Hooper,
good choice in getting a hog!!!!
The Softail Model is great, but I don't know If I would get a duece.
Kinda Skinny for me and doesn't seem as I would have alot of room for longers cruises, etc.
I have a 1997 Fatboy, All custom, SS Carb, All Chrome, etc. Nice Leather Saddle bags on the side so if I have to put an extra 1/2 helmet in there, shirts, etc It's all ready to go.
Of course you know once you buy a stock harley you will want to accessorize it, everyone does. Stock pipes suck, so look at Pythons, etc.
harley carbs are cool to, but I love my S@S
Also, never forget this: Always get your insurance through Harley Davidson Insurance, not your local car insur. company.
Harley Rates are great, and also any upgrades, addons you make on your bike with approved parts, they will insure. My bike is insured for 31k.
Also if you want, good to join your local and nation Hog Chapter. good group of people and they have sched. rides alot of the time.
http://www.hog.com
If you need any help or questions let me know bro