Dating a woman 10 years younger than you. Older dudes sometimes complain to me at least that the older women they know are too sedentary and set in their ways. Listen, if I could do it over again, I may not have moved out of my parents' house as soon as I did. We didn't have much in common, but that didn't matter. On the other hand, I was working two part-time jobs, while auditioning as an actress. Chatavenue might mean you both have different lifestyle expectations. Glad you're having fun tho: Read more: It didn't help that he looked very young because of his baby face. At that age he maybe a little intimidated to talk to an older lady I dislike that term. He was still working at his first post-college job and I was the chief marketing officer of a tech start up. Related Articles.