Often times will be upper class person or act in a privileged fashion with no regard for how his behavior affects others.
Pole strap connotes a combination of the male genitals and a lesbian type sexual aid. It also connotes someone who is driving and wraps (i.e straps) himself around a pole through careless driving. Taken together the two images suggest a phony tool barely usable for getting off and reckless destructive behavior. Entertaining but ultimately disposable.
"Some pole strap decided to mow his lawn at 6 AM and woke up the neighborhood. When I went to confront him about it he invited me to his cookout. Nice guy, but a total pole strap"
"So the DJ, in pole strapping fashion, decides to play Norah Jones music and the whole club clears out."