Sometimes, you're up for a challenge, pickup-wise. Other times, you need more of a sure thing.

Simply put, if you can recognize a certain characteristic in a woman and play that characteristic to your advantage, then you have a pretty good chance of playing things all the way to the bedroom that same night.

From the Cougar to the Sexplorer, it all starts with knowing how to read and recognize the signs. Each type of woman below will be accompanied by a personal story and a conversion rating out of 10, showing how likely you are to consummate things on the first night with her.

1- The Cougar


Who is the Cougar?
The name says it all. A Cougar is an older woman who may have previously been married. She may or may not be well to do, but she definitely appreciates money.

She goes out to pick up men. She is often quite direct in her attempts to seduce men. She's out to enjoy life and have a good time with younger men who still desire her. In this way she's like The Player's opposite number: the one who brings experience and confidence to the table -- or bed, rather.

She'll often be a smoker who dies her hair and dolls herself up -- she wears quite a bit of makeup and tight, sexy clothes that make her look like she's trying to look like anything but a middle-aged mother.

Where to find her: Bars, lounges and offices. She probably hangs out with other cougars.

How to get her: Look good, successful and fit -- she's seeking younger men for their youthful "perks." She wants a boy toy she can show off to her girlfriends. Meet her confidence level and you'll be locking genitals in no time.

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