I am in NYC, worked for the NYPD and can tell you I see all sorts of things with pant legs, sleeves, etc... I have heard internet rumors, but never anything else about such. In the "ghetto" here, anything goes! My favorite is "Direct from Sing Sing Sing Prison.....Mike over there is sporting the relaxed look, with the socks with sandals."
As far as traveling 5 miles through NY with your gun, leaving VT and traveling through NY to get to teh other twon in Vermont. FOPA covers you...federal law....as long as you stop at the border....open the trunk.....put the gun in a seperate compartment from the passenger compartment (glove box and center console don't work), unload such and leave there. When you get back in Vermont, you can do the reverse and continue. Legally you can't CCW in NY, but you can travel through if the gun is in a seperate compartment and unloaded.
As far as coming to NY and visiitng and shooting with your brother.....a no go! You can't do such.
A non-resident citizen may possess a rifle or shotgun in New York, as long as it is unloaded while being transported. No person may carry, possess or transport a handgun in or through the state unless he has a valid New York license. New York does not issue licenses to non-residents nor does it recognize licenses issued by other states. If a person is traveling from any place where he may lawfully possess and transport a firearm to any other place where he may lawfully possess and transport such firearm and the firearm is unloaded and in the trunk. In vehicles without a trunk, the unloaded firearm shall be in a locked container other than the glove compartment or console. Necessary stops, e.g., gasoline and rest, seem permissible.)
A member or coach of an accredited college or university target pistol team may transport a handgun into or through New York to participate in a collegiate, Olympic or target pistol shooting competition provided that the handgun is unloaded and carried in a locked carrying case and the ammunition is carried in a separate locked container. An alien may possess a rifle or shotgun for use while hunting provided he has a valid New York hunting license. "If such (handgun) license is issued to an alien, or to a person not a citizen of and usually a resident in the state, the licensing officer shall state in the license the particular reason for the issuance and the names of the persons certifying to the good character of the applicant."
Non-resident target shooters may enter or pass through New York State with handguns for the purposes of any NRA approved competition if the competitor has in his possession a copy of the match program, proof of entry and a pistol license from his state of residence. The handgun must be unloaded and transported in a locked opaque container.
-In God we trust. All others, put your hands on the car and don't move.