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He isn’t very assertive....

I’m having trouble because this guy I’ve been talking to is a very sweet and awesome dude but....he isn’t very assertive? Like he’s not confident enough in himself to flirt with me or initiate a conversation or maybe when don’t talk for a minute hit me up and ask how I’m doing...it makes me feel like he isn’t interested or he doesn’t care. He comments on some of my pictures and that’s what usually starts a conversation between us but it’s never out of the blue like “hey just thinking about you” or what have you....
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Also Yesterday he was suppose to call me and we were texting before that and out of the blue he just says “okay talk to you later.” And I said “okay :)” and he just threw the peace sign at me and never called me....like wtf did I do?
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Not gonna lie that kinda hurt my feelings but it’s whatever. My sister says maybe he had something come up but don’t you think he could’ve at least communicated that to me? Like “hey sorry I’m gonna have to call you another night” or something just at least so I’m not over here thinking it’s my fault....
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The other day he was telling me about how Valentine’s Day sucked for him because he was alone so I flirtingly told him I wouldn’t mind being his valentine....just shit like that I’m always initiating and tbh it makes me feel so stupid after he pulls shit like this. Maybe I shouldn’t be assertive. Maybe I should just leave him alone. I’m more straightforward than he is and maybe that’s because he’s shy but I don’t wanna be making excuses for him. You either like me or you don’t. Maybe I should just fall back.
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Chevy454 · 46-50, M
Some of us are oblivious of the fact that you are flirting with us. For example, I was a bartender and my supervisor asked me over for dinner with another couple. We ate, had fun. I knew everyone there. She probably had them leave to be alone with me. They said they we’re leaving, so I did too. I was on my motorcycle, so when I got home I had a message that she was hoping I stayed.🤦🏻 It worked out and we we’re together for 4 years. Sometimes we need to be bashed over the head. In your case though, that seems to be kind of the point if you were texting or chatting. I think he dropped the ball a little bit.
Sb356 · 26-30, F
@Chevy454 he told me he’s bad at picking up signs too. And I told him I’m the same tbh
Chevy454 · 46-50, M
I’m sure if you keep chatting it will get easier to read each other and pick up on those things. I’m a little better at it now. Lol Wish you luck!!@Sb356
Sb356 · 26-30, F
@Chevy454 thank you :)