To Annie, please: Although I’m 42 and she doesn’t yet know my age, I have a crush on my 18-year-old coworker, and I’m positive she feels the same way about me. Because we are too different in age, I’m hesitant to ask her out for a date for fear of losing our friendship.I was 33 years old the last time I was in a relationship with a woman who was 19 years old. I was 25 at the time of my previous relationship with a 45-year-old woman.I don’t know how to proceed. For me, it’s a big step to move from cordial coworker relationships to potentially romantic ones. However, I know she’s thrilled about a new movie that’s due out shortly, so it seems like the ideal opportunity to ask her out. Is the friendship worth the danger, though? And making things more difficult at work? — Gamblers by Age
To Age-Gap: It’s crucial to keep in mind that this woman’s youth corresponds with a very different stage of life than your own. Given your past dating experiences, you are far better suited than she is to manage a relationship with such a large age gap—and that’s assuming she’s even interested in one.A deep friendship can be just as valuable as a love relationship, if not more so. I would play it cautious and concentrate on savoring the friendship you two have developed for the time being, but it’s not inconceivable that this may someday develop into something more.
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