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Younger guy ignoring me

I have tried to hit on him a few times

Summary:  Below is the case of a cougar who likes a younger man but despite her best efforts she has failed to make him recognize that she is romantically interested in him.  Read tips below on how a mature woman can approach a younger man without scaring him.
Celine writes, "I am interested in this man who is 27 years my junior and the only contact we have is through business. I would like to get closer but, I don't know how. I have made comments to him but I'm not sure if he is just trying to ignore me. I don't want to make a fool of myself, but I would like to let him know I care for him."

Most men are not used to being approached by cougars

As you can imagine -- and that is when I have been a big advocate of relationships with big age gaps -- it is not easy for anyone to connect the dots right away when a much younger/older person makes an advance. When I run into a woman around my age, I immediately notice the signs. On the other hand if a much older/younger woman does the same, my first reaction is that I maybe misreading or that there is a misunderstanding.  In this case, the opposites attract theory does not work.

That is what is happening to you as well. Plus, the fact that you interact with him in a business context, makes things even more difficult -- most men typically do not expect to find a date with an older woman in a professional setting.

There is a third dimension to this. Are you sure he is single? What if he is not attracted to older women or to you specifically (this may have nothing to do with how great you look but all men have their preferences)?

So once you have made sure that he is single and somewhat looking to date, try to invite him to join you for a non-business event. Maybe a round of golf (this is just an example but you have to see what will work in your situation) or a few drinks to brainstorm about something somewhat related to business (so that he does not refuse to attend). During that meeting, when you both will be somewhat more casual, you can flirt with him a little and see his reaction. Chances are that without making a fool of yourself, you will be able to decipher if he is game or not.

 

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