Re: asking certain questions
Sorry but i don’t think so its immature. What do you think in first meeting you will ask him “Hey.. i am very honest with you till now and i want same from your side… did you ever sleep with a girl? or did you have any illegitimate relationship? do you drink” and you are expecting that in first meeting he will answer you “oh yes.. i did it… i did many mistakes in my life”
I don’t think so its some real life situation. Yes it could happen in movie and drama but not in real life… “main tum sey jhoot k sahary rishta nahin jorna chahta… isi liye aj tmhy bata raha hoon k mera eil larki sey affair that aur hum dono eik doosry per jan chirkty thy.. but ab mujhy hosh gaya hai aur main tum sey wada kerta hoon k ainda kisi aur larki ki taraf ankh utha ker bhi nahin dekhoon ga” 
I am not saying that all men have bad character… but either for man or woman… it really needs guts to admit their past mistakes in first meeting, and most people don’t have these guts.