I might not describe Macdonald, Tillinghast, Thomas and Behr as fun loving either in every instance, but all of them probably were pretty outrageous in one way or another, and it probably showed in their architecture. I like Coore's remark about NGLA--"I can't figure out where he got the guts to build some of those holes!" Thomas may not have been a bundle of laughs either but who wasn't amused by his "Mae West" hole? Tillinghast--he must have had a great sense of humor with all his humorous caricatures, poems and ditties, and certainly with his humorous writing style.
Thompson was clearly a hard-living man like most of the others mentioned. That alone probably gave them the inclination to do some unique and notable things with their architecture.
Flynn, personally, was known to be a real daredevil, and I think that showed occasionally in some of the things he did in his routing style.
Donald Ross, on the other hand, seemed to be somewhat of a staid man, and from all the Ross courses I've seen that seems to have come across a good deal in his architecture--a sort of democratic application with plenty of rope off the tee for all and probably one of the most subtle and nauncy second shot architects ever.