Sean Combs has gone by many names throughout his career, from “P Diddy” and more formally “Puff Daddy” to just "Diddy." According to Forbes magazine, Combs is worth over $820 million dollars, but P. Diddy’s income is not only from success in recording. His diverse career spans multiple industries, includes his clothing line, his own brand of Vodka, and fragrances for both men and women. P. Diddy has also been in many films and television shows. He has produced many music videos and starred in videos featuring vehicles so expensive that everyday people would find them akin to the mortgage on a rather nice home.

Of course, the people that know and or are related to him are very lucky as well, such as his son, Justin, who received a Maybach for his 16th Birthday. And let’s not forget that P. Diddy gave the keys of his Lamborghini Gallardo to Justin Bieber for his 16th birthday.

Diddy has many flashy videos with very fast and interesting rides in them. From the hit 1997 video for "Hypnotized" where P. Diddy and the late Christopher Wallace, A.K.A Biggie Smalls, are fleeing bad guys in all-black Suzuki Katanas and Yamaha 600s, P. Diddy also drives while Biggie rides in the passenger seat of a convertible Mercedes-Benz E-Class—all while driving in reverse. Let’s take a look and see what else is in the garage of the bad boy that takes hits from the 80s and makes them sound so crazy.

38 Maybach 57

via youtube.com

The Maybach is the super luxo-cruiser version of the Mercedes Benz S-Class. According to Car and Driver magazine, the Maybach 57 has 6 piston brake calipers, 528 LEDs in the taillights, memory buttons galore, two video screens, one DVD player, 21 speakers, and even a hook up for a PlayStation or Xbox. The Maybach 57 also has independent front and rear air conditioners, two mobile phones, two champagne-flute holders for those bottles of Dom Perignon or Cristal, which are kept cool in those lovely holders as well. I’m still not finished: 12 cylinders, two turbochargers, and even an umbrella fit into the mix. The only thing you need is a chauffeur or chauffeuse if you prefer a female driver.

37 Lamborghini Gallardo Spyder

YouTube

Diddy made a promise to Justin Bieber on his 16th birthday that he will give him the keys to his white Lamborghini Gallardo Spyder according to TMZ. He did not back down on his word and he gave the 16-year-old the keys. Car and Driver claims the Gallardo has a 5.2-liter V10 engine.

P. Diddy has a silver Gallardo as well, though.

Let’s not forget the six-speed transmission and with 543 to 562 horsepower (depending on the model) is enough to take this lightweight wonder to its top speed of 192 MPH. Modern Lamborghinis are named after prize-winning bulls and when on the road, the Gallardo takes no bull from anyone.

36 Rolls-Royce Phantom Drophead Coupe

Forbes

It’s British, handmade, luxurious, and expensive. The Rolls Royce Phantom Drop Head Coupe needs no introduction, but I'll give it one anyway. According to Car and Driver, at just over $530,000, the Rolls Royce Drophead coupe is a show stopper not just because the MSRP can top a new waterfront home in some areas, but because it is luxurious and flashy. Nothing says "I am successful" like a new Rolls. The Rolls-Royce Phantom Drophead Coupe has a curb weight of 5,995 lbs and a horsepower rating of 453 horsepower. It may not be the fastest vehicle to get from point A to point B, but the Rolls is designed to enjoy the ride along the way.

35 1958 Chevrolet Corvette

via conceptcarz.com

Diddy's 1958 Corvette is a two-door convertible with an optional removable hardtop. According to Road and Track, the Corvette came standard with a 283ci V-8 with the choice of a carburetor or fuel injection.

The 289 was mated with a standard 3-speed manual and options of either a 4-speed manual or a 2-speed power glide (which is obviously an automatic transmission).

The original price in 1958 was $3,591 but today, a 1958 Corvette will demand a starting price of $60,000 or more in “fair” condition. With the base model producing 230 horsepower and the twin-carb engine producing 270 horsepower, this Corvette screams “bad boy for life.”

34 Jeep Wrangler Unlimited

Freeland Auto

Diddy has a white Jeep Wrangler Unlimited and I can’t resist calling it a “Miracle Whip” because the hardtop, mirrors, bumpers, and step rails are all white. It has custom seats and an uprated stereo and according to Money Inc., P. Diddy removes the doors and bumps music with his friends. The custom 20-inch rims have white accents, as well. Although not really customized for off-road duty, it doesn’t matter because not everyone is an outlander hero. According to Car and Driver, the Jeep Wrangler Unlimited is equipped with a 3.6 V-6 engine with 285 hp and 260 lb-ft of torque. The Jeep Wrangler comes standard with a 6 -speed manual transmission.

33 1997 Mercedes-Benz 300 CE-24 A124 ("Hypnotize")

SpeedDoctor.Net

The 1997 Mercedes E-Class convertible in the "Hypnotize" video, featuring the late Christopher Wallace, is used as a getaway vehicle. Goons on blacked out Japanese sport bikes chase the Mercedes with P. Diddy evading them while driving in reverse.

