The jeans are great but I think you need to lose either the shirt or the shoes. All together it's too much. Perhaps keep the shoes and try a different shirt. It doesn't have to be quite so tight to still be sexy.
I love the top and jeans, but would lose the shoes. If anything is "cougarish" it's those (with this outfit anyway). Maybe try some navy ballet flats...
I would love this except for the giant medallion (ie 3rd boob). Absolutely no one will ever see your face, and since it's a pretty face, this is not good. If you don't mind all eyes on your chest, then go for it. Otherwise, lose the medallion.
its cute but it makes your boobs look huge because of the thing in the center of the shirt, i think that is the only thing that draws away from the outfit
Wow, that draws a LOT of attention to your bust area. I'm not sure that's the effect you wanted. Guess it depends on the errand! :) I like the skinny jeans & heels. I would do a more subtle top, because the heels are really strong.
Love those shoes! The jeans are great too, but the shirt is a bit confusing - there is a lot going on and all the attention is being drawn to between your boobs...I'd change the top for something simpler.