Playboy October 2010 Sasha Grey- Entourage star.
Features: A letter to the Aliens: Jon Stewart pens a postapocalyptic handbook on the wack human race. The Playboy Bar: Bourbon: The down and dirty on the true American spirit. By Terry Sullivan. The Playboy Honor Roll: Grab your sunglasses and meet the country's best and brightest professors. By the Playboy staff. Sole Asylum: Steve Garbarino's guide to making other men want to stand in your shoes. The Unstoppable Roach: Kevin Cook profiles the man who honed Manny Pacquiao and Mickey Rourke. The Biggest Gamble in Sports History: How Monday Night Football defied the odds and became one of the longest running shows on TV. By Kevin Cook.
Interview: Josh Brolin- He's come a long way since "The Goonies". The actor opens up to Stephen Rebello about his strange trip to megastardom.
20 Questions: William Shatner- CBC's cantankerous dad talks to David Rensin about Star Trek erotica, toupees and Betty White's flexible hips.
Fiction: Woman, Fire & the Sea- A brooding chauffeur cavorts with the niece of his boss. By College Fiction Contest winner Meaghan Mulholland.
Pictorials: Grey's Anatomy- Sasha Grey is leaving adult films to go mainstream, but the notorious beauty is still perfectly happy to let the world enjoy all her naked splendor. Claire Sinclair- A buxom brunette with a devilish sense of humor and a passion for all things vintage, Miss October is a veritable modern-day pinup girl. Girls Of The Pac 10- Who needs football? These lauded conference schools are home to something even better: some of the hottest college women in the West.
Cartoons: The Weird World of Gahan Wilson- An eerily funny realm where body parts and other horrors abound.
News and Notes: The world of Playboy, Star Spangled Party, and Playmate News.