I have been dating this one guy for about two years now, off and on. When we first started dating, he chased after me and took me out to expensive dinners and such. In the beginning, I told him that I didn’t want a relationship and after that its all been downhill.

We do date other people but for some reason we always come back to each other and date off and on. He doesn’t call unless I call him first and then he starts the conversion about us hanging out and making plans. I haven’t talked about a relationship with him for a couple years now but I’m sick and tired of this off and on thing. We don’t break up or anything we just loose touch and then reconnect somehow.

His friends have made comments to my friends like “they are probably gonna end up together.” Does that seem like that he talks about me to his friends? What can I do to take this to another level? Should I just outright talk to the guy? I don’t want to scare him off. And if he says that he doesn’t know how he feels or ‘lets see where this goes,’ does that mean he isn’t interested? After two years a guy should know.. right?

Overall does it seem that the guy is interested in me?  Do you think it’s wrong to tell him that either something happens with us or that’s it and we need to go our separate ways?  I feel bad because I feel that I’m giving him an ultimatum.

Oh by the way, we haven’t slept together, so its not a booty call, I think!

See our guy’s response after the jump!

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Ask a Guy:  Does He Want To Date Me Or Not? post image

There is a guy I’ve been talking to for over a year. I met him through a friend in Europe, we all chilled, had fun, he was nice to me. One year later back in the States (we live in the same city) I was unknowingly talking to him over the phone just messing around (his cousin was dating my friend and his cousin gave the phone to him). He said he remembered me, told me to come over, so I did. We connected over the summer and saw each other a few times. He would hug me, sometimes ask for a kiss on the cheek and was nice all the time.

We lost contact for a while but then I started calling him around December. He came to my house for New Years and  got mad at me because I hit him upside the head. I was just playing around and I’m always aggressive towards him. Whenever I contact him, he always writes back….but he will just never ever agree to see me anymore. The, when I bitch him out and tell him I’m done, he’ll call two seconds later to apologize and will ask me on a date that we never end up going on!

I NEED HELP…no one can diagnose my problem…it’s driving me crazy. For some stupid reason I like this person a lot. I can’t seem to stop writing to him because I feel that he likes me back but won’t admit it because he has too much pride. Each and every time I shut him down and tell him I’m done with his ass, he makes it so that I’m not mad at him anymore…why? If he doesn’t like me, why respond or ask me out on a date period?”

See our guy’s response after the jump!

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