wildly entertaining storyline on television, these constant tribulations would spell chaos for a couple in the real world.

4. There's A Lack Of Family Support: If a couple is meant to be, then they’re meant to be — no matter who does or does not support their relationship. However, the fact that both Rory and Logan’s closest family don’t approve of them together paves the way for a lot of unnecessary drama and strain on their relationship (especially since there is so much trust between Lorelai, Rory, and even Luke).

5. They Have Identity Issues: Experts believe your relationships contribute greatly to your identity. That person doesn’t make you who you are, but they can bring out certain parts of your personality or influence your goals and beliefs. In the case of Rory and Logan, Logan helps Rory to be her best self in some ways (giving her amazing career opportunities through his dad, for example), but he also causes her to morph into the Daughters of the American Revolution socialite she always despised and even mocked.

6. They're Never On The Same Page: This flaw is best exemplified by Logan’s proposal to Rory right before they’re set to graduate from Yale; while Rory is busy thinking about her career and next life move, Logan plans an elaborate proposal to Rory in front of her entire family. While we all knew Rory would say no, Logan was blindsided because they weren’t at all on the same page about their relationship.