First of all, I want to congratulate you from taking your life from a place where you were 19 years old and had never kissed a girl... or even asked a girl out... to where you are taking good care of yourself, respecting your body, and doing the things you need to do to get where you want to go in life.
As you know, I get a lot of email from guys who need advice about situations with women, and it really amazes me how many of those guys haven't taken the time to really get the BASICS handled...
I'm talking about the simple things like keeping yourself healthy, addressing your psychological issues... becoming an honest, authentic person... and all that self-help-ish stuff that most people think is kind of dorky...
This stuff is KEY to success with women.
There is a very interesting transformation that takes place when a guy gets his life together, and begins living the way he WANTS to live.
As your email communicates clearly, your new- found confidence is very closely related to your self-improvement program.
I hope this encourages others to do the same, and to realize that the rewards are so amazing that it's worth it.
Let's talk about your question...
You asked if there ever comes a time when you should "transcend" the c**ky & Funny approach... because women sometimes become nervous around you, etc.
Let me answer that with a few random points that come to mind, and then I'll tie it all together with my general perspective...
1) You have cultivated a strong, confident, dominant body language and communication that has become what you might call "INNER c**kY."
As a result, you don't have to mix quite as much "c**ky" in the actual verbal conversations you're having.
If you project too much of the INNER c**kY, while at the same time using overly-c**ky WORDS as well, you might come off as INSECURE or even TOO ARROGANT.
Now I don't say things like this very often, because most guys are so far from being "too c**ky" that there's almost NOTHING they could do to project even ENOUGH c**ky.
(NOTE: If you need more work on your INNER game, then you should go read this before you go on:
2) There is a particular situation that comes up for guys who have a strong physical presence... or guys who are naturally very handsome...
If these guys are too c**ky with women, many women get a first impression that is basically "You must be a jerk."
Be careful. It might backfire on you.
3) If a woman is getting nervous around you, it does NOT mean that you're doing something wrong.
Just think about how you used to feel when you were in the presence of a super-hot woman.
Most guys become EXTREMELY nervous in these types of situations... so much so that they're actually IMMOBILIZED... and unable to act.
If a beautiful fashion model wrote in to me and told me that guys get nervous around her all the time... and then she asked if she should somehow "tone down" how she looks so guys wouldn't become nervous, I'd respond to her and say "Hell no. You WANT guys to become nervous around you because it separates the REAL men from the WUSSIES...".
In your case, these women are becoming nervous because THEY don't know how to handle the situation... which is not a problem at all for you or for the ATTRACTION she's feeling.
Look, you are becoming a POWERFUL MAN.
You are beginning to realize and cultivate some of the natural potential that you've always had inside... you just didn't know how to get at it before.
Success and power often scare people, because with success and power comes responsibility.
You realize that you're not a victim in your life anymore, and you begin to see how you can take control of almost every aspect of your life... and then you begin to see that people want to FOLLOW your lead because you have this power...
It is magnetic, as you mentioned.
To answer your question directly, and connect all of these things together, I think that you need to realize that c**ky & Funny can be thought of in a lot of ways...
It's a concept, an idea. It's a technique, with specific "comebacks" and "lines" for different funny situations. It's a tool to use for creating Sexual Tension and Chemistry with women.
But, as far as I'm concerned, it's FUN... it's something that's enjoyable for the man AND the woman.
And for most guys, it's very natural (once you become comfortable with it).
I mean, if you like to think in terms of things being "transcended" in life, we could just say that you're on the path to transcend everything, and the faster you can transcend your need to be with women, the better off you are...
...but, then again, that might be going a little too far... lol.