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It sounds from your question and followups that you're focusing on a lot of superficial externals about how it might affect you rather than the heart of the matter - what is she looking for in you? There are, a I'm not a mom or even vaguely matronly. Either you're into them or you're not. If you're thoughtful and mature and your are compatible, great, have a good time. According to this rule, society should accept a 50 year old man dating a 32 year old woman. Because, "An age and power differential is okay as long as it's the man in power"?

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15 Guys Explain Why They Date Women Over 30

Show him something new. Suffice to say, there is nothing appealing about spending the start of your retirement taking care of someone who is nearing the end of his. As far as your references to "milfy" or "cougarish", ummmmmmm, I'm You, on the other hand, sound immature and judgmental about both gender relations and age, and so it probably won't work out, unless your prospective girlfriend is willing to be considered milfy or a cougar, but she probably won't. I never cared a bit about the age difference. In both relationships, I very much felt we were equals. If a 50 year old woman?

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