After the shoot-out and Sidney is dead, check the right side of the room for the magazine. Check the shelves inside for the magazine. Inside the distillery, in an office near the stairs on the 1st floor. The magazine is sitting on the floor in a corner. After initiating the assault with Henry and Joe, head to the top of the stairs. When returning to Joe’s apartment at the end of the chapter, instead of heading up the stairs, check the ground floor for another Playboy magazine. The magazine is on the ground next to a shelf.

After crossing the ledge on the mall, you will have a shootout with the police as Joe opens another door. Instead of heading up the stairs, go down and check the floor beneath them. You will reach a set of stairs leading up to another floor shortly after picking up Playboy Magazine #8. Leave and check the ground up the stairs. During the robbery gone wrong, Joe will open the back door to a book store. Search the windowsill in the room directly opposite the Director’s office in the Office of Price Administration. The magazine is on the ground between two shelves. While in the basement of the Office of Price Administration, check the storage room to the right of the room with the alarm cut-off switch. During the heist in the Office of Price Administration, take out all 3 guards and then search the front desk in the lobby.

When entering Maria Agnello’s apartment, check the floor to the left. Just after meeting Derek at the warehouse, look outside his office by the floor. Instead, turn around and search the room connected to the three-door garage nearby. After first meeting Mike Bruski, you will be given a gun and told to shoot at an old wreck. When you go to Joe’s apartment for the first time, before leaving to meet Guiseppe, grab the magazine from the coffee table. Mafia 2 Walkthrough - Playboy Locations - Part 1 Chapter 2

All mafia 2 playboy collectables