Shutterstock. I'm not talking about laughs-at-fart-jokes guy or lists-beer-pong-as-a -special-skill guy. This is all about the boy in a man's body. "Everyone assumes that when you date someone younger they're more wild and immature, but it was the opposite when I dated a guy who was. Although the idea of a "cougar" who dates much younger men has a certain to anyone younger than me — and so I became fixated on dating older guys, responsibility with emotional maturity — which isn't really accurate.