Kalli I'm struggling with this too. I just turned 29 and now find myself uncertain about certain hem lengths, short lengths and their structure. Firstly, you look younger than 30 for sure, so these do look appropriate on you. I like the white shorts, and I think that dress will be great in Hawaii.
I have some new shorts I added to my summer wardrobe, since having a baby last summer. I will show them later. But basically now I'm going for longer "boy" shorts, and when I want to go short, I pick a flared short or a looser short. I feel like it's modern and not too young looking. I need my shorts though, they are all I wear when the summer gets sticky hot.
These are a few recent ones. The gold ones are actually silver for me, and the last white pair I don't have yet, but I'm stalking for a major dale...they are way too pricey. The first ones are the longest, and more close to the leg. The second black ones are more flared when on. The third are cuffed. The fourth would be flared too.
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