Good ol' boy

[Justin Bieber]

There are two very different definitions here.
1.) A man or older boy from [the South], in this case the stereotypical [redneck] or [hick]. Likes cheap beer, NASCAR, football, pro wrestling, hunting and/or fishing, and country or hard rock music. Not necessarily a bad person, but occasionally portrayed as racist, though many could care less, aside from occasionally cracking a racist joke with his buddies; this is not usually how he feels about Blacks or Hispanics. Generally all about having a good time. They may speed to impress a girl theyre taking on a date, but wont hit-and-run; they may have a few beers to impress her at the bar later on, or even get in a fight there, but wont get so drunk he cant sober up and drive or send the other guy to the hospital. Generally speaks with a country accent or Southern drawl, usually the former. Often drives a rusty [muscle car] or pickup, but at the same time many seem to drive small Japanese cars. A good example of this type would be the Duke boys from the TV series and movie, The Dukes of Hazzard. Often portrayed negatively, but not always a bad person. Again, they are pretty good-natured.
2.) This definition is still a man from the South, however, he is usually upper-middle class, rather [preppy], lives in an old-money suburb, and will generally have a degree from a prestigious Southern college ([Washington and Lee], [Vanderbilt], [UVa], [Wake Forest], etc.) or an [Ivy League] school. Usually enjoys watching his (parents) alma mater or current college play football and basketball. Usually speaks in a soft Southern drawl, not very pronounced but easily detectable (yall, ah, probem are common) Often will exude an air of class, but not always in a snobby or condescending manner. Often seen wearing nice clothes like collared shirts, khakis, and [Topsiders], and for high school will often attend a private day school or a boarding school like [Woodberry Forest], but many go to a prestigious public high school like [Douglas Freeman] in Richmond or [Mountain Brook] in Birmingham as well. Basically, take the definition of a New England [preppy], put him in a TRUE Southern city, take away the perceived snobbery, and you have this kind of man.