A brother commented here about it depending on the guy's religiousity.
That's not the case (it is at least rarely the case). The levels of which depend on how much you interact with each other (to interact with the opposite sex in any sexual manner is haram.
Anyone who rejects faith, all his work will be in vain, and in the Hereafter he will be with the losers. Those who transgress these limits are the transgressors.
Successful indeed are the believers; who are reverent during their Contact Prayers (Salat). Qur'an 23:1-7 They shall not reveal any parts of their bodies, except that which is necessary.
So that being said, you know the society you live in. I think your best bet is to just ask him questions like “what are your views on dating” “how would you react if your family told you not to see/marry a girl” etc.
What it's much more dependent on to be honest is the culture he lives in. Not to mention the fact that you want to get to know the girl and be in love with her and be serious about marriage when the alternative is finding a random girl online who is basicslly a mail order bride (you being a mail order groom for her)…it's an awkward proposition to say the least. So it is definitely highly dependent on culture and society. Concerning his family: its also highly dependent on culture.Do not consummate the marriage until their interim is fulfilled.You should know that GOD knows your innermost thoughts, and observe Him.If it comes down to it just have an honest conversation with him.You may be surprised even if he's against dating. Don't get me wrong, this doesn't mean I have flings and fun and just screw around. So his views on dating, the influence his parents have on him, if he's willing to go against their wishes and if they even disapprove are highly dependent on the circumstances.In fact, they are not just highly dependent on his parents and society but on his personal views, regardless of how religious he is.So in this particular situation and particular cultural setting I feel kind of forced to date. Some Muslims wont even let their children marry non-muslims (despite the fact that it is helal aka acceptable) others wont let them date.True, it is ultimately my decision and I ultimately choose to commit a sin. And by extension, most (even relatively pious) muslim boys and girls in the States date out of what we would consider “necessity.” it's a product of the American dating culture and mindset which almost forces you to do so. Some will force their children out of the relationship if they find out (I had this with a girl who happened to be Muslim and it was very dramatic); others disapprove. It's highly dependent on both the society and the individual parents.All of you shall repent to GOD, O you believers, that you may succeed.Qur'an, Among His proofs is that He created for you spouses from among yourselves, in order to have tranquility and contentment with each other, and He placed in your hearts love and care towards your spouses.