This guide is intended to help find the elusive Playboy Playmates.
Due to the game's only semi-sandbox nature, these can't be found at any time.Instead, you must find them during the chapters listed. These are in the order I found them, though you may have a different order depending on where you choose to explore first. As a general rule, never leave an area (through a door or what not) until you've found all the Playboys in the area.
In the future, this guide may be updated to include the names and publication dates of the Playmates in question.
CHAPTER 2 - HOME SWEET HOME
Playmate 1: When you meet up with Joe, look on his coffee table in the main room. It's sitting out in the open.
Playmate 3: When Joe takes you to meet up with Bruski, look across from Bruski's office and the car crusher, where you'll see a garage. Inside that garage, on some shelves, you'll find this playmate.
CHAPTER 3 - ENEMY OF THE STATE
Playmate 18: After speaking with Derek, you'll be asked to load some crates. The Playboy will be sitting on the ground directly outside the interior doorway you're lead through.
Playmate 4: Drive to Maria's apartment building. When you get there, go inside.Just inside the door you went in, you'll find the Playboy in question.
Playmate 40: There is a security guard on the first floor, simply manning the desk. Next to him on the desk is the Playboy.
Playmate 6: When you head down to the basement to disable the safe alarm (which you should do anyway), feel free to explore the basement. This Playboy will be found on the floor of a storeroom.
Playmate 5: Look on the build map to find the Industrial Specialists Office. Go upstairs and into the office. It's in there.
CHAPTER 4 - MURPHY'S LAW
Playmate 9: After making it through the bookstore, Joe will lead you up some stairs. At the top of the stairs, check the box in the far right corner on the tile floor. The Playboy is there.
Playmate 2: At the next stairwell, Joe will want you to run up several flights of stairs to get to the roof with him. Before doing so, head all the way down these stairs to find this Playmate sitting on the floor.
Playmate 8: After making it across the arcade sign, you'll traverse to the other roof. After fighting off more cops, Joe will lead you into a room and tell you to go out the fire escape with him. Before going to the fire escape, look on the floor next to the shelves in this room to find the Playboy.
Playmate 7: When you drive back to Joe's apartment, you'll be directed to go up-stairs and go to sleep. Instead, head all the way down the flight of stairs in Joe's apartment. You'll find the Playboy on the ground.
CHAPTER 5 - THE BUZZSAW
Playmate 11: After using the MG42, Joe and Henry will tell you to follow them downstairs. Again, instead of following them, head the opposite direction. Go upstairs and search the hallway for the Playboy Playmate.
Playmate 10: Once inside the distillery, you'll fight your way to the first set of stairs. Across from these stairs, there's a small office. In that office, on some shelves, is Playmate no. 10.
Playmate 12: After the cutscene where Henry is shot by the fat man, you'll have to escort him out. Directly to your right from where you start after the cut-scene is where you'll find this one.
CHAPTER 6 - TIME WELL SPENT
Playmate 13: When you're let out into the exercise yard, look for some prisoners sleeping near the wall of the prison, across from the basketball courts and behind some bleachers. Go behind these bleachers. Under the legs of the sleeping prisoner is where you'll find the magazine.
Playmate 14: Near the basketball court there's a grey outbuilding. Head around to the far side of this building, and in the small alleyway you'll find the magazine. Hug the wall of the basketball court that's connected to the building
to avoid triggering a cutscene that will make this Playboy unobtainable.
Playmate 15: After your bare-knuckles fight with the black inmate in the laundry room, you'll be called by a guard saying that you have a visitor. Before going to the guard, look on one of the clothes presses for the magazine.
CHAPTER 7 - IN LOVING MEMORY OF FRANCESCO POTENZA
Playmate 16: Before heading to Joe's apartment to "catch up with Joe", pay a visit to Harry at Harry's gun shop. Head inside, and down to where you meet Harry. On the floor in this room is the Playboy Playmate.
Playmate 17: You'll go with Joe to check out your new apartment. One floor down from your new place, look in the hallway for a small table. On top of that table is Playmate 17.
Playmate 50: At the end of the hallway on the top floor (the one your apartment is on) is where you'll find this Playboy.
Playmate 46: This rather obviously placed Playboy is sitting on the kitchen table of your new apartment.
CHAPTER 8 - THE WILD ONES
Playmate 19: When you're at the foundry, fight your way through the first wave of enemies. You'll get to a spot with a plate of cheeseburgers, some colas, and a few weapons lying around. Turn to your right (the direction the game wants
you to head). You should see a drab grey shack on the left-hand side. Go inside this shack, and on top of some barrels you'll find Playmate no. 19.
Playmate 21: This one is rather tough to describe given its general area. Unlike other magazines, it's simply sitting outside near some oil drums. After fighting your way through more enemies, some of which are running across overhead cat-walks, look around the oil drums near the catwalks. Sitting outside, plain as
day, is this magazine.
Playmate 20: After the fighting is done, look to where your Mafia buddies are. There's a kind of shanty or lean-to to the left of them. Inside that shanty, on the ground, is the Playboy.
CHAPTER 9 - BALLS & BEANS
Playmate 41: When you head to Maltese Falcon, a cutscene will follow. After re-gaining control, don't leave the Falcon just yet. Head to the bar, and next to the bartaps you'll find the magazine.
Playmate 23: Once in the sewer, you'll get some sewage dumped on you. Before continuing on, look to your left. There's a small dead-end sewer tunnel, and the magazine is in there.
