Search Results: dating a smarter girl

I have met a guy who is not my normal at all. He's not the smart successful suit guy. He's a ball and cap guy with bad grammar who doesn't know how to flirt or talk to girls. He does have a job. He takes care of his daughters and has shared custody. He hasn't been in a relationship in a really long time. He is a bit thicker then I date. He's not pretty but not ugly. He does seem like a nice guy compared to what I normally date. I do kind of like him. He is so not my normal. Would you ladies date not your normal? Maybe I should see what happens seeing how I usually end up with jerks dating my normal.

I know this guy, says he's rich at least and says he's been with a lot of women, including models, college graduates, and actors. He's rich and successful. ( he's old enough to be my dad) I'm not rich or successful. He wants to get to know me because he thinks I'm interesting. But I have this strange thing with myself. I tend to feel inferior to friends who I think did more in their life than I did or who are smarter. I actually thought about what if this man was my boyfriend. He's rich, successful. And he's had so many girlfriends before me and it makes me feel insecure. He might leave me for a smarter, prettier girl or cheat. I'd prefer being with a guy that no one notices. The guy that barely has friends, the guy that girls and other people often overlook. I want him to be that special diamond that's only for me. He's nice, loving, funny makes a decent income but he doesn't get much attention from people, I want a guy that gets most of his attention from his family, two or three friends and me. I want him to be a virgin with little to no sex partners. Dating or being in a relationship with someone who's filthy rich, tall, good looking and extremely successful to the point he's popular. I don't like that. I really don't like the fact that guys I might date have ex's who are prettier than me. Is it bad that things like this bother me? I'd date a poor, depressed dude whos a virgin and I'd be happy but for some reason the thought of having sex with a rich dude makes me feel uncomfortable and insecure and I don't know why. What's wrong with me?