I have a crush on an older woman

I go to a trade school and all of the secretaries there are females. Older women take a liking to me alot, ever since I was coming in to teenhood (im nineteen now)

And that is why I am asking if it is normal to think about how to get on a woman's good side and court them.

There is this woman that I want and she is around late 30's early 40's. But I want to know how can I tell if she is single, or into younger guys. Or is she this type of woman or that type of woman. What are her signals and what might turn her on to me?

She works in an office setting, counselor/teacher to student relationship to me. I like to wear shirts and ties and i am very handsome blackman

Voting Results
85% Normal
Based on 66 votes (56 yes)
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Comments ( 8 )
  • MILF!!!
    Or possibly a cougar;)

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    • Legion

      one can only hope

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  • Avant-Garde

    Its normal. Why don't you try to get to know her outside of the professional setting. That way it will be easier to find out not only if she single/likes younger men but whether she has qualities that you like to find in a partner.

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  • riley3036

    It's normal, I have a bio teacher in my school that every guy in the entire school wants her, she 37 and we are all 16-18 that have her and every guy is basically crushing on her

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  • Tarkio

    Ask her if she's single.

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  • Ldizzy1234

    I'm not trying to sound annoying and down play any game you could have, but I think if you do decide to take the risk by pursuing this older woman, prepare for anything! Even the negative stuff... rejection.

    There was a guy at my work who I don't think even works there anymore, but I found him so good looking, and he was older then me too. However, he wasn't as old as the woman you like, but he was maybe like late twenties, maybe 30 at most, and I felt like the second I showed interest in him, I haven't seen him since. I never asked him out, because I didn't know him really at all, but his name, and that he came in a few times at my work,(he worked in another area) but he was so cute, and I used to try and flirt with him whenever I saw him.

    What I'm trying to say is that, sometimes people just want someone there own age, and sometimes the age gap becomes more prominent when you realize how much experience one has that the other is lacking. I'm not trying to say you don't have experience, or you aren't mature enough/intelligent enough, b/c obviously I wouldn't know. I don't know you. But you get me, right? I just don't want you to run off and get hurt, because I've had crushes before that ended really badly because I let my high hopes get ahead of me, and get the best of me.

    Again, I'm not trying to sound like your worst nightmare. I just think you should see the big picture. Look at this as a whole before you think of doing anything else. If you do decide to ask around to see if shes single, and you do decide to actually take the plunge and ask her out, I wish you the best of luck!

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    • jwyatt123

      But I do not try to overtly flirt with her in the open. I am very conscious that there is an extreme negative.

      But I want to break the yoke of letting the negativity prevail over positivity and go for what I want.

      And what I want is to just to get to know her and connect with her; and find away to get her thinking about me everyday.

      I want to brighten her day and cultivate her happiness. I want to merge minds with her.

      She will reveal her nature as a 37 year old woman then.

      And I can read her so strong that I can find out if she is willing to act upon my nature and being as a man.

      May we progress to a man-woman relationship.

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      • Ldizzy1234

        Thats cool the way you go after what you want. I'm like that too when I like people. I get in this kinda like, "thats my mission" mindset. Just always keep your guard up. And remember that you both are at two very different stages of your lives.

        And good luck too!

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