Oooookay.
I have found the solution to my problem...
Wait, let me post a progress report on my sound after micing the amp and recording that way. Well, I went the way of draping a Microphone over the top of the amp and recording that way. The sound was sooooooo much better!! I boosted my mids as recommended and also played higher up on the neck. The tone was much better but I am still having issues with sound as far as effects are concerned.
I played using my crappy Boss BD-2 and it still sounded like I was playing clean. The only time that the BD-2 sounded like it was affecting my sound was when I played power chords. Needless to say, I will be getting rid of it ASAP in favor of the "Digitech Screamin Blues" pedal, which has a much more effective role with digital amplifiers. The Boss BD-2 works great with my tube amp but I use that one once in a blue moon cause it's so loud.
Now onto my solution/revelation...
In listening to myself playing this past sunday (Yesterday) and getting a few of my co-workers to listen as well, I have come to the conclusion that I need more of an "effect" in my sound to even out the "Twanginess" of my Squier '51 (which is more of a telecaster than anything else). It seems that in using the Boss BD-2 I cannot get it to color my sound with the Overdrive effect unless I'm playing power chords...which isn't always acceptable. If I play single notes it sounds like i'm playing clean...which sounds very "Plucky/Twangy".
So it's not really my playing style that sounds that way...it's the lack of effect of my EFFECTS....lol.
I am going to invest in a new Wah-Wah pedal to add more dynamics to my playing. I have noticed that every musician that I like hearing uses a Wah-Wah pedal even if it's not being actively "rockered" to do the wah effect. Some just use it to change the overall tone of their sound and leave it at one setting (Maybe halfway down/up) so that they sound a certain way without having to tinker with too many things.
I have an old Wah-Wah pedal that my boss gave me along with my "Peavey 240 Artist" amp. It's a National ME-40 Wah-Surf-Volume pedal. It used to work but somethings gone rotten with it and it wont respond.
I would rather fix it if possible as it's vintage gear and worth cashola.
**PICS BELOW**
Thanks everyone,
Dm
"Talent instantly recognizes genius,
but mediocrity knows nothing more than itself."
-Sir Arthur Conan-Doyle