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Friday, July 11, 2008

I love my boss but cannot tell her so

Photo of a boss flirting with colleagueWe live in a society in which a younger man has a tough time falling in love with an older woman. Plus, we are not allowed to date our bosses (regardless of how exciting this fantasy is, it makes sense to have policies in place to control dating of coworkers).

Jamie is one of those unlucky men who has both situations happening at the same time. Here is his story. If you want to share your story, please feel free to write to me.

"I am currently in love with my supervisor. I have not crossed any lines or told her. I like my job, I need my job and I have never been fired so I keep my feelings to myself. My supervisor is around 55 and I am 40 years old. She is so beautiful. Her eyes, her smile and her sarcastic wit are wonderful. Not to mention she is much more feminine than any of the ladies my age bracket at my job. She wears a dress everyday. I have been in love with her for years. I know she and I will never date because she can never know how much I care about her. When I have looked into her eyes when we talk I have hoped she could see past our professional conversation to how far I have fallen in love with her."

My advice to Jamie is that he should express his emotions to his boss and be ready to find another job. A job can easily be found -- in fact you never know when a company will fire you mercilessly -- but you don't get many chances to find the perfect woman.

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