Just adding our upcoming trip to the list in case it helps anyone - one of the biggest things for me was seeing what's possible from this thread! Our wedding is April 1st (2017) and we've booked our honeymoon on a couple of 280K fares a couple of days after.
We ended up with a bunch of extra flights up our sleeves but ran out of stops. 10 business and 2 economy flights (apparently the fare classes for a 280K award don't let you book AA First seats within the US).
What we've ended up with is:
MEL-PER - QF - Economy (Self-funded)
Wedding!
PER-HKG - CX - Business (STOP)
30hrs in HK - had to burn a stop here because finding awards flights to Maldives is terrible.
HKG-MLE - CX - Business (STOP)
5 nights in Maldives 
MLE-DOH - QR - Business
DOH-AMS - QR - Business (STOP)
Transit/Land - Amsterdam -> Paris (& Reims) -> Barcelona
3 nights each in Amsterdam, Reims & Barcelona, 1 night in Paris. Travelling between them on the train.
BCN-MAD - IB - Business
MAD-JFK - IB - Business (STOP)
5 nights in NYC - Hamilton tickets acquired!
LAG-SDF - AA (Codeshare) - Economy (STOP)
4 days of bourbon trail in a V8 Camaro!
SDF-CLT - AA (Codeshare) - First (Self-funded - separate award booking)
NHRA drag racing at Charlotte Motor Speedway. Clearly this part of the trip is about indulging my inner redneck - and some sort of tolerance test for my amazing bride to be 
CLT-DFW - AA - Economy
23h40m transit - more than enough time to do a tour of the Dallas Cowboys home ground (AT&T Stadium) & get some In N Out burger 
DFW-SYD - QF - Business
SYD-MEL - QF - Business
Home for a rest!
Because we're flying from Melbourne (where we live) to Perth (where the wedding is) a week early we booked and paid for that leg separately or it would have counted as a stop.
By far the biggest drama was getting J seats in/out of Maldives. There were very few awards seats and we tried all kinds of combinations through HK and SG on a variety of different airlines. We would have loved to have just had a transit through to MLE and kept that stop up our sleeve for something on the US West coast or visiting some family in Toronto but had to compromise. The helpfulness and ability to put together workable itineraries of the CSRs at QF varied depending who you got.
We ended up having to book through the QF Customer Service as it said the trip was valid and let us pick flights and everything via the website and then coughped out when you went to pay. Even with a valid itinerary it took 3 different attempts and over a week to get it done with QF help. The booking fee was waived.