As expected with a thread like this there 2 major courses of action:
1) Just have sex with someone "random".
2) Continue waiting for someone more "special" and then do it.
, you haven't given us too much feedback (I am not chastising you) although there have been some good discussions/debates here. I am going to respond to the 2 posts you did make.
This situation is considered by most to be unattractive and undesirable, but not by all.
Billy has committed no crime thus far.
A fatalistic attitude, but it is understandable in this case. 30 isn't that old, BUT if you don't do something about this you can easily become a 40 year old virgin.
You need to work on your super shyness and awkwardness. There have been some good advice about remedying that already. BUT you need to find out what you are comfortable with trying. In all the posts I read, it didn't seem like anyone asked you what you were ready to do. There was just a lot of advice thrown out including some extreme propositions.
He needs to become less love shy. You fear is holding you back. You really should work on this.
This response tells me that you're not ready to try hookers or hooking up with strangers. I just want you to realize that perspectives can change as we mature. So while it is easy for strangers on the internet to give advice, you need to realize just what is it that you want and what you need to do.
(From the first post) You already know that you need to work on your social skills. You need to get rid of some of that shyness and to get out and meet more people. Okay, so you have a dilemma because your virginity is adding to your shyness. So should you just lose it and get it over with? Or should you try to change your perspective on you being a virgin? The first option has been beaten to death on this thread and based on your second post, I would suggest the second option. Try to realize that being a virgin does not mean that you are automatically undesirable. No matter what IotaNull says:
- If someone just wants casual sex without an emotional attachment then he/she wants mindblowing sex (which means an experienced partner).
- If someone wants a long term relationship and love etc, you can safely expect that the person will not mind that you're a virgin even if she isn't.
While toys and masturbation can no way in hell replace the real thing, you can at least explore your sexuality with these "tools". These can also help you with things like increasing your stamina, if you know what I mean. Maybe you can become less shy about sex this way. *shrug*
I am neither advocating for hooking up nor masturbation because, OP, you haven't told us what is it that you want? What is it that you're comfortable with doing? Do you even know?
Find these things out and then proceed.