There's not really a "normal", every cat is different. From what you've said, I think there are two issues here:
1. Ruby hasn't really acclimated to your home yet, and she needs time to do that. 2. Ruby is still too small to rough-house with Winston.
I think you should keep Ruby in a "saferoom" until she is more confident about her surroundings. It's really not so much that she is in another cat's domain, it's that she has been ripped away from the only home she has known, and so she has to learn about the new home, and she has to decide that it's going to be an ok place to stay. Get her used to her room, get her used to the humans, and is more of a confident kitty in general. Her reaction is not unusual. Plus Ruby just needs to get a little bigger. Then start having short "visits" with Winston, closely supervised. It sounds like they are going to get along very well, but what you don't want is to have these encounters ending badly (with one or the other cat unhappy about it).
If there's a problem at this stage, as you say, it's usually with the resident kitty being jealous of the newcomer, but that is clearly not the case, so that's great news. But he wants and needs a playmate who will withstand his rough-housing, and Ruby isn't there yet (she will be though!), so you just have to take that slow.
_________________ The little monsters 3
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