I am a good-looking guy from a wealthy family. I have a lot of money and a great job. I am not very materialistic, but I enjoy nice things. I am married to a beautiful woman and have two perfect children. I am in my mid thirties.
In my college and post-college days, I had a really hard time dating. Actually, I enjoyed dating, but I hated the singles scene. Some guys love it. I didn't. I went on lots of dates, but they never seemed right. It was always forced and I just didn't "do" it right.
It wasn't that I wasn't confident. I have always had confidence, but I just didn't show it in a way that connected with women at bars and clubs. I still hate bars and clubs that are singles scenes. The meat-market vibe is horrible and most of the girls are sluts.
At 26, I met my wife (then 24) on a Habitat 4 Humanity build. No shit. Neither of us are super religious or anything, we just happened to be there. I was doing it b/c my dad had always helped with Habitat. She was there for some Young Professionals thing that a friend had talked her into doing.
We were working on a wall-build together and just happened to start talking about how hot is was outside. 2 hours later, we were having some water at the cooler and I asked her if she wanted to go grab lunch. She agreed and at lunch we started talking about this coffee shop/bar in town and decided to go there that night to see if a band was playing. I told her I would pick her up. No band was playing, but we stayed, ordered a few beers and talked about a lot of things. We found out we had mutual friends, joked around, etc. I took her home, kissed her and said goodnight.
The next day she called me and thanked me for a good time. I invited her over for dinner, she came and the rest is history.
Sometimes you just need to find your element. I would have never guessed that my element was a Habitat 4 Humanity build, but it just ended up being somewhere that I was totally comfortable. Maybe you should put the online stuff on hold. I would imagine that the expectations with online dating add a tremendous amount of sress to the process.
Spend some time joining organizations with young people. Once there, make yourself known. No one wants to date the quiet guy in the back of the room.
Good luck man, I know it is stressful.