I'm pretty sure he likes you. I've had a similar experience to the one you describe. I had met this guy who ended up taking me out on a date. We kept in touch after and he eventually told me how he wished he had kissed me. The second date came around and he didn't go in for the move! So I just went for it. My advice would be to flirt with him when you are around him. Maybe he is to nervous too because he doesn't know if you like him more then a friend? So make that first move. You can do it!
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It's easier to be flirty through text.. especially if he's shy he might feel awkward trying to be flirty in person. If he speaks like he likes you in text messages, he probably does.. he's just too shy to express that to you in person.
it means he doesn't want to see a negative reaction from you in person. next time your together, after youve been together for a while or talking, say something like, "you flirt when we text, you don't have to be all serious now" if you don't want to be so obvious you want him to flirt, you could say, something like "so what's got you down? you seemed so much happier last time were were texting"
As you say, shy, it's easy flirting by text because you don't have to look them in the eyes and you don't see their reaction. If you want him to flirt with you in person, try some light flirting in person. Then he'll respond by flirting himself.
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I'm the same way. I'm a MASSIVE flirt over text and chat. I say some pretty ridiculous stuff. In person however, its a totally different story. Its hard to flirt on the fly and I'm crazy shy. I do loosen up quite a bit if she is flirty with me in person, it kinda takes the tension away and lets me know its ok.
So... help him out a little. He'll open up, I promise. He definitely likes you.Maybe a little late in answering, but what the others are saying about him being shy are most definitely true. It's way easier to flirt and you have time to think of a witty thing to say (or flirt, whatever you want to call it), and it's not in person. I believe he does like you, though.
I used to be shy and just flirt through text or IM way in the past if that counts for anything.
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