What if you tied a string to something and tossed it into the Event Horizon -
Would the string come back frayed.. or cleanly cut?
You're assuming the string would be somehow severed by the event horizon. Everything I've read about - admittedly, popular descriptions, such as from Steven Cohen and Jack Stewart - says that is nothing like what happens. You get an extreme time-dilation effect which suggests that nothing which falls into a singularity is 'gone', just irretrievable.
Of course, that means if you pull the piece of string, it will break. :-)
Wade.