Here are a few Threads that others have started with this question or more specifics about cigars.

Favorite Expensive Smoke by Roham

Favorite Full-Bodied Cigars by Drake

Favorite Wine with Cigars by CLS515

Where do you smoke by Volshooter

What do you drink when smokeing by Oblik

Alcohol with cigar by QuietC

[another] Favorite alcohol w/a Cigar by bdfish

Favorite Cuban Brand (with 5 choices) by Hex1848

Your All-Time Favorite Cigar by Island Epicurean

The Deserted Island Question by 55Kingpin

What is your favorite Robusto by Yeagermeister

Favorite Time to Smoke? by Dmitri

Everyday Smoke by ReaganYouth84

One Brand by Drake