I am 26 and have never had a girlfriend. By many people's standards I am considered very successful for a 26 year old man. I make a lot of money, drive a sports car, and seem overall fairly healthy. However, sometimes all I can think about is the huge gaping hole in my life. The worst part is I have never even been on a date. I don't know how to fix this and I don't know why its so hard. I've always had problems with anxiety, but this is the worst. It makes me feel better reading some of your stories and seeing that I am not totally alone in this. Recently though, the loneliness feels like it is literally killing me. I regularly lie to my co-workers about past relationships, because they seem to think that naturally I've had many (most of them are already married). I know intellectually that there are girls who would be interested in me, but emotionally I think that I am not good enough. Its weird that I can be so confident in some aspects of life and just completely lack confidence in this one. I think once you get past a certain age and you still have not dated it becomes increasingly harder. You start to think that a girl would find something wrong with you for not having dated before. While I am being honest, the scariest part is being in a committed sexual relationship. I feel like I lack the experience for it and would come up short. I've never admitted this to anyone and this is my first story posting on this site. Thought I'd start with the big one.