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1979 Dodge Li'l Red Express in Generation Gap showdown with 1933 Ford Pickup

Auto enthusiasts love a good debate, whether it's Mustang versus Camaro or Ferrari against Lamborghini. But how about a battle between two very different vintages of classic pickup trucks? In this case, the fight is between a 1979 Dodge Li'l Red Express and a 1933 Ford Model 46 truck with a flathead V8.
The shootout comes courtesy of the internet series Generation Gap, and its concept is super-simple. One guy prefers classics, and the other likes newer rides. They choose a category, pick two vehicles and put them head to head. In this case, neither is exactly modern, though. The Ford is more than old enough to receive Social Security checks, and the Dodge is hardly a young whippersnapper.
Other than both being pickups, these two models were made to serve very different functions. The Li'l Red Express was basically the progenitor of today's muscle trucks, with a big V8 that made it one of the quickest new models in its day (admittedly, 1979 was a rough time for automotive performance). On the other hand, the '33 Ford was just meant to work, with little pretense for anything else. One of the hosts describes it as "the simplest, most difficult" vehicle he's driven because of the tricky double clutchwork necessary to shift gears. Scroll down to watch the video and try to decide which of these two American classics you would rather have in your garage.

Guy trying to sell Challenger Hellcat for $89,000 because VIN ends in '666'

The Dodge Challenger SRT Hellcat is undoubtedly one of the baddest cars on the road today. With a 707-horsepower supercharged V8 snarling under the hood, the coupe can go down the road like a bat out of hell. There's not much that could make one of these muscle machines much more menacing, but a seller on Craigslist has one bizarre solution: offering a hellacious Hellcat with a VIN marking the Dodge as the beastly 666. What's the price for such unholy identification? That's a cool $89,000 – around $30,000 more than a brand new, less sacrilegious example. The seller claims that the Challenger's blasphemous number makes the vehicle "one of a kind," which is true only to the extent that VINs ending 665 and 667 would be similarly unique. The seller also says in the Craigslist ad, "This car is sure to become a collector's item and will only increase in value." There's no question that the Hellcat is a special machine, and the models just might be worth something decades into the future. Expecting that a future owner is going to care about the VIN seems pretty optimistic, though, unless this is either the first or last example, which it's not. To the credit of this superstitious seller, the Challenger appears completely untouched with all of the warning stickers, paperwork and even the plastic still covering the seats. So, the new owner is at least getting a practically untouched example. While we applaud audacity here, a roughly $30,000 premium for an unholy VIN seems a bit... devilish.

Old vs. New: 2014 SRT Viper takes on upgraded 16-year-old Dodge Viper

It's easy to play the "Would you rather have a New X or an Old Y with a bunch of upgrades?" game more often than we care to admit, but the crew at Car and Driver have taken bench racing to the next level with their latest video. In it, the magazine pits a brand-new 2014 SRT Viper against a highly modified 1997 Dodge Viper GTS. There are 16 years between the time this particular GTS rolled off the production line and when the new car bowed, but that doesn't mean the old snake's owners have been sitting on their hands.
Thanks to a spate of modifications, the GTS offers up a better power to weight ratio than the new machine, but is that enough to overcome the technological leap forward represented by the 2014 Viper? We won't spoil it for you. You'll just have to check out the full clip below for yourself.