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There are some sentences in Chinese which possess different meanings under different circumstances. Can someone explain the differences?
Example 1
a) In winter says: 能穿多少穿多少
b) In summer says: 能穿多少穿多少
Example 2
Girlfriend tells her boyfriend: 我到了,你快往地铁站走。
如果你到了，我还没到，你就等着吧。
如果我到了，你还没到，你就等着吧！
Example 1， in winter one says:能穿多少穿多少
Here the 多少 is one word and is the question word normally use to ask "how much". In Chinese you can also use these question to denote a certain undefined amount of something.
Some examples:
In 能穿多少穿多少 we don't have 都 or 也 after 多少, so it is not "everything", but some amount of. The grammar pattern is similar to the 你想吃什么就吃什么 example. So the sentence has 2 parts: 能穿多少 which means "the amount of cloths you can wear" and the 穿多少 means: "wear that amount of cloths". So together it means: "wear as many cloths your can".
Example 1， in summer one says:能穿多少穿多少
Although we have the same characters, we actually have different words. Here the 多 and the 少 refer to 2 different words. While pronouncing you really have to emphasize the 少.
Again there are two parts: 能穿多少 and 穿多少. You see 穿多少 as 穿多 少. The 穿多 means: "wear more cloths" and 少 means less, but refers to the complete part before it. So it means "less of wearing more". So the complete sentence becomes: "if you can avoid wearing less cloths, then wear less cloths".
Example2: GF telephone her BF:我到了,你快往地铁站走。如果你到了,我还没到,你就等着吧。如果我到了,你还没到,你就等着吧！
The first part of this sentence is pretty easy. For completeness I will translate it: 我到了,你快往地铁站走。如果你到了,我还没到,你就等着吧。： I (just) arrived, quickly come to the metro station. If I'm not there yet when you get there, just wait for me.
The second part 如果我到了,你还没到,你就等着吧！ is read with a different tone. The sentense is not complete and it is implied that that something will come if the person is not there. In English we would normally add ellipsis (…) after the 你就等着吧. The implied meaning of 你就等着吧 is: "you are in for it, I'm going to kick your ass, you're going to be dead, ...", just wait for it and see). So the girl is giving a warning not to be late.
穿多 means: "wear more cloths" and 少 means less, but refers to the complete part before it. The 多 here should be an adverb of degree, and very similar to the function of how in English -- it can start either a question or an exclamation. For example 天多热啊，我不去了 How hot the weather is! I won't go. and 最近天有多热？ How hot is the weather recently?. So the second sentence can be literally interpreted as In summer, how less you can wear, then wear that how less.
Girlfriend tells her boyfriend: 我到了,你快往地铁站走。
如果你到了，我还没到，你就等着吧。
This means, if the boy arrival at subway station earlier than girl, then please the boy wait for the girl。“你就等着吧” means wait for me.
如果我到了，你还没到，你就等着吧！
This means, if the girl arrival at subway station earlier than boy, then the boy may have some trouble, may be the girl will angry with he, because it's not gentlemanly to let lady wait for he. “你就等着吧” means she will angry with he or will give him a punishment.
