Fun items!
The first dress does look a little cutesy to me, but it all depends on the vibe you're going for. I will say that it doesn't look like it fits right in the torso--there seems to be excess fabric. I would rule it out based on fit. I don't know that the tall would be any better.
The green dress looks great on you but does have more of a professional vibe. I really like the color, though--it's not one that you see every day.
I really love the blue top! The fit looks good, and the proportions work well with the shorts.
The denim skirt was my fave of all these...I would definitely try it! I have a denim pencil skirt and wore it a lot last summer as an alternative to shorts. I have also seen more denim pencils online, so I think they are somewhat on trend.