Hello Raf,
Here are some additional comments:
This is theoretically possible if the reference is to a particular future event (i.e. “not drink a particular thing” or “not drink on a particular occasion”). I would not use it if “drink” is a reference to his habitual consumption of alchohol. I would add that I think this sentence is too short to be a good example. There is not enough context for my taste.
No, the format in the previous sentence (“wouldn’t drink”) also can be used if he is currently having a drink and you don’t want him to continue drinking it – or if you want him to drink it differently, for example (see my added context below). If for whatever reason you feel an overwhelming need to use a continuous form, I’d say the most likely form would be this:
- I wish he weren’t/wasn’t drinking that so fast.
This is possible if, for example, you are aware that he plans to ask a particular question at a particular point in the future (at an upcoming meeting, for example).
I’d say it’s also possible to use this if he has asked a particular question on a couple of different occasions, and has just now asked it once again. In other words, this might be what is happening: “He has asked the very same question a few times now, and it’s annoying. I wish he would ask a different question or just shut up.”
Again, I don’t think the continuous form is particularly likely. However, if used, I would expect to see this form:
- I wish he weren’t/wasn’t asking that question right now.
No, I would expect this to be used instead:
- I wish he wouldn’t smoke now that the children are in the room.
I’d say this is unlikely because a leaky pen is always a leaky pen, isn’t it? In other words, that is their usual state. Therefore, the form that refers to a state (didn’t leak) is more likely. I suppose “wouldn’t leak” could be used if the speaker is thinking only of the leaking that is happening at the moment. And if you refer to a time that your pen leaked on one particular past occasion, then you could say something like this, for example:
- I wish my pen hadn’t leaked all over my shirt yesterday.
No, and I think a continuous form is extremely unlikely – especially for this particular sentence.