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Crossing The “Platonic” – Thinking of Dating a Friend?

R U the kind of gal who naturally has always had male friends as part of ur posse?  I am.  I adore my female friendships, but u know how we tend to get busy with life, kids, work and house-stuff and often just can’t keep in touch with our female friends.  Planning a coffee date can take 4 months.  So, without realizing it, (AND BECAUSE I WORK MOSTLY WITH MEN) I’ve developed a lot of platonic, male friendships over the years.  Or so I thought.

It seems now that I’m single, some of these men have been testing the waters with me.  Because, guess what? Their marriages have ended as well.  And in my experience, men r wayyy more freaked out about living alone for the first time in decades than we r.  So, they need to talk mundane matters out sometimes and they call me for advice on day-to-day stuff.  OR SO I THOUGHT.

Recently I’ve noticed that some of these men have dropped huge hints – either about “dating” me or fantasizing about me in “inappropriate” ways.  I am taken off-guard by this.  Totally.  I’ve never thought of these guys in “that way”.  AT ALL.  I’ve been ignoring these undertones and just continuing on with the conversation.

I’ve been on my own for some time now, and have yet to “click” with anyone.  That’s been okay by me, but now there is a question that’s been making the back of my brain itchy.  The Question is: Do I “Cross the Platonic River” just to see the other side? After all, at least I know these men, so there’s a safety thing there.  On the other hand, do I want to risk these long platonic friendships for what could be one very awkward evening? Or maybe something great? I’d love to hear your opinions and experiences on this particular life challenge!

We all go through major life transitions when relationships end… Through this website, I will share my thoughts as I walk the path of “New-Self” discovery. It doesn’t matter which side of 50 you are on. The real question is, Are you ready to live life? To forge a Path of Your Own Making (For a change!)? Then stop dwelling over the What-Might-Have-Beens and join me. Share your thoughts here, comment on mine, and let’s do this together!

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