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Though men have been enjoying May-December romances forever, women haven’t been afforded the same freedom necessarily.of this series on dating younger women, we addressed some of the bigger questions on the subject: do younger women actually like older men; are older men who date younger women 'dirty'; are younger women dating older men all gold diggers? So, grab your walking canes, gentlemen, and let's talk about the mechanics of meeting, dating, sleeping with, and having relationships with younger women when you're an older man (and a little bit about this if you're a Chase woke up one day in 2004 tired of being alone.Some of the conclusions we came to include these: While the previous article was about answering the higher level questions - what's with the pushback in the West against older men dating younger women? Why would a woman choose an older man when she could have a younger one? So, he set to work and read every book he could find, studied every teacher he could meet, and talked to every girl he could talk to to figure out dating.The concept of younger women dating older men is not very new.In fact, it has been viewed as a step to sustainable relationships where both the woman and the man reap a great deal of benefits.