#1- I don't mind the sky being blown out as it is still more of a gray than a white (less distracting.) The problem comes into play though that she seems to have a turret growing out of her head

The moment captured with the two of them is fantastic, so even with that I think it is forgivable.
Editing wise: Skin tones have a touch too much magenta in them, try to bring it back to more of an orange. Is that a vignette? Or are there just really large clouds in the sky? I think the uneven gradation in the sky (either way) could be tuned up a bit.
#2 I would say this is a great shot for the couple, especially if their dog is important to them. The only major critique would be less head room. If this were for me, I'd also probably prefer less busy surroundings (the fence, the buildings, the car, trees, sidewalk/ road)
#3 I love the colors and simplicity of the shot. So far this is the strongest one. Just straighten it up a little (appears to have a tilt to the right)
The only major improvements in my eyes would be to crop in close so that all you see is the couple and the door. A much more dramatic and powerful image (only in theory, it could also ruin the shot. I think it would be worth a try though).
#4 This is a cute shot, I think you called it quits too early though! Closer in, and more centered (I know, you're thinking WTF NEVER CENTER A SUBJECT!!@!@) the difference in this shot is that you could frame it where the couple fall on the thirds and the crowns down the middle. This would distribute weight amongst the image much more evenly and quite possibly allow for better eye flow.
Great shot either way though!
#5 This is what I've been looking for! Great emotion, nice and close, small but needed head room. A little more contrast wouldn't hurt but that is my taste.
#6 Cute, on train tracks (pretty cliche but I know they love it) The only major problem is the post done on this, seems very different from the rest of the series. Not sure how much your branding means to you, or what it even is! But to me if I start in full saturated color I like to end in it as well (B&W is ok, but try to only sprinkle as it is more of a seasoning in this case than the main course)
#7 You were definitely doing something right, they seem to have had a very good time with you. You may have missed the moment (if there was one) where he was looking at the camera, but it is still a nice shot of the two of them.
I think the bright green in the background is distracting and that this may work better as a portrait than landscape. Not sure what you are going for so who really knows but you!
#8 Very cute shot (back to the more hipster style) I like this as the opening shot, more so than the last railroad shot. This one is much more forgiving I think.
#9 This time around much closer in but with lots of head room still. The building doesn't really help them at all so it wouldn't be forgotten. The only problems remaining are the turrets =| Bad tangents.
#10 Very adorable shot, I don't like what is going on with his foot on the bottom left, but in those pants he probably couldn't have rested it on the arm rest. Very good, probably could have been cropped a bit closer.
#11 Here we are back to the more "hipster" look. I really love this one, great depth, looks like they are both having plenty of fun, Good lines and angles all over.
#12 Here is another one that is very classy looking. Him picking her up, simple shot but what pushes it so well is that (wether or not you noticed) her head pops on the overexposed background as does his. Good use of contrast to assure the focus of the viewer goes to the brightest spot then immediately to the both of them.
#13 Breaking all of your previously set up styles, I believe this is another one that could use some editing. The colors don't match anything you have so far, it isn't B&W, it isn't that hipster tone, and the colors aren't popping like the ones with the red door. It is a good shot, just doesn't fit in with the bunch!
#14 Cute, but personally the farther away one works better. Way too much head room again
#16 Good, but after accidently seeing the next one I wouldn't even bother showing this one. The editing works except for the desaturation, it doesn't fit in with aging nor does it fully hit B&W. I think you got too hung up with the image needing more work, when it just needed a little more work when being shot (which I think culminates in the next one)
#17 It says it all. Love this photo, this is where #16 lacked, attitude and personality. 16 Wasn't a bad shot, it just doesn't have anything going on compared to this one. The powerful colors, the expressions on their faces, the lines, the repetition, this here is a winner for sure.
It appears you want to stick more with the "hipster" look, I think you should concentrate on the B&W, Hipster (I only call it that since there really isn't a name), and fully saturated images. Three styles aren't too many, but with some of the earlier ones you have four or five going on.
I hope you found this useful ^_- and up to par as you expect from me. Also, I sent you a message but due to horrible internet connection I don't think you got it

So if not, I said "Of course! Especially after so many compliments

"