First it would depend on how young he looks...also, it would depend on if it's more of a "cigar shop" than, say, a gas station that mainly sells cigarettes, but has a small humi behind the counter. I've never been carded in a cigar shop...never even seen someone being carded in a cigar shop. Odds are good that they'll be cool.
Yea, it all depends on the guy working at the time. Technically they are supposed to see a state issued photo ID, but in a nice cigar shop he might be alright. My advice would be for him to go get a state issued ID. Don't have to have a DL, just get an ID card.
In Indiana, you can get a state issued ID that is not a driver's license. Only costs a couple of bucks to get. Giving that a try might be a way to go if getting a driver's license is out of the question for whatever reason.
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