According to Car and Driver, the 1997 E-Class was a tank of a car, even in convertible form, and came equipped with self-leveling suspension and various engine options from inline 4-cylinders to diesels, and the more desirable V8 power plant.

Dubbed the A124 model, both the convertible and the sedan could also be equipped with the 4-Matic, which is a 4-wheel-drive system great for all weather conditions.

32 Bugatti Veyron ("Hello Good Morning" feat. Rick Ross and T.I.)

via rmsothebys.com

According to Top Gear, the Bugatti Veyron could reach a top speed of 253 MPH, making it the fastest street-legal production car in the world when it debuted. (I know many readers will ask about the Calloway Sledge Hammer because it reached a top speed of 254 MPH in 1988, but it was not a production vehicle.) The Bugatti Veyron has four turbochargers, 8 liters, and 16 cylinders in a W pattern and 64 valves. The W16 is mated to a dual-clutch, direct shift, computer-controlled automatic transmission which can be driven in automatic or paddle shift mode. A replacement transmission costs about $130,000. You should definitely be given a loaner vehicle while it’s being repaired for that price.

31 1985 Rolls-Royce Corniche Series II ("Can’t Nobody Hold Me Down" feat. Mase)

After Biggie Smalls met his end, P. Diddy released the hit video “Can’t Nobody Hold Me Down”. In the video, P. Diddy blew up a 1985 Rolls-Royce Corniche Series II. The reason why this was done according to The Muse is to prove to the world that even though Biggie Smalls was gone, P. Diddy’s career would not be over.

Blowing up an 85 Rolls Royce is an expensive way to convey this message, though.

According to Classic Driver, The Rolls-Royce Corniche Series II has a 6.75-liter OHV V8 producing 218 hp. The Corniche Series II has a real leather interior complete with real wood trim, rather than the more typical plastic imitation.

30 2012 Cadillac Escalade (Wrecked)

Castle Chevrolet

P.Diddy was riding in the back of the Cadillac Escalade—being piloted by his chauffeur at the time—when a car turned in front of the Escalade, causing it to crash into a Lexus RX, according to Auto Evolution. The large Cadillac Escalade is a very luxurious SUV with a massive 6.2 liter V8 producing 403 HP and was available with either all-wheel or two-wheel drive. Although according to vehicle tests by Top Gear, the Cadillac’s large V8 and AWD system do not have the capabilities of a hardcore AWD or 4WD vehicle, it makes up for what it’s lacking for off-road use with plenty of luxurious options.

29 BMW 2002

via astonmartinwashingtondc.com

The BMW 2002 was released at a time where the American market was changing from large vehicles to smaller more fuel-efficient vehicles. Although not the most powerful vehicle, according to Car and Driver, the vehicle was better on gas and cornered much better than most larger American sedans and could still hold four passengers (including the driver) as well as keeping room for luggage in the trunk. With a manual or automatic transmission, the 4 cylinder engine ranged from 1600 – 2000 cc and produced around 114 horsepower or slightly more for the 2000 cc model. Top speed is about 100 mph, which was fast enough for the late 1960s and early 70s.

28 Ferrari 360 Spider

CarriageHouseMotorcars

The Ferrari 360 Spider was P. Diddy’s choice because it’s fast, flashy, expensive, and topless. The Ferrari 360 was most likely designed as a convertible first considering all of the mechanical parts such as the engine, transmission and most of the body parts are the same as the hardtop version.

According to Road and Track, the Ferrari 360 has a 3.6 liter V8.

You can check on the engine, talk to it at night, or let spectators check it out through a glass window above the engine bay at the rear. Also, the Spider weighs only 132 lbs more than the hardtop version, another reason to suspect the 360 was designed as a roadster first.

27 Mercedes-Benz SLR McLaren ("Last Night" ft. Keyshia Cole)

JamesEdition

In the video for "Last Night" featuring Keyshia Cole, P. Diddy plays her boyfriend struggling with too much pride to call her and say he wants her back. In the vid, P. Diddy does a drive-by in a Mercedes-Benz SLR McLaren and speeds off once he sees her with another guy. The McLaren is not the vehicle to sneak up on anyone due to its curvy body and 5.4-liter supercharged V8, though. According to Car and Driver, the McLaren SLR starts at $497, 750. Due to the price and a limited production run, this vehicle is definitely a future classic. Whether buying an SLR McLaren or an oceanfront home, both seem to be great investments.

26 Porsche 918 Spyder ("Through the Pain (She Told Me)" feat. Mario Winans)

via rmsothebys.com

The Porsche 918 Spyder is the company’s number one supercar. According to Car and Driver, the 918 is ahead of its time much like the Porsche 959, except with 875hp on tap, 0-60 MPH in 2.5 seconds, and a top speed of 214 MPH. Each front wheel even has its own electric motor.

With a starting price of $847,975, this is an extremely large purchase even for a lottery winner.

The internal combustion DOHC 32 valve V8 engine produces 608hp while the electric motors produce 127hp in the front and 154hp in the rear, for a combined total of 887hp. P. Diddy is not documented as the owner of the vehicle but even renting the beast is a treat.

