It sounds to me as if what you are experiencing is not, in fact, related to the generation to which you belong, but to the life stage you are in. Specifically, that midway point of young adulthood when you are neither one nor the other; when you have said goodbye to your student self and are trying to figure out how your grown-up independent self may look.
Rather than commit to a whole new look, you should consider adding a few judicious pieces and tweaks to act as a bridge between where you were and where you are going (which is, granted, still T.B.D.). The answer may be to lean in to the in-between.
For example, take your regular jeans or even better, a high-waist, slightly flared pair and add a sleeveless mock turtleneck. Another option is a simple body-con dress in a midi length. Finally, considering an oversize shirt or a longer skirt in a semi-sheer fabric like organza or lace. It's all about balance and the mix, she said.
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