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Dear Annie: I have a crush on my 18-year-old co-worker, and I'm certain she has a crush on me, too -- even though I'm 42 and she doesn't know my age yet. The age gap is too big, which makes me afraid to ask her out because I don't want to ruin my friendship with her.
The last time I had a relationship with an age gap this big was with a 19-year-old woman when I was 33. Before that, I had a relationship with a 45-year-old woman when I was 25.
I'm not sure what to do. Transitioning our relationship from friendly co-workers to something possibly romantic is a huge step for me. But there's a new movie coming out soon that I know she's excited about, and it seems like the perfect chance to ask her out. But is it worth risking the friendship? And possibly complicating things at work? -- Age-Gap Gambler
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The last time I had a relationship with an age gap this big was with a 19-year-old woman when I was 33. Before that, I had a relationship with a 45-year-old woman when I was 25.
I'm not sure what to do. Transitioning our relationship from friendly co-workers to something possibly romantic is a huge step for me. But there's a new movie coming out soon that I know she's excited about, and it seems like the perfect chance to ask her out. But is it worth risking the friendship? And possibly complicating things at work? -- Age-Gap Gambler
( Read more... )