This one wasn't with my parents, but it's still pretty funny.
So I bought some condoms while I was at home and forgot to pack them for the trip back to college. Morning of the flight, by some miracle, I remember I still had them in my room and quickly toss them into my pocket on the way out...
Get to the airport and start heading through security. Go through the metal detector and of course on the inside of condom packages is aluminum foil so the sensor goes off. They're like "Make sure you have no metal in your pockets, yadda yadda" so I start ripping shit out, pull out the condoms and quickly stuff them back into my pockets without thinking of the aluminum foil...
Well they were the Trojans with the kind of light blue packaging that at a distance could be mistaken for Orbit, so the old security ladies are like "Is that gum? You know those have metal in them" and I'm trying to play it off like "No no, not gum, don't worry about it" still completely oblivious to the fact there's metal in the packaging.
Go through it a third time, of course the sensor goes off, and some old man, like at least 70 pulls me into the glass box... has me empty out my pockets and as I pull out the condoms I say "So uh... yeah this is a little awkward... my uh... my girlfriend is picking me up at the airport...?" And he goes "No no son, never be embarrassed about something like that. They'll save your life one day" so I just kind of nod my head, grab my shit and book it... so embarrassing...