WINNER! (provisionally) is MICHAEL! First let me say why Michael is the "provisional" winner. One of the "rules" the Mod's decided was a winner must have an Avatar picture. I'm not sure we mentioned this and I fully expect Michael to post one so he can win.
On to why he won, his writing style could have used some help, but I found if I were there I would be both laughing my ass off at the shot and arguing why it didn't count.
BONUS WINNER: Happy Jacky!
While I liked Michael's story "better" I couldn't help but to be moved by Jack's account of the outing with his son. He scores half prize.
This is where to post your strangest cigar story. Below is a favorite of mine I heard Danny DeVito re-tell once, he's told it a lot.
"I was flying to Europe right after we finished The War of the Roses. It was an all-night flight. We had a great meal and they were going to pour some Port and I had a stogie with me and there were only a handful of people in first class. I had had a couple of drinks and I was with friends and I was feeling good. It was just the perfect time for a nice stogie. The flight attendants had been real friendly, so I said, 'Boy, I would really love to fire up now.' They said, 'You really can't.' I asked why not. They said the passengers would be really upset. I said, 'What if I asked every passenger on the plane - first class, coach, everyone - if they minded?' One of the flight attendants said, 'Well, OK, if you get everyone's permission...'
"I got up and walked the full length of the plane and said hello to everyone who was awake and asked if I could smoke. Everyone said OK. But there was one guy in the back of the first-class cabin who said, 'There is no way you are going to light up a cigar on this airplane... unless you give me one too!'"
I Guess the prize for this is a Camacho Cap and T-Shirt