So I am a 27 year old guy who as never been on a date and has been turned down every time I have liked a girl. Obviously, something hasn't "clicked" yet for me. What I mean by this is that by my age most people have had some relationship experience. Maybe not anything long term or serious, but something. Maybe they had a girl like them in high school, or clicked with a girl at a college party, or something.

It hasn't happened for me. I look at other guys who have a girlfriend or date girls and look at what they are doing. I see that all sorts of people from all walks of life have had girls interested in them or see value in them (beyond a friendship). This hasn’t happened for me.

Looking at myself, I would totally date myself. I am a well put together adult. I am healthy, in shape, financially secure, emotionally stable, have interesting hobbies and experiences, and have a solid friend group. This isn’t to brag but to explain where I am at. To be fair, I am not perfect. I am slower to develop attraction and open up than other guys. I tend to be more careful and “picky” about who I surround myself with. I am quite vanilla, aka, don’t drink, don’t smoke, no vices, not a huge partier. Stuff like that. I also tend to be on the more serious side, I am often called stoic. But at the same time people always light up when I enter a room and I am told that I am effortlessly funny.

Maybe girls see me as too boring? But if that was the case, why do girls want to be friends with me?

I have asked friends about this and they have said that any girl would love to have me. But I haven’t noticed this. I asked one of my closest friends if over the years, she has noticed any girls who have been interested in me (maybe I’m oblivious). She said that honestly she couldn’t think of anyone, not even rumors or anything.

I'm not a shut in, I get out there and live life. I am not desperate for a relationship, but I have hit the point where I would like one. I have fun and try to flirt with girls (thats something I am still working on learning) to try to develop attraction but I’m just that friend.

How can I figure out what I am missing that is preventing me from developing romantic relationships? Any ideas?