Thanks for all the comments.... I really do appreciate them.
I have to say, I totally winged the setup on these. I setup my flash to shoot through the white umbrella which was on a tripod camera left about 6.5' up and maybe four feet from the subjects. I shot the camera in Manual mode, using a CactusV trigger on the body and remote on the strobe. Flashes were also set to Manual mode and I believe 1/4 duration. (I had started out at half, but it was too much/hot so I backed down to 1/4)
My first shot was just of the tree, and it was beautiful, but the background was blown out so I kept the flash at 1/4 and dialed in some shutterspeed to darken the background. The second shot was pretty much like the images, and when I did the first one with Debbie, I had that "Wow" moment - as in I really thought I can do this stuff with some practice. Shots were done right about 7pm or actual sunset time leaving some blue/skylight out there behind the subjects.
Deb's shoes are in fact, jet black with little to nothing else. No bright stitching or laces - just black. But I can see how that gives a weird look to her feet. I can certainly understand how the reflector could have helped. Funny part is, I'm a hands-on learner, and I had an extra tripod/foamcore board/clamps. I just didn't think to use it but now seeing the shadows on the non-flash side, will incorporate them in the future since I can see what is missing with how I shot this time.
What I found to be the hardest thing to figure out, other than what you all pointed out to me, was 'how' to pose people. I just don't have a knack for that since I've never done it. I don't know both shoulders should be seen on women or to shoot down on them instead of up the nose. Hand placement is difficult for me too - where/how placement kind of stuff.
I think what I'll do is head over to Precision Camera tomorrow and pick up a book on portrait and posing techniques and study it. Yet honestly, I really want to tackle this kind of setup on a trail with either runners or cyclists to see the results at dusk. That way I don't really have to worry so much about where their hands or shoulders are vs finding the ideal location with the background and getting the right/left lighting spot on.
Again, thanks for the input. I'm quite sure I'll stick with this type of shooting as well, but I'm just uncomfortable at the moment with the posing.
FYI, the rest of the shots are
HERE
.