My 2 cents.
1) going places like bowling or shooting pool on dates
When I was dating, I quickly tired of lounges, walks in the park and similar activities. I regularly went bowling and to shoot pool. I always asked the girl if she had a problem with it first and always avoided “seedy” places. When I was dating (more than 15 years ago) Chelsea Billiards was a favorite. Is it still around?
2) complimenting guy/girl on clothing (i.e. nice tie , or nice necklace) if Ok what date is it acceptable?
If I saw the girl was wearing a nice piece of jewelry or an interesting article of clothing (for example, a jacket with interesting writing or interesting pattern/design), I would comment somehing like “thats an interesting sweater, that design is different” or something similar. At the very least, if gives you something to talk about, perhaps talk about something you like.
3) guy walking girl out of car when returning from date
I always thought it is the mentchlech ting to do. Not only for a date, but anyone you drop off, walk them to their house.
4) sharing a portion of food when eating out
I assume you mean ordering a single portion and dividing it? I see nothing wrong with it. If you mean, actually sharing food, I think its disgusting, in general.
5) Is it ever allowed to be asked to be taken home ?
There is no mitzvah to waste your or your dates time if you feel that it is a total waste of time. Then again, there is no mitzvah to insult anyone either. Saying “lets go home” in a not nice way is akin to slapping them in the face. I’m sure you can come up with something like, “its getting late and I have to be up very early tomorrow, perhaps we can leave shortly” so that the person gets the hint without being slapped in the face. Of course, if the person doesnt get the hint, you can repeat what you said. He/she will catch on.