Hair is kept short and neat, parted to the side, with slightly longer length on top for a preppy, collegiate look.
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The Ivy League is the longer cousin of the crew cut — enough length on top to part and comb to the side, with scissor-cut sides rather than clipper work. The cut traces its name to American Ivy League universities of the 1950s-60s and has been the default 'east-coast professional men's cut' across decades. It reads conservative and slightly elite.
It flatters oval and square faces — clean bone structure carries the cut. Straight and lightly wavy hair show the side part cleanest; coily hair can wear an adapted version but the cut's classic look is straight-hair. The Ivy League is the cut to ask for when you want longer-than-crew-cut hair with a professional, side-partable shape.
Low daily maintenance — comb to the side with a small amount of pomade, four to five minutes. Re-cut every five weeks to keep the shape; longer than that and the cut starts feeling unkempt. The Ivy League has been continuously worn across American men's professional styling since the 1950s and has revived under various names (the 'preppy cut,' the 'modern side-part') without ever really leaving. Specify 'a longer crew cut — enough length on top to part to the side, scissor-cut sides.'
Front-facing, natural light. The model handles bangs, hats, glasses, beards — even bad bathroom lighting.
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