I'm leaning more toward the Windsor based on case style and jewel count. It would be nice to have a clearer picture of the Windsor engraving, though, to be sure, as it is impossible (for me) to tell whether the Windsor has the larger flourishes in the center of the sides. I do not see a significant curve to the bezel of the Windsor as noted by Fifth.
The Magnolia is a ladies' model, and, therefore, would be smaller than this watch appears to be. I know that the ladies' sports models were larger than normal, but they are still noticeably smaller than the mens' of the same period. I have examples of this in my own collection and have posted side-by-side pictures elsewhere. I would expect Geoff to have the experience to know if he has a smaller ladies' model. Along these lines, it would be useful to have case dimensions, so that we can compare to other, similar mens' models, like the President. I also note that the engraving pattern on the Magnolia appears to be non-matching, as it lacks the larger flourishes on the sides of the bezel. A clearer view of the Magnolia can be seen in the watch database under Terry K's posting.
I could go along with the idea that the Dictator illustration is exaggerated, except for the fact that they made such a point of the curvature in the text as well. To say that it is "curved to fit the wrist" would imply a noticeable curve, not a watch that is nearly flat and that requires one to really look to find any curve at all.
For now, I can only give this one star, but I would gladly revisit that assessment if we could get our hands on a clear image of the Windsor.