So I guess buying them anonymously is likely out of the question, still not a deal breaker for me. I guess I just need to know then if I do buy them openly and with my name /bank account attached to them and then bounced them around to many different wallets that were created anonymously(MINE) would that distance the original purchaser(ME) to be able to create at least plausible deniability? or SOME anonymity?
They can still be traced, it just takes more time. You would be better off using a bitcoin tumbler/mixer/laundry service which swaps some of your coins with other peoples coins. This is still traceable but it gets very complicated and there would be some guess work by the one tracking the coins. The guess work would bring a level of 'reasonable doubt' to the source of the coins.