During her tenure behind the podium, White House press secretary Karoline Leavitt has had a hard time finding clothes that properly fit both her frame and her sense of style. While in the past, Leavitt has dressed more like a school teacher , as the summer comes to a close it seems she's switched gears and is now reaching for pieces that look more like a school girl stuck in the 1950s. During a press briefing on August 14, 2025, Leavitt boasted a youthful glow courtesy of her blonde hair, but once again paired her makeup with an outfit fit from a bygone era.

Leavitt has a penchant for dressing much older than she really is , but this new trend of wearing tweed pieces with large, structured collars feels incredibly reminiscent of post-war school uniforms. There's even this matching set

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