"the pants I want are actually sold by outdoor clothing stores."
  
Why? You live in NYC.
 
BTW, I live outdoors so all my stores are outdoors stores.
 
 
"Sometimes I can't even tell if a pant is skinny fit until I try them on...they look kinda normal until you try and push a leg through and it gets stuck."
 
Maybe you're in the wrong dept. Try the "MEN'S" section.
 

I found some perfect pants...in the back of my closet.
 
Dropped 30 pounds and all my old pants (button fly 501, dockers, slates, etc. etc.) all fit like a glove.
 
JR

I'm 6' 4" and 240 lbs., but my jeans are 34 waist and 34 inseam. Gee, that doesn't sound like it should be hard to find, but

 
I know the feeling.  I am 6'4" and 230 pounds.  36 waist is just a little tight and 38 is way to lose.  I guess I need to loose about 10 lbs and get back into the 36 waist comfortably.  You would think that jeans that size would be easy to find, but the "choices" are often very limited on styles and colors.  These days if I am out shopping with my wife, If I see something my size that I like, I almost always grab it.
 

I don't shop.  When I've tried, I tend to come home with neon chamo overalls, a sequined unitard, porcupine quill jacket (with detachable hood featuring the porcupine's head), winged boots, and a t-shirt with a large arrow pointing up and the words, "I'm with Stupid".
 
In the end, I have to go back to the store and return everything.  The Customer Service person usually starts to ask why I'm returning these items, takes a better look at them, and then decides the answer is obvious. 

I haven't shopped for jeans in some time (maybe a few years), but I do like the carpenter style jeans as they're not tight, not too loose, not really baggy, but matches my blue suede shoes.

Back when I was in decent shape (up until about 5 years ago) I was always 34 waist, 32 inseam.  Now since I've developed dunlaps syndrome (i.e. my belly has done lapped over my belt) I'm 36 waist (and probably should be wearing 38s) and 30 inseam.  Maybe if I adopted the hip hop style I could even get by with like a 26 inseam.  But waddling isn't my thing.

My pants are on the ground.
Ya.
I'm lookin' like a fool.

A Kuhl story: http://www.kuhl.com/about/
Rocky

bapu
My pants are on the ground.
Ya.
I'm lookin' like a fool.

lookin like fool wid yo pants onna ground

 
FWIW, the best bicycle shorts on the planet are a pair that fits you well.
 
I get mine custom tailored for my own self here: http://www.boure.com/
 
Saddle up with a pair of custom fit shorts. It'll change your life. :-)