"Son, she probably won't look that way for long. She might, but don’t count on it. Enjoy looking at her for now. But here's some advice: If you want to do more than just look at her, then don't ever talk about her good looks or tell her she's beautiful."
"Why not?"
"Because everyone else is always doing that, and it gets old. Girls want a challenge, just like boys do. They don’t want the same old compliments, they want a challenge."
"I don't understand."
"When you play shortstop, do you want the boys on the other team to all strike out every time? No, that would be boring. You want them to hit the ball to you, so you can throw them out at first base. Maybe you'll bobble the ball, and the batter will get on base, but you want the chance to make a good play, right? If you tell a pretty girl she's pretty, you're not hitting the ball to her. You're not giving her any challenge at all. You aren't in the game. Get in the game. Hit the ball to her. Give her a challenge."
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"Tease her about something. Say something about her that makes her jaw drop, and then act a little surprised at her reaction. But always be calm. Don't ever be mean, but give her brain a little tweak, see how she reacts, and then do it again. You're good at thinking on your feet. When a fellow sees a girl he likes, he plays with her, only not with a bat and a baseball glove, but with words and body language and facial expressions. Do that with this Jenny girl. And never back down, no matter what happens. Never break eye contact with her while the two of you are talking—let her be the one to look away. Think about it." He saw my face register some comprehension, and he added another thought. "Don't worry so much about her. Make sure you have fun. Figure out a way to tease her. And have fun."
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Letter to His Son (Excerpts) -- by Lord Chesterfield, 1748
LONDON, September 5, O.S. 1748.
.... As women are a considerable, or at least a pretty numerous part of company; and as their suffrages go a great way toward establishing a man's character in the fashionable part of the world (which is of great importance to the fortune and figure he proposes to make in it), it is necessary to please them. I will therefore, upon this subject, let you into certain Arcana that will be very useful for you to know, but which you must, with the utmost care, conceal and never seem to know. Women, then, are only children of a larger growth; they have an entertaining tattle, and sometimes wit; but for solid reasoning, good sense, I never knew in my life one that had it, or who reasoned or acted consequentially for four-and-twenty hours together. Some little passion or humor always breaks upon their best resolutions. Their beauty neglected or controverted, their age increased, or their supposed understandings depreciated, instantly kindles their little passions, and overturns any system of consequential conduct, that in their most reasonable moments they might have been capable of forming. A man of sense only trifles with them, plays with them, humors and flatters them, as he does with a sprightly forward child; but he neither consults them about, nor trusts them with serious matters; though
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These are some of the hints which my long experience in the great world enables me to give you; and which, if you attend to them, may prove useful to you in your journey through it. I wish it may be a prosperous one; at least, I am sure that it must be your own fault if it is not.
Make my compliments to Mr. Harte, who, I am very sorry to hear, is not well. I hope by this time he is recovered. Adieu!
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