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The crew cut or pompadour is considered a classic men's haircut style due to its historical significance and enduring popularity throughout different eras. The crew cut, characterized by short hair on the sides and slightly longer hair on top, is associated with military and athletic styling, representing a clean and practical look. On the other hand, the pompadour features longer hair on top that is styled back and upward, creating a voluminous appearance. This style has been a staple in men's grooming since the 1950s and continues to be a fashionable choice today, reflecting a sense of timeless masculinity and sophistication that is often sought after in men’s haircuts.

In contrast, the bob and the pixie cut are primarily associated with women's hairstyles, focusing on shorter lengths and often more varied textures and styling options. The undercut, while also a popular choice among men, distinctively features shaved or very short sides with longer hair on top, which, while modern and stylish, doesn’t carry the same traditional connotations as the crew cut or pompadour. Thus, the crew cut or pompadour stands out as the classic choice in this context.