Cougar Dating

Tips for Dating Shy Cougars

Woman with Freckles

Guess what? Not all cougars are the confidence-monsters we imagine them to be. Alright, plenty are; but not in today’s post. This one is dedicated to the women who, despite their age and experience, still rest on the shy side of life.

If you’re about to date a shy cougar, you may wanna keep the big-guns holstered and start with some less intimidating fare for a first date

Don’t take her anywhere that might make her feel old. I know you’re just dying to introduce her to this year’s Comicon lineup, but save that outing for you and your superhero-loving pals.

And speaking of your pals: she probably won’t want to go to your friend’s “My Parents Are Out Of Town” party. In fact—

Don’t introduce her to your friends until she’s comfortable with you. If she’s shy, she’ll be anxiety-ridden at the thought of being scrutinized by an army of raving young-uns.

Don’t suggest watching porn together. Many couples do it, but shy people peek at porn, and can feel self-conscious watching it even while alone. It can make them feel weird. The thought of experiencing it with someone else might give her a stroke.

Take her to a noisy restaurant rather than a candlelit one, which draws attention —and quite possibly judgement — from other patrons who are all too eager to whisper about the age difference. She’ll go quiet.

Take her for a walk. Nothing would placate her more. It’s private, romantic, and allows her the opportunity to talk and listen without fear of being watched.

Don’t ask her for a full history on the first date. Take for granted that she’s old enough to have way more baggage than you. Much has passed in her life, possibly not all good, and she’ll hardly be in a rush to spill the beans so early. She’ll worry you’ll judge her.

Go slowly. Be patient. If you really like her, she’ll be worth the wait.

And remember: inside every shy person is a sex-machine just waiting to burst forth!

Meet confident and shy cougars now at!



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