Playmate 22: You'll enter the slaughterhouse in a coal room, with a guy sleeping in a chair. Before heading out into the corridor, look between the large pile of coal and the coal bin to find the magazine.
Playmate 24: As you make your way through the slaughterhouse, you'll come across a room with two guys making small talk about quitting their jobs. Tucked into one of the corners of this room is Playmate no. 24
CHAPTER 10 - ROOM SERVICE
Playmate 25: When you get to the Empire Hotel, and following a cutscene where you suggest you'll see if you can find another way in, you'll enter the laundry area. Search around the laundry area for a small office with a Chinese man sitting at the desk. On the desk, is the Playboy you're looking for.
Playmate 27: Joe will eventually tell you to you to go to the roof with him. Rather than follow Joe up the stairs, go all the way down the stairs until the path is barred off. Near the barred-off stairway is where you'll find it.
Playmate 26: On the roof, after you fight your way to the lift, you'll have to call the lift by using the button. Before doing so, look around the lift plat-form for the Playboy in question.
Playmate 48: When you come home, before heading to bed, look in the bathroom off your bedroom. The magazine is on the floor.
CHAPTER 11 - A FRIEND OF OURS
Playmate 47: In Leo Gallante's house, search around the 2nd floor hallway as you look for a way out. In the hall, on a windowsill, you'll find Playmate no. 47.
Playmate 29: Still in Leo's house, still on the second floor, check the bathroom for a copy of Playboy.
Playmate 28: When you decide to teach your sister's husband how to treat her with respect, you'll go to where he's partying. As you enter the apartment where he's at, directly across from the open door is one that's closed. Go ahead and open it, and take this Playboy from the between the legs of a drunk greaser.
Playmate 49: After your house is burned down, you'll look to Joe for help. While he makes some calls, look next to his bed to find yourself Playmate 49.
Playmate 30: After you shoot up Tara's, there's a small hallway next to the bar. The hallway in question is either directly across from the front of the pub, or to your right if you're standing at the bar, facing the hallway the leader of
the Irish gang ran down (this is the hallway the game wants you to go down). Head down the other hall instead, and find the magazine in there, partially tucked under a box.
CHAPTER 12 - SEA GIFT
Playmate 32: Once you enter the warehouse proper, control will be taken from you as you park the car. Once control has returned, look around the south side of the main parking area. You'll find it behind a delivery truck, between the truck
and the loading dock and beside some crates.
Playmate 31: Just past the parking lot, there's a dead-end alley leading to the north. At the back end of the alley, behind a dumpster, is Playmate no. 31
Playmate 33: After the cutscene where the phony "cops" attack, you'll have to flee the area through a fairly linear path. There's a sort of green junction box on one of the walls along the route. On the floor next to this box you'll find the magazine.
CHAPTER 13 - EXIT THE DRAGON
Playmate 34: When you read the Chinese restaurant, after clearing out the first room, you can follow Joe or you can head upstairs to the upper dining area. Head upstairs. Sitting on the seat of a booth on the south side of the upper floor is
the Playboy.
Playmate 36: Following Joe, you'll come across the Tong's clandestine opium den. You'll find it in one of the opium booths.
Playmate 35: Once you get down to the basement, you'll be directed to sneak around. You'll eventually sneak to a room where you'll witness a small in-game scene of a man emerging from a room, and Joe bumrushing him and pistol whipping him to death. That room is an armoury full of weapons. When you enter there's a small safe on the ground next to a desk on the right hand side. On top of that safe is where you'll find the magazine.
CHAPTER 14 - STAIRWAY TO HEAVEN
Playmate 44: When you and Joe break free on the rooftop, after you've cleared out the guards on the roof, look around the southeast corner of the building for a small recessed area. There's some scaffolding next to the area you're looking
for. Poke around that area to find the Playboy.
Playmate 37: As you make your way downstairs, you'll come across a floor where an enemy will throw a molotov cocktail, lighting the main path on fire and forcing you to climb over some building material to your left. On a pallette in the northwest corner of that floor is where the magazine is sitting.
Playmate 38: As you make your way through that floor, explore the south side of it. Near the south wall where some sun shines through the canvas, about a quarter or a third of your way to the far end of the floor, is where you'll find Playmate no. 38. It's sitting next to a small, unfinished section of wall.
CHAPTER 15 - PER ASPERA AD ASTRA
Playmate 45: After fighting your way through a few waves of enemies and getting into the observatory proper, you'll have a small firefight in the entrance area. There will be a set of stairs up and down, a large skylight overhead, and a chandelier. Since the game wants you to go up, to find the Playboy you must, of course, head down. Take the stairs down and find Playmate no. 45.
Playmate 39: After heading to the observatory rooftop (directly after the last Playboy you got) and fighting the enemies up there, you'll notice the game wants you to head through the far door. To get to the far door you must go down a narrow pathway on the roof. Turn around from that hallway, facing away from the door, and look for a small recessed area on your left. The magazine is in that area.
Playmate 43: Immediately after heading inside the above-mentioned door, you'll come to a telescope. Behind the telescope, tucked near the stairs, you'll find the penultimate Playboy.
Playmate 42: During the climactic fight with Falcone and his men in the planetarium, in the middle of the theatre you'll notice the large projector for the planetarium. Inside this small projection area is Playmate no. 42, the last Playmate in the game. You can also pick it up after the fight.
Well that's all. Collecting these are not important to main story of the game. Just get them for fun! :P
Thanks to whoever published this on a forum!
Enjoy!