"I have had a cigar with [actor William] 'Bill' Shatner, which is great," the country superstar admits in a behind-the-scenes video from the cover shoot. "I would've loved to have a cigar with [comedian] George Burns, that would've been amazing, but I missed that shot."
Who makes Brad's cigar wish-list? "Maybe Clooney?" he continues. "Does George Clooney smoke cigars? Seems like he does."
The West Virginia native even did a little acting of his own while posing for the picture. "I was going for 'hillbilly secret agent'; Nailed it," Brad tweeted along with the cover.
The photo shoot for the magazine took place in Nashville, as the 'Camouflage' singer was rehearsing for his Virtual Reality 2012 tour, which wrapped up its first leg last weekend. The session incorporates his stogies and stage, as the singer-songwriter even lights one up with a laser.
"My favorite Cubans are Montecristo No. 2 or Partagas Series B," he says. "And then, as far as Dominican goes, I've always liked Diamond Crown cigars ... I don't know if I've ever had a bad one of those."
Brad kicks off his second leg of the Virtual Reality tour in May. Get a full list of dates here.