I'm with Gmax on the 600-series Pioneers. The upright gas cap (a la Stihl Contra/090) is a big part of it, but the Stihl air cover just doesn't look right compared to the big dome of the Pioneer. Kinda like a woman with nice hips and shapely duerrierre compared to skinny Minnie. Add in the fuel filter bowl like old farm and construction equipment, and it just warms your heart to look at it.
But don't expect to go out and actually cut your winter's wood with it if you have a modern saw, LOL!
I have a pretty nice Homelite S-EZ with the red and black scheme and the perforated aluminum flywheel air cover, and I agree they are lovely things, but the square corners detract. Homelites 35o/360-450-550-650-750 smoothed those corners off just a little, which I thought was cool. But they're gone now...
Mac's were always sexier than similar Homies. MY favorite looker would be the old D35. Something about the "sideways" thing. I wasn't a huge fan of many of the saws of the late 50's through the mid 60's with their skinny front handles though. I'm a Skandihoovian with big hands and they didn't work in the cold weather, especially when wet choppers start freezing and getting slick and icy.
Mac's werent big in my area though: the most popular saw shop sold Homelite. There haven't been as many old Mac's around, except for the later models in the box-store era.
I've never had my pinkies on a Remington, except the later mighty mites that looked like a Homelite washed in hiot water, LOL!
Now, of course, I favor Jonsereds saws. My favorites are the older red/black saws like the 80, 90, etc. The silver-tops are OK, but a little too gaudy, and I wasn't real fond of some of the rehashed partner models of a few years ago; the 2077/2083 was pretty nice though.