Board Thread:Character Discussion/@comment-25850402-20160525123525/@comment-26116863-20160601205035

To me their relationship is indifferent and often borderline antagonistic or resentful. Both of them will cross the other without a second thought (an example with Henry would be when he asked to work in the shop with Rumple, but really just wanted to spy. Rumple never even bought it for a moment. He just played along. That was so sad). They're basically just estranged from each other, to an even greater extent than Niel was estranged from Rumple. They've never really had a chance to develop a normal trusting relationship. Most of the time Henry has known Rumple he was acting like a villian, so it's easy to see why it would be hard for Henry to look at him as his grandfather beyond anything more than a superfical title.

Having said that, the whole Charming clan is disfunctional. It's really no wonder they don't have any sort of relationship.