[OneConfusedDude]

I’m not sure if I’m the only male on this forum but I need a woman’s advice.

I broke up with my girlfriend about a month ago. In the process I reconnected with a long time friend, that I had not seen in over a decade. We’ve known each other for a very long time and for as long as I’ve known her had this secret crush on her. When we met I let her know of my situation, that is was a horrible relationship and that my ex had cheated on me and really screwed me over. She then told me that she had broken up with her boyfriend a few months prior and that it was a similar situation. I told her she deserved better, and she said the same about me. We both talked about what we wanted out of a relationship/ partner and we were spot on with wanting the same thing. She also seemed to go out of the way to say how similar we are and how we have a lot in common, which I agree with. The problem is this young lady and I have been friends for a very long time and she says she says considers me to be like family. I don’t know if I’m reading in to things too much because ! that’s what I want or if indeed she is interested. Now, here’s the kicker. After, a suggestion from a friend I signed up for a online dating. I fill out everything and who do you think was the second person on the list of people I’m most compatible with ? Yup, the same girl. In the 90th percentile compatible. I didn’t contact her on the site because I’m embarrassed. But at the same time it makes me wonder if someone up there is trying to tell me to stop being such a girl about it and take a shot. I know this is ridiculous, I’m almost 30 years old and acting like a kid but seriously I’m unsure of what to do. I don’t want to make her feel awkward but at the same time I know that sometimes you have to take a leap of faith. What would your suggestion be?

[April Masini, your AskApril]

Ask her out on a date! 😉 Nobody ever died from feeling awkward, and if you think about it, there’s nothing to really feel awkward about. You’re both single. You’re not related. If she’s telling you she feels like you’re family it’s either because she’s not interested, or else she doesn’t feel chemistry with you. In the case of the latter, this is your opportunity to see if there is any chemistry by turning on your sexual charm and flirting with her and making her feel wanted.

If she says no, you’ll have an answer, and if she says yes, you’ll be glad you risked feeling awkward for a short amount of time. 🙂

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[OneConfusedDude]

Thanks so much. I will do that, now I just need to grow a pair. I’ll update here. Thanks again.

[April Masini, your AskApril]

You’re very welcome. 🙂

[b]Everyone likes to be liked! If the advice you found on AskApril.com was helpful “like” us on FB — and tell a friend!
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