I'm 37, single. My last real "date" was probably about a year ago.
In high school I went to prom. It was miserable, my date was obnoxious, and we left really early. We broke up the next week. That was probably my longest relationship to date, and it was only about 4-6 months.
In college I was busy doing activities, and working on classes. Then at the start of my career I was in a small town with, as far as I know, three single men. I finally moved to my current city when I was about 28. I didn't know anyone.
Am I miserable? Not usually. I volunteer with community groups, I go play cards with some friends, I have joined community groups, taken enrichment/fun classes at the local college. I chat up people at work, invite them to come out. Not everyone does, but usually some do. When someone organizes an outing, I go. Heck I have even played in our golf scramble (and I hate golf). All to have fun.
I haven't met Mr. Right. I have never been the person guys flirt with, and I'm not good at being "sultry". Why? I don't know. I'm at least okay-looking. Sometimes that gets me down. But moping about it doesn't get me anywhere. I want to develop quality relationships, and that takes time. I go out when and where I can and hope to meet people. The perfect person might be just a friend-of-a-friend away! That is a WAY safer way to meet someone.
They say the definition of insanity is doing the same thing over and over but expecting different results. Try to change your pattern, a bit, and you may be surprised how well it works!