"Cougars" are popularly defined as women in their 40s (or older) who date significantly younger men, generally at a year age gap or more. This article offers tips on identifying and attracting a “cougar” — also (and . If you are interested in a woman who is in the same running club as you, your tactic would be different. There is truth in the fact that developing a relationship with an older woman is not much different than dating one that is in a similar age group as you. However. Dating. Dating older women. Age should never stand in the way of true love. and couples with substantial age differences are springing up all over the place. They don't call them cougars for nothing! . Most viewed relationship advice.