How to Introduce Your Mom to Your Boyfriend When You’re Dating a Man More Than Twice Your Age

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Once it hit the 10-month mark for me and my much older boyfriend, Brandon, we decided that it was time to finally meet each other’s families. After we had our first fight, we got to understand what it was that the other was looking for, and even though Brandon was only my second real relationship, I knew that he had the potential of being “the one.” When it came to Brandon meeting my parents for the first time, I was a little nervous and apprehensive. Not only was Brandon 26 years older than me, but he was older than both my mom and dad.…

Why I Ended My May-December Relationship with an Older Man

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I was 34, Sam was 56, and our age difference was becoming more obvious. Sam was getting grayer, and had less to become gray. He wore reading glasses, but now needed a small distance correction, so he got prescription glasses. He decided they made him look distinguished, so he wore them constantly. I thought they made him look old.
Sam had a fondness for alcohol. After retiring, he bought a bar/restaurant. The liquor was handy, and being the owner, it was just too easy. As the weeks passed, his coming-home time changed from early to late evening.…

How I Handled My Older Man’s Kids Who Were Almost the Same Age as Me

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There’s a pretty good chance that if you choose to be with an older man, he will come with baggage. Sam was 46 and had been married over 25 years by the time he divorced. He had four children with his wife. I was 24, so with a little math, you can conclude that his eldest child was around two years younger than me. “Cold” is too soft a word to describe my first meeting with his son. I spent 10 years with his father, and the second time I saw him was 11 years later at Sam’s funeral, where he looked right through me.…

The Best (Make-Up) Sex I’ve Ever Had with an Older Man. Period.

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Brandon, a much older manager from work, and I had just had our very first fight as boyfriend and girlfriend. Even though it was something that was bound to happen, since we had such a big difference in our religions, it still was shocking. And even though it had been a week ago, it was still something I was reeling from. After hours of sitting in front of my place and talking out our problems and expressing our feelings, we ended up facing the fact of the matter, which was that I was not in any way ready to dedicate myself to a religion just because my boyfriend wanted me to.…