25 Meyers Manx ("Trade It All" feat. Fabolous and Jagged Edge)

Hemmings Motor News

The Meyers Manx dune buggy was a hit when the first kit was introduced around 1967. According to Car and Driver, Bruce Meyers designed the kit to fit over a standard Volkswagen Beetle, instantly transforming it into a fun beach blaster with impressive performance numbers due to its lightweight fiberglass body. In the video for “Trade It All” featuring Fabolous and Jagged Edge, P. Diddy drives a Meyers Manx dune buggy with his friends. The great part about the Meyers Manx is the rudimentary yet effective VW Beetle running gear which makes this an affordable hot rod for the dunes.

24 1996 Mercedes-Benz S600 ("Been Around The World" feat. Mase and Notorious B.I.G)

Matt Garrett Car Collection

Imagine a luxurious Mercedes-Benz with an enormous 6.0-liter V12 engine. Motor Trend claims this Mercedes S600 produces 389hp at 5200 RPM. With a starting price of $130,300, this large people mover says, "I am wealthy and I love speed but I wish to take everyone with me on vacation or holiday." In the video for “Been around the World” P. Diddy, Mase, and B.I.G visit various countries and everyone knows them due to their dope jams, but they are also player hated. The luxurious Mercedes S600 might just be a great tool to bring out the player-haters.

23 Hummer H1 Wagon ("Been Around The World" feat. Mase and Notorious B.I.G)

The Hummer Guy

The group of Hummer H1s featured in the video “Been Around The World” was driven by armed troops that eventually realized who P. Diddy, Mase and B.I.G. were, and then drove them in the decked-out civilian H1 Hummers to a palace where Jennifer Lopez reigned as queen.

Back to the Hummer H1, which was a 1996 model with 170hp and 200 ft-lb of torque.

Motor Trend claimed the H1 came in gas or diesel engines, with the V8 diesel engine displacing 6.5-liters, while an unleaded or petrol version was offered but did not have the towing capacity of the diesel version.

22 2001 Mercedes-Benz S600 ("Bad Boys For Life")

Bentley Gold Coast

Its obvious P. Diddy loves his big Benzes, as the video “Bad Boys for life” shows an s600 drive up with P. Diddy and his entourage moving into a quiet, not-so-diverse neighborhood. P Diddy and the entourage have fun with the neighbors and everyone dances and enjoying P. Diddy’s jams. The 2001 Mercedes S600 in this video, compared to the Mercedes-Benzes in older videos, has plenty of newer features according to Car and Driver, which goes into details about the vehicle’s revolutionary “Distronic Intelligent Cruise” control system. The system has a sensor in the front bumper that detects obstacles and the vehicle can accelerate and brake according to traffic. Yes, it works even in rush hour traffic. This was a $2800 option back in 2001. Now that’s truly perfect for “Bad Boys For Life.”

21 Gasoline 49cc scooter (Bad Boys for Life)

via billetboard.com

Can one have this much fun without a scooter? No, a small scooter must be in the mix and although not the fastest mode of transportation, it’s better than walking. The EVO 2x “BIG 50cc” scooter according to TheSkateboarder.net has a top speed of 30-35 MPH which depends on the operator’s weight and gives the rider a range of around 20 miles per tank. The maximum load is 265lbs. The Scooter seems to be a low maintenance, low-cost way of getting from A to B but make sure your scooter is registered and street legal (with lights), and you should definitely wear a helmet. Even though the scooter is not very fast, operating one of these scooters under the influence is never recommended.

20 1967 Pontiac GTO ("Bad Boys For Life")

Hot Rod Network

The Pontiac GTO is a classic and although it sold new for only $3,764.19 according to Motor Trend, the prices today are through the roof. At 360hp from a 400-cu-in OHV V8 and receiving aspiration from a four-barrel Rochester Quadra jet carburetor, the Pontiac GTO runs 0-60 in 4.9 seconds when equipped with a four-speed manual transmission. John DeLorean (of later Back to the Future DeLorean fame) managed the team that designed the Pontiac GTO, the Firebird, and many more muscle cars produced by General Motors, and with only some small mods and minor tuning, a lucky owner could easily hope to get 400 ponies out of this beast.

19 2000 De Tomaso Qvale Mangusta ("Bad Boys For Life")

BangShift.com

De Tomaso was a company that produced exotic automobiles that were not quite synonymous with Lamborghini, Ferrari, Fiat, and Alfa Romeo. According to Car and Driver, the Qvale Mangusta was a Mustang SVT parts bin special wrapped in a curvy Italian body.

Do not dismiss the Mangusta as a Mustang “wannabe” though.

Many enthusiasts may remember the Pantera; well, that vehicle was equipped with a 351 Ford Cleveland engine, so this is not an entirely new concept. The Mangusta has a V8 sourced from an SVT Ford Mustang which produces 320hp with 314 ft of torque with a Borg-Warner five-speed stick shift is the transmission for the performance minded individual.