He's a player.. By texting you will show that you are desperate; you are going be in these ladies list. Just get together, let him know that you are interesting by laugh, touching a hand, nothing crazy.. If he's smart and he likes, he will the whole picture.. Just be careful! Guys like that need few years to stop playing and be serious!
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If you believe that he will faithful then I say ask him out... but if he's flirting with everyone or sleeping around or something, then you probably shouldn't date him, but that also doesn't mean you can't stay friends.
And if you want to date him, I say just ask him out on a date.
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