I don't know how to flirt, or how to be intentionally funny. Usually when someone finds me funny, I do it by accident. It frustrates me when I try to flirt, I usually suck at it, then the same girl I'm interested in is more into another guy who knows how to be funny and how to flirt.
I think the reason why I became this way is a number of things. My mom and I never talk, and at most, we talk maybe 30 minutes a week. I'm 19 and going to community college, so I still live with my parents and I'm going to transfer to a 4-year university next year. I'd say my mom and I never really had a real conversation.
I've been through relationships with girl players, who act like they like me but really don't just to boost their own egos and other bullshit.
That said, I'm distrusting of girls when it comes to relationships. I can talk with girls as friends, but I'm wary of showing interest or attraction to girls. I'm not very smooth and never really have been.
What can I do to solve this? I've built self-confidence since high school by going to the gym regularly for a year, but I also want to better myself by seeming interesting.