I've found it difficult to roll a decent cigar using a cigarette roller--even a tiny cigar. The rollers are designed for a rectangular seam the length of the cigarette (as with cigarette papers), whereas a cigar really needs an oblique seam to hold it all together.
I roll all cigars with my fingertips. Align the wrapper strip (half of a leaf) so that the secondary veins will be parallel to the length of the cigar, the outer leaf edge directed toward the foot, and the darker surface of the wrapper (it was the upper surface of the growing leaf) facing the cutting board. Start rolling at the foot (lighting end) and roll toward the head (mouth end). If you plan to smoke the cigar immediately, you don't even need glue--just stick it in your mouth and light.
Do check out a number of cigar rolling videos to see the technique. In principle, it's simple. Rolling a cigar that draws well and also looks good just requires practice. [I needed to roll ~30 cigars before I got a fairly consistent draw. Maybe 100 cigars to start getting them to regularly look presentable.]
filler: dry but not crumbly
binder: flexible but not wet
wrapper: flexible, stretchy and damp
Bob