You guys are probably sick of hearing my personal stories, but it feels nice to have a non biased audience to tell! A friend of mine re-connected me and a guy I had graduated high school with. I knew of him in high school, but was never really in his group of friends, so I never got to know him very well. He began texting me a few times and seemed nice enough. I told him to call me on the telephone so we could talk in person. I could tell on the phone with him that he seemed to really lack confidence in himself (He has some trouble speaking and shakes uncontrollably sometimes, which would understandly make someone feel uncomfortable with themselves). He mentioned he would like to go out to dinner sometime and I figured I would give him a chance. I'm not really looking for anything serious right now, but if someone seems normal enough, I'd give 'em a chance. We were both really busy over the summer and couldn't find a time to get together that worked for both of us. It was a while since I heard from him again and I didn't think much of it. Recently, he's been texting me, but he seems so desperate and it's really quite a turn off. I was willing to give the guy a chance, but at this point I'm really not interested anymore. I want to start fresh and be happy now that I'm graduating college, and I don't want to be with someone who will continually bring my mood down because they are not happy themselves. I've been texting him back as little as possible so as not to be rude, but I know I have to let him know I am not interested. I know he gets turned down a lot, and I'm fairly certain this is why. I feel bad about hurting his feelings, but leading him on would hurt him much more. Any ideas how I can do this as gently as possible? He is a nice person, but he needs to work on himself a bit before he can be happy in a relationship with someone else.