Stop in for a cup of coffee

Never a dull moment with a Mopar...running great till we stopped some place and wouldn't start...no gas showing in the fuel filter. Pour a little into the carb, it fires up and drives fine till we shut it off again, same thing happens...gas in carb, starts and drives fine again. Not ideal situation for driving my out-of-state visitors around.
Seriously.
Could be winter fuel contributing to vapor. Summer fuels arrive at the retail starting now.
Is the exit of the fuel filter higher than the entrance? Chrysler started doing that to allow vapor to burp out, and leave fuel in the bottom of th filter.

Were you putting fuel into the bowl vent or down the bores?