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Dear Prudence, I am a professional male in my late 50s in a large corporation.
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By Amy Rose Spiegel One of the most frequent Just Wondering questions we get here at Rookie is some variation on the following: “I’m a teenager and I’m thinking about dating/am intensely attracted to a person who’s significantly older than me. ” Well, as someone who not only has always been interested in older dudes, but has also dated quite a few of them, I have some things to say about your situation, question-askers.
I thought I was totally prepared to deal with the daily realities of having a boyfriend who was older than me by a decade-plus, which turned out to be less than correct.
Before I get into the real nitty gritty, though, a few caveats.
When I was 15, I was dating a 28-year-old (cue gasping).
Looking back at that relationship now, seven years later, there are so many things I wish someone had told me before I decided to become the Lolita to this guy’s Humbert².
Besides, in addition to all of your favourite models, you will find thousands of new girls who look forward to meeting you!
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Knowing what to expect can make the difference in the relationship.
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