Tips For Men: Better Dating Conversations

I reached out to my good friend Will to do a blog post for me since he’s someone who is super-confident in the dating world, and though his advice always has a little dose of silliness, it’s usually spot-on.

Without further ado, here are his tips on how to carry a great conversation on a date:

  • Wing It: Some guys like to meticulously plan out every question and topic they want to bring up. Please learn how to have a fluid conversation without doing this. Women do not want a robot, they want a human being. Plus, it will save some awkwardness from pulling out the list of topics you have in your back pocket when you get stuck.
  • Be Nice, But Not “Fake Nice”: Being respectful is always important, but do not be so nice to the point that it doesn’t seem genuine. When someone tries too hard, it’s obvious they only have one goal in mind, and women aren’t stupid… Krista’s readers are intelligent, so you fellas are looking for someone with brains too (Not in a zombie sort of way, even with Halloween coming up and all).
  • Utilize Your Intelligence: This article is discussing what to do when dating quality women, so onward to the next tip — intelligent conversation. Women love to talk, so when they’re talking about themselves ask questions that you’re naturally curious about. For example, if she’s not from around here, ask her about her hometown and how different the culture is there.
  • Bond Over Hobbies: The best way to keep a conversation going is to talk about hobbies. On the first date, ask her what she likes to do and if you have some things in common, talk about that. Easy money! A good partner is someone you can do fun things with, so finding her interests early is awesome. For example, I’m a huge fan of basketball, so it would be advantageous to me to meet a lady who also knows that ball is life, since women that don’t know will never completely understand.

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  • Have A Sense of Humor: This is my bread and butter, my meal ticket. Women love a guy who has humor and wit. As a matter of fact, if you make a girl laugh frequently and you do not screw up too bad, you’ll most likely have a second date. I’ll bet $100 on it. Just don’t be too crude (my Achilles heel sometimes). If you want more detail on how I include humor on a date, pick up my new book Making Her Fall Head Over Heels… With Laughter. The book signing is actually next Thursday.
  • Be Confident, Not Cocky: Confidence is knowing you have the ability to do something without having to brag about it. Whenever someone says they are really good at something, I automatically question their claim. For example, if I titled this article “Reasons Will is the Most Charming Person on the Planet,” you, as the reader, will nitpick anything that can be interpreted otherwise just to disprove my point. Your date will do the same thing. I better take my own advice; my dates won’t know about my book.

Today’s lesson (Courtesy of Will): To sum it all up, just be authentic and have fun. Keep trying; a failed date is never a bad thing and honestly will likely happen more often than a successful one. Just learn from your mistakes (and victories!) and you will be a force to be reckoned with. Relax, bro!

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