While Hefner is the king of America's sauciest publishing house, while Jobs is vehemently anti-porn and insists his iPhone and iPads be free of any applications that could be deemed remotely amoral.
Still Playboy is about to release a high definition edition of its magazine for the iPad where readers can flick through the pages of the latest edition with a swish of their finger.
However, the iPads will be devoid of the nudity for which Playboy magazine is renowned.
Playboy is censoring its output, and has promised to cover up its cover girls for the iPad edition to comply with Apple's strict no-nudity policy.
The decision has led to an outcry on web forums and renewed the debate over how much editorial control Apple wields through its App Store.
A review of the new app by MinOnline found that the App Store will charge 4.99 dollars, the same as Playboy's cover price, for a version, which contains none of the nudity that makes Playboy so popular.
"To be sure, Playboy has put in almost all of the issue, but it leaves out most of the pictorials and cartoons as well as anything more than attractive headshots of its Playmate of the Month," the Independent quoted the review as saying.
Given the all pervasiveness of porn on the internet - it is estimated that 12 per cent of all web pages are pornographic - Apple is an overwhelmingly smut-free zone.
Only applications that have been approved by Apple can be sold by the company's App Store, which retains a policy of refusing anything that is "obscene, pornographic, or defamatory." (ANI)