I was 21 and flying out of Spokane. Walked up to security and was the only one in line and noticed the rather attractive TSA lady. Throw all my stuff on the conveyer and proceed to walk through the metal detector. It's goes off and I realize I forgot my belt. No big deal, take my belt off and send it down the conveyer.
Walk through the metal detector again and it still goes off. She asks me to double check that I don't have anything in my pockets. I pat the front and back pockets of my cargo shorts and assure her I don't have anything in there. I've never had my watch or necklace set it off but she suggests I take them off anyways.
By this time, people are starting to stack up behind me.
I walk through again and it still goes off. I'm starting to get frustrated at this point. "Are you sure you don't have anything in your pockets? Sometimes even a gum wrapper will set them off."
"Lady I'm telling you I don't have anything...." I say as I'm patting my pockets once more except this time I pat my cargo pockets and feel something.
I sheepishly look at her, turn around, and walk back to the conveyer where there are now 10 or so people waiting on me. I grab one of the small containers and drop a condom into it and send it through the x-ray. I turned around to see her trying to keep a straight face, "Come on through sir. Let's try it now"
Went though without a problem that time. Was a hell of an embarrassing way to start a trip lol