hey bud, this is my specialty
if you like spoken word:
http://youtu.be/7e2UR_MFUR8this is Saul Williams, probably one of the best lyrical creations I've ever heard, quite philosophical too.
you can check out the entire def jam poetry, there's a few other good ones I'm pretty sure.
"Reclaim Your Mind" is my favourite Terrence Mckenna speech,
I also really enjoy his idea of how were all characters in a novel, I think it's called "The Novelist" or "Life is a Novel".
and "Ayahuasca: The Last Word" is my favourite documentary of his.
Every single speech in the film "Waking Life" is pretty much gold,
I highly recommend it (if you haven't seen it already, it's pretty easily accessible online)
my favourite speeches in that film are:
Eamonn Healey's "Telescoped Human Evolution" speech
Louis Mackey's "Fear or Laziness" speech
Robort Soloman's critque of Existentialism and Responsibility
also check out Timothy 'Speed' Levitch, he has a great speech in waking life, but some of his other youtube videos are fantastic.
He does this style where he'll have some one filming him and he'll just walk around New York and comment about stuff,
its really interesting to watch him freestyle in this fashion.
I personally don't like Alan Watts liguistically. I think he's a fucking genius, but his monotone way of speeking curdles my stomach and takes away from the effect of his words and imagination of the work imo.
If your looking for pure philosophy (non-spoken)
the big hitters are Friedrich Nietzsche, Immanuel Kant and Kierkegaard.
Of course this is only my subjective opinion.
philosophical views I enjoy reading about the most are Existentialism and Deconstructionism.
I also really, really, REALLY am intrigued by the I-Ching, yin-yang and "Inseperable Knot" type ideals.
ALSO, never forget about Brian Greene and all the other theoritical-physicists or "bored-of-traditional physics->philosophers" as I would call them.
This includes a vast array of DVD's about the universe and 'a la mode' theories such as string theory or the 'unified' theory, super/mirror-symmetry, Calabi-Yau manifolds, holographic projections, parallel existences, quantum theories etc. etc.
It's an assortment of all sorts of sexy stuff really.
You may also enjoy Schopenhauer, If you like this kind of stuff and there are many other theoretical-physicist/philosophers out there to consider.
And nothing really gets the juices flowing better imo
than trying to rap your head around such ideas and/or thinking critically about them.
but I will say that most of the dvd's about these concepts tend to be really, really immature and over-simplified.
But they're great starters for anyone knew to these topics. <- and they are also very easily accessible online
(im pretty sure some of them are BBC or PBS or something like that)
I realise the last paragraph is a little off-topic, but I think that most ppl who are into the whole philosophy thing would also enjoy this genre. The two go hand in hand really.
βThe quest is to be liberated from the negative, which is really our own will to nothingness. And once having said yes to the instant, the affirmation is contagious. It bursts into a chain of affirmations that knows no limit. To say yes to one instant is to say yes to all of existence.β