I'm going to recommend a headband - so hot right now - in particularly, the rubber-threaded I/M Active headband. It's a step up from something you'd wear at the gym but offers Olympian hold. To make the look more Hilary Duff than Hillary Clinton, inch the band back from your hairline and let a few locks hang loose. Meanwhile, sounds like you could also benefit from spritzing on a strengthening conditioner, like Matrix Biolage Fortifying Leave-in Treatment, before styling.
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