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All In The Family

All In The Family

  • A Penthouse Letter by Ryan Keely

I’m a 65-year-old man with two grown children, and the woman I’m dating is 32.

Our age difference upsets my children, but it doesn’t bother me. How would you deal with the situation? — M.S., Florida

It’s always hard to see a parent with a new partner. Children, even grown children, are always a little tough on a parent’s new partner because they love you and want to protect you.

Dating when there’s a big age difference is always going to be a challenge. You have to consider whether or not she wants children with an older partner. Do you want to have children again? This is something to consider if you are having a serious relationship with a woman in her 30s. If you’re just having a fling, this is less important, but it sounds like you’re serious... Read More

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