I've been a cigar smoker for 30 years. I started smoking Arturo Fuente and Te Amo's until I discovered P.G. Cigars, Paul Garmirian, in the mid 80's.
They draw great, have a nice range of flavors, are well reviewed in Cigar Aficionado, hand rolled by Davidoff and burn nice and even.
http://www.pgcigars.com/
Their website has a GREAT size chart for all the newbies to understand length and ringsize along with types.
I'm very fortunate that the founder and his son have their HQ store in McLean VA and I stop in frequently to smoke and shoot the shit with them.
http://www.mcleancigars.com/
Great cigars and smoked by Clinton, Bush, former CIA director George Tenet and most high end politicos here in the DC area.
They run from $8-25 a cigar on average.