Random questions to which you seek an answer
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G etc. have more experience than myself for sure, but in my opinion if you are happy with the waist pre-soak you shouldn't worry. My flat heads, which are notoriously difficult to stretch back, were snug in the waist at first and after a hot wash shrunk 2 inches. They stretched back lickity split, so imo only worry about how tight everything else is. The waist will stretch.
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So…..what sort of denim are we dealing with again?
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G, you are wise!
No I'm not, but the question is akin to "what are the best tyres to put on my bike?"
We need more data to give a considered response.
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Have you considered putting cloves in his cigarettes?
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Punch him in the nuts every time he lights up near you.
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My girlfriend quit a little while back and did it exactly as your brother is doing… Cold Turky, all I did was constantly tell her how chuffed I was with her and how well she was doing, she had attempted quitting a few times previously but the last time felt different, she REALLY WANTED to quit that final time and I think that's key....
Not sure if that was any help or not. Best of luck to your brother, hope he's successful!