Lol...after growing up hearing Jamaicans and Trinidadians talk...all the time, everything else is easy!
Actually, personally, I am a fan of deep thought and Philosophy and while never being taught how to interpret or "make sense" of convoluted rhetorics or even Anecdotes in some works synonymous with Shakespearean era, I find it came easily and I only attribute this to the fact that I often times when I was very young, would lay in my bed and would think about Death, Trees, Ghosts...you know, stuff any other 10 year old boy thinks about
.
But not only that, but I always thought or tried to figure out the "Hows" and "Why's" of everything. Hence my deep thinking I suppose, as it lead me to ask questions like "I wonder how they made up words?" and "How and why did people Genetically seperate and were we ever the same?"
So this may have led me to have a Proclivity for Interpretive Speech, attributed to our lovely Shakespeare.
I believe a good tip would be to actually read his work, but for every word you do not understand, write down, try to interpret what it can, may and seems to mean and then actually find the correct meaning and to see if you're right.
Memory plays an integral Role as well, as many words are incorporated into other ones and give a word either a new meaning or a combined meaning and this often confuses people. So a word you may have seen before, but is in another word, or used in conjunction with it, can actually be deciphered, just by knowing what that word itself means. Similar to Latin Root, infact of which is also a very useful tool I've taught myself to make use of.
For instance, Parallelogram is exactly what it looks like, Parallel. It literally means Parallel Lines, of which it depicts perfectly.
And for another example, a favourite Shakespearean Quote of mine, that I believe in highly is ;
A fool thinks himself to be wise, but a wise man knows himself to be a fool.
William Shakespeare
It is what it states, however, as interpretive writing, it can imply many things, and to me and possibly many others, it translates to;
Be Modest.
As in both instances, they were both conceited, but in different ways, but both ways were foolish.
It's really simple if you look at it for what it is sometimes, even with seemingly deeper messages, as really, words are but a form of clothes for which they are different but are in essence still clothes
- see? That basically means shit stays the same
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Improving...
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Virgo
tehe 
