DL,
If you disassemble a teflon taped fitting, you need to be really careful to remove ALL the scraps of tape left in the female part before reassembling. Some of those scraps are really small and hidden in the female threads but get pushed out of the thread by the male being advanced into the fitting--the second time.
On a related subject:
Once I helped a friend in the maple syrup equipment manufacturing business set up for a trade show. I screwed a DRY 1/2" SS nipple into a DRY SS female device, HAND TIGHT (for demo purposes only) and it galled the threads so bad it ruined both pieces.