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There’s been an enormous amount of media coverage centred on older women dating younger men over the last decade.

However, what’s actually going on underneath the pop-style commentary and tabloid tales of ‘cougars’ and their ‘cubs’?

In fact, Stephanie was even more beautiful than her older sister, and I just had to pursue.

For one semester, Stephanie and I had a frolicking good time.

But when deciding to date a woman with a child, you should be clear about your expectations for the relationship upfront with yourself and her.

In other words, if you’re still in the “dating just to date” phase of your life, involving a woman with a child is probably not the type of relationship you should engage in because your actions will more than likely impact the lives of two people — the woman and the child.

My last (short-term – I can’t find one healthy enough to become long term!

) boyfriend told me I was the first mentally healthy woman he dated in 3 years.

Yes, men are immature, but only because women let us be immature. Since we were wee lads, girls have always discriminated against younger boys in school. As a result of our consistent rejections by “older” women, we don’t like dating older women.

The rejection was devastating until a bright light named Stephanie joined my high school as a freshman.

Stephanie was Karen’s younger sister and she was hot!

We hung out after school together almost every single day. Perhaps it starts off in the 1st grade when we’re running around yelling with blue slurpee stains on our Sesame Street t-shirts.

She’d come watch my tennis matches and I’d take her to Mc Donald’s afterward for some hot apple pie and Mc Lovin. Or perhaps the perception starts in the 7th grade where we start snapping one too many bras.




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Avoid negative tones and always be positive about yourself. You wouldn’t want a future employer to read anything negative, so why would you want a potential partner to read anything that isn’t positive?


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