Okay, that seems fair. People have different thresholds of what they deem 'acceptable' for expenditure and walking around. It's a matter of what you're used to, and whether you worked your way up there, or if it was a crazy anomaly. There's no such thing as a mistake unless you've spent way more than you can afford.
When I bought the M9, it was the single most expensive thing I'd ever bought, but heck, I carried it everywhere and still do, often with lenses totalling near the cost of the camera again. About a year before the M9, I bough the Canon 5D Mark II, which was a big jump in price from the sub-thousand dollar digital compacts I bought in the past. But darn, I carried that thing every day, until I caught the Leica bug.
As for a M-A and APO Summicron: a brand new M-A should be your camera for life. You should never need to buy another film camera, barring theft, accidental destruction, or a change in photographic direction. The APO Summicron is an incredible lens, but if you want a 50 for portraiture, might I suggest the gorgeous Zeiss C Sonnar 50mm f1.5 (optimized for f1.5) or the Voigtlander 50mm f1.2. Both are sharp wide open, but have a lovely 'rounded' look which is very pleasing and flattering in portraits. The Sonnar is my favourite portrait 50, moreso than the Summicron-M. Yeah, I've taken some great portraits with the Summicron, but the Sonnar is just smooth and lush with faces. You can easily sell the APO Summicron and recoup a good chunk of your money, and get a secondhand Zeiss C Sonnar, a Voigtlander 40mm Nokton and a Zeiss Distagon 35mm f1.4 with what's left. All three produce super portrait images when handled right. See relevant threads in the appropriate RFF subforums.