The MILF Whisperer

Another-Very-Sexy-Vanessa-Bella-Gallery-2

 

Depending on your point of view, I either have the worst luck or I have the best of luck and just don’t know what the heck to do with it. 

So now that the author is in, out, and gone in under 24 hours… I found myself in a situation where I was faced by two cougars. I guess I could call it “A Tale Of Two Kitties” but what porn company hasn’t done that one to death already?? The pussy reference is just so overused to begin with.

Two women purportedly in their 50’s in my face with full disclosure and feeling no shame about it. 

Contestant number one is an import from Spain. Landing in Winnipeg, Canada. A married woman of over 30 years, a mother, and seemingly a stay-at-home situation for her. Although I do not fully know her home or house situation. 

A woman of a high income household. Probably based on the fact that her husband is bringing it all home and by the fists and pockets full. It does make me wonder if she’s been a career trophy wife or not???

Being that she is originally from Spain, she speaks Spanish. Being that she does live in Canada, she speaks some French. So I have a one in three shot as far as languages go to get her attention and have her find it charming. Commonly it is Spanglish…. 

But she comes across wicked flirtatious. It is almost to the point where I begin to think that she’s looking for something or someone to fill a void in her life that her husband cannot give to her. Again, I speculate. However that sort of vibe is there. It has been the habit of her to speak in Spanish whenever she speaks in tones of the lovey-dovey. Not so much “muy romantico” but if she’s talking about forms of affection, she switches over to Spanish until she’s made her point and then comes back to English. To me, that is suspicious. 

Her family takes extended long winter vacations. They escape the cold arctic blasts of ice and snow and freezing temperatures and run to the villas of port cities of Mexico. 

I mean clearly, if they are doing that every winter and are staying for months at a time– I mean who can afford a Mexican vacation for two solid months?? SOMEONE has a bit of coin in their pocket!!! But their financial status is honestly none of my concern. 

And yet somehow I feel it still fits the stereotype of man who makes money, nabs trophy wife, has family, lives life of luxury… rinse and repeat. 

If the life of the wife is not ended by the knife, and things are hunky-dory, then why …. WHY OH WHY would there be any need for her to come on to me like that? And of course, there’s always the obligatory comment of having to leave and will talk later and what not. One could only think that its to not to be discovered. 

Now she’s contemplating to move things over to text messaging. 

And if what I think is true– wouldn’t that be something far more dangerous than communicating with someone via the Internet? Its quicker, its more personal, its faster, and a lot easier to be discovered. 

But that is assuming this woman has something to hide.

"Oh yeah. How do you want me, baby?"

“Oh yeah. How do you want me, baby?”

Contestant number two is a little bit different. I would dare to say that by comparison to the first that they are opposites in many ways. But similar in ONE way. Possibly prowling with me in their line of fire. 

From the southwest corner of the United States, making her acquaintance through one of the worst people I have ever met on Facebook. A disgusting little fuck from San Francisco. But she was from the desert southwest. 

She was smart enough to get far away from the California cockbite and away from anyone who just wished to lust after her because she had fairy tale hair at its length. Her age brought it to a snowy-white.  But you would have never had known how old she truly was unless you asked. 

When I first met her, she did proudly proclaim that she was married. Unhappily at that point, but committed to the “til death” part. And for the longest time, I respected her boundaries about that. 

Until last night when I found out that she: 

A- had been separated from her dork of a husband for almost a year and has been living alone and single for the first time in over 35 years of her life. B- She had taken her snowy-long locks and for the first time, dyed them darker and cut off about 18 inches of her total length. All in the name of trying to find a job because she was finding that age discrimination was a very real and true thing. 

At first I tried to be the shoulder for her because surely this separation has not come easy. But that role would not be fulfilled as I would be confronted with terms such as “I do things that would get me into trouble.” and “We are consenting adults.” ….. ‘we’ being her & I. 

I’m not going to lie to you, dear readers. Having that does make me feel good, it makes me feel better about myself. But how much is enough? How much is enough to where I can cover my own ass and not get hurt by either of them? 

I’ve been through the whole “married, but I’ve got you on the side” situation. And I’ve been there far too many times. And no, I didn’t like it when it was happening and after it happened came a lot of guilt and remorse.

On the other hand, you got someone with a new lease on life. Scared to death because they don’t know what to do or how to act for their age. And I probably need to handle with care so I don’t damage her to the point where the damage falls back on me. 

Pimpin’ ain’t my game. Never has been. And I don’t think that I am going to start now. But the situation that I find myself in is unique and un-experienced. 

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