This is the mom in me coming out, but is there any chance that he could have Asperger's? (I've got a teen son with Aspergers, and a lot of this is sounding a bit familiar.) I think it would pay to ask your dad a few questions about the man's everyday conversation, such as if he seems to have trouble dropping topics of conversation, and if he has issues with taking things too literally. Both of those are clues that you MIGHT be dealing with an adult Aspie (which is not to say that you need to tolerate behavior that you find offensive, only that if you want to give the man another chance, there are certain tactics that might work better than others.)
Aspies are very socially awkward for a lot of reasons, and two of those reasons are that they tend to be both literal and perseverative. They tend to beat topics to death, and not understand that they are being rude unless they are told flat-out that certain topics are inappropriate under certain circumstances. Hints won't work with most Aspies -- you have to say something like: "this conversation is too personal and I am finding it offensive because I do not know you well enough to discuss sex. I will not not discuss sex with any man at ALL unless we have been on at least 6 dates first. If you keep asking questions like these, I will insist on going home right now and this date will be over. If that happens I will not go out with you or even speak to you ever again."
Aspie men do often rush the sex angle if they find a girl attractive; they tend not to understand why there is a need to hide desire, because after all, they would be flattered if the situation were reversed. Again, only the setting of very concrete boundaries will make it clear to them what they must do to stop making you uncomfortable.
As to the drinking thing, it's possible that if he is an Aspie, he thinks that the drinking thing and the fact that he has "friends" at the bars will impress you. In social terms, they tend to be desperate to prove that they are not dysfunctional loners and that they have friends and a social life just like neurotypical people (even if they really don't by normal standards. A lot of Aspies will assume that anyone who is consistently polite to them and willing to engage in conversation is a "best friend", even if that person does not even know the Aspie's name.)
Of course, it's more than possible that the guy just doesn't think much of women as people and is looking for a quick roll. Talking to your Dad about the date might help you determine that.
As to the text messaging, I wouldn't worry about that unless he sent repeated texts until you answered. I normally treat texts like emails and don't expect people to answer them right away, so I send them whenever I think of it, under the assumption that they will reply whenever they have time.