A male straight should have been capable of tightening fully into the cylinder joint & therefore tightening against the flanges - so it should not have leaked!
You obviously must have used too little tape. Don't just think of the number of turns of tape required as what also is important is if the fitting feels nice & tight when going in at least the last two turns. If it is not having much resistance then it hasn't a well packed thread seal & might leak.
i tend to taper the tape, that is, I put 2 or 3 extra narrow turns of tape at the shoulder side of the fitting to guarantee it tightens up. Ptfe tape is superb & superior to hemp, which is from the past & frankly shouldn't be used on many things.
Always use paste, - Jet Lube is good & it gives a fine seal & lubricates the joint aiding more tape into it sometimes also.
And I should add, - I still very occasionally tighten a male fitting up & realise it is far too slack & remove it & redo the tape & tighten up again. My concern is I obviously don't want to overdo the tape which would mean it will push back off the fitting as I tighten it & risk splitting the threads on the cylinder or whatever. I never have any weeps.
Threads vary, believe it or not - male & female & some things require different amounts of tape.
