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As a longstayer in Madras you will get used to it and start going out by 8 or 9, to conclude with an after party at your own place later on.
All clubs and bars close down pretty early, around midnight, though occasionally some clubs stay open an hour or 2 longer on Saturday nights.
Some places try to solve this matter by only allowing couples to enter so you do good to bring a date with you when going out.
Some clubs also organise a weekly girls night to attract more female public.
Free entrance and a free drink for girls is common on these nights.
Taking your girl out will almost surely attract hundreds of staring looks, so be prepared and keep in mind that the conservative Tamil values prevail everywhere, even in the clubs.