Can you handle looking at a lot of pictures?

I need help!

Item One (pictures 1, 2 and 3)
The NAS Joie track pants.
Main concern: length. There is way more pooling of fabric on me than on the model. Shown dressed up (pics 1 and 2) with my new Kelly Wearstler jacket that I had been stalking for months (non-returnable, so I'm glad I love it). Shown scrunched shorter in picture 3, with different footwear, the orphaned DV wedges from last season.

Item Two (pictures 4 and 5)
Angie pick Three Dots Harem Pants
I'm sort of in love with these, they are very easy, comfortable and I think have that "instant style" factor that is so desirable. They are styled like easy loungewear here, which is probably how they would get worn the most given my casual lifestyle.

Item Three (pictures 6,7 and 8)
Chaser Jimmy Page distressed tee.
Questions: is this horribly age inappropriate? I love Mr. Page. But I will listen if you tell me it is. (Note photo 7 with the revealing back especially!) Another question: I sized up to a Medium for length and a more oversized fit. Does it work or should I size down? Third: Does this work semi-tucked, where part of the graphic is tucked at the bottom.

Thanks for your advice, and if you have gotten this far, I owe you one!!

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