I'm no expert by any means, but the best "short" cigar I've ever had was an Arturo Fuente Hemingway Short Story. Used to smoke them a lot, but probably haven't had one in 5-6 years at least now. They used to be a little hard to find here locally back in the late 90s, but I'm sure they're all over the place now that you can buy them online(my friends and I used to spend half a day hunting for them in cigar shops around town 15 years ago)
http://www.thompsoncigar.com/product...ourceCode=4325
This...
Fuente Short Stories are my go-to winter smoke as they are a nice quick smoke when it is below-freezing. Fuente is pretty much good at everything. They may not be the most risky in terms of their blends and don't generally like to try new and crazy things, but they are the most consistent and every blend they have is great.
I generally stay away from most "mild" smokes and usually do only medium, medium-full, or full body cigars. Mild cigars have never really done much for me. The only exception would be the Fuente Short Story 'Between the Lines' special blend. I could smoke one of those every second of every day.
EDIT: Just got done smoking a Camacho Triple Maduro about 30min ago and I feel like the world is spinning. Incredible cigar, but will lay you on your ass (or make you turn green and likely vomit if you are a cigar novice) if you are not prepared... I have not had food for 7 hours or so which was a very very stupid mistake to decide to smoke this. I should've known better, but damn did it sound good at the time.
***** But a very important hint that every cigar smoker (novice or regular) should know, always keep some food of nearly pure sugar with you. I keep a box of 'Pixie Stix' in the car and the house as nicotine really screws up your blood sugar levels. If you feel you are starting to get woozy, pound some type of sugar down ASAP (Pixie Stix, candy, or pure sugar on a spoon).
I am now craving one of these (La Flor Dominicana 'Digger'). 8.5 inches and 60 ring gauge of pure, flavorful double ligero... Maybe tomorrow....