A
female
age
41-50,
anonymous
writes:Has it ever happened to you to feel attracted to a man, feel like he is attracted to you too but because he is not saying anything about seeing each other outside of work, you would get confused? Would you mention that you really really like him? Or is it unwise for a woman to put herself out like that? What if the guy is 20 years older? Could he consider the woman a ridiculous little girl and take her appreciation just as a trophy and do nothing further? Reply to this Question
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Fancy yourself as an agony aunt? Add your answer to this question! A
female
reader, anonymous, writes (22 March 2012): I would normally say that men will go after what they want, and if he's not asking you out, there is a reason - that reason doesn't matter, all that really matters is that he does not want to ask you out.
HOWEVER... since there is such a big age difference and you work together, he might be insecure and not know if you are interested. So... I would suggest letting him know (subtly as possible) that you are interested and would be open to taking it further. Try dropping hints, or if you don't mind the possibility of rejection from someone you work with, tell him out right that you're developing feeling for him.
But, I would still leave it up to him to ask you out.
A
male
reader, anonymous, writes (16 March 2012): I think you should try. I am 43 and I have had some crushes on ladies in their mid 20's. There are several traps ahead of you, a trophy appreciation might be the smallest of them all. If you envision a long-term relationship and you end up together 1) you may have to deal with his growing children and an ex (they will not go away); 2) you may want to have your own children later in life but he may be tired of starting a second family; 3) when you reach your mid-fifties, he will be pushing on 80 (now, that's old). All the best!
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