14 year old children should be in the house, perhaps even asleep at 9:30pm, not doing who knows what, with who knows who, who knows where (I know that you said in town, but you don't know if that's true).
Weekends are for social lives, occasionally during the week 1-2 friends max over.
Even during weekends, he shouldn't be out that late, unless he is at an adult chaperoned event indoors..occasionally.
Occasionally, not all the time.
He doesn't have to be socially active and involved everyday, nor does he have to be allowed to do things that the other parents are allowing their children to do.
He is not an older teen (18-19), nor an adult.
That is too many liberties and independence for a 14 year old.
In my opinion.