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Ask to use his phone. Watch for a look of terror.
I second this lol.
OP let him be. To be quite honest, seems like he's dicking around a bit. I used do that back in my younger days, flip flop like a pancake when I was unsure about my options.
Yeah, he probably has other girls.
Dude and OP what are you talking about?
The guy:
1) obviously wants you. He asked you to meet four times in a row. Where is the time for the other girls here?? A guy who sees other girls and has other things going on in his life WILL NOT meet you 4 freaking days in a row. Wednesday you didn't reply to his message and he asked you again on Thursday.
2) Is insecure, maybe awkward and not confident enough to be straight about his intention. Tries to say it playfully joking around about his first option, asked you if you are seeing someone. No signs of having any other options.
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Cool, but then we went 5 days of no contact and I had to reach out to him. I'm seriously considering just cutting him off. Isn't that too much time to not say anything?
3) He didn't contact you for 5 days to see if you will even BOTHER to give him a text to see how he is doing or make plans. You are 2 months in and 5 days of no contact? Jesus Christ, OP do you even care or want this guy, why do you expect that he always need to reach to you? The 4 consecutive days of him asking you to meet wasn't enough for you to be convinced ? A relationship is between 2 people. It works when you give and you receive.
4) He took back his 4 day trip invitation because he feels he came too strong too early while you do not reciprocate in interest on the same degree. Maybe he thought that he shifted all the power of the relationship in you.
5) Was looking at you all the time when you were with other people. Is this a behavior of someone who DOES NOT want you??
You are also playing games aren't you. Now both of you stop playing your little games and just let it be.
The thing is you might be getting unattracted to him already with him not showing being confident.
You see when you are giving more details In subsequent posts it is easier for the people here to make more justified and correct responses. A short post will have things left out, so always try to include the most important things.
And OP. You have not answered the question if you are flirting or seeing other people.