So as I was already beginning to discuss in an unrelated thread of mine, I have recently (last month or so) begun to redate an old ex of mine from college. It's sort of pathetic, as we are both in our late twenties and neither of us is even close to financially stable. It was just this sort of dumb idea that we give dating another shot since we are both still single after all these years, we both hate the social scene, and both have lots of spare time during the day since neither of us have a full time job. Honestly I have no romantic feelings for him, and I am not really sure what his feelings toward me are. Our dates are kind of pathetic, they usually involve him taking me to some little bagel place and then sitting and eating on a bench in the park or something like that. On the weekends, he usually brings me to eat lunch with him by his friends apartments. We usually just make small talk, the only real conversation we ever had was about the fact that we are both in therapy. Anyway, I am starting to feel like we are lunch buddies, not really anything more. (Although I have never had a serious relationship to compare this against). I am not really even sure if I want anything more with him, considering he only has a part time job and doesn't seem to have prospects of any real job in the future. A friend of mine suggested that I sit down with him and have a serious conversation about his professional goals, and his "plans" on getting a real job and what that would realistically entail. I would like to take her up on this advice, but G-d it would be so much easier if a guy with a real job would just be interested in me. (I went out with a couple of engineers, I feel like of all jobs, that was a huge turn on for me for some reason...in any case, both times the guys said no to me, and in the end I decided that I don't know if I could handle dating an engineer as I would constantly feel stupid).