Can't Stop We just can't stop being dirty!
How to Flirt with an Older Woman …Successfully
Flirting with an Older Woman is a fine art that could potentially result in a wonderful evening 
or just a slap in the face. When trying to “get with” the fairer/older sex, just the quick reference guide below:
| DO | MAYBE | DON’T! |
| Compliment her class | Compliment her ass | Be a Jackass |
| These ladies are already past the point of “wanting a bad boy,” they are older, more mature, and KNOW what they want. They KNOW what they like and what they don’t like. They have that experience. So acting like a bad boy WILL get you punished…and NOT in a good way, so stop getting excited jerk.Try to compliment PERSONALITY more than physical features. But if the time is right, and you are REALLY connecting, go in for the kill and compliment that ass! | ||
Nice Ass! What did you say? I said nice Class!
| DO | MAYBE | DON’T! |
| Act your age | Joke about age once | Use “for your age” in a sentence. |
| She knows that you’re young. She knows she’s older. She ALREADY KNOWS that there’s an age difference, you DON’T need to remind her! That would be like repeatedly telling a weatherman that it’s cloudy, rain will come soon, he would fucking slap you in the face soon.Don’t try to act older or more mature than you actually are, act your age! She’s still talking to you because she’s interested in YOU, not because you can be like her. And, just like in the bedroom, if you fake it, she will know! You MIGHT be able to slide in ONE joke about age, perhaps just to break the ice, but don’t keep doing it! You’ll sound like an old broken take recorder, and that will remind her of her childhood, and she’ll throw you out just LIKE her old tape recorder.
AND, DO NOT under any circumstance use the phrase “for your age”…EXAMPLES of this are: “You look great for your age!”; or “Wow your boobs are quite perky for your age!”; etc. I repeat, DO NOT use this phrase. |
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Nice breasts. What!? I said nice dress!
| DO | MAYBE | DON’T! |
| Confidently Dance with her | You probably wont romance with her…but you still may be able to advance with her  |
Fuck it up! |
| By now you are in the zone! The master of conversation, good for you! Now break the touch barrier! Dance with her (hopefully your at a place where people are dancing)! It will make her feel young and sexy, which is a GREAT thing for you! Look into her eyes, be confident and strong. Show her that even though she may have 100 years on you, you still have the power to have her! The hard part is over, the rest will come naturally, and hey, maybe you’ll get lucky tonight |
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GOOD LUCK! and Happy Cougar Hunting!