1958 Pontiac Bonneville on 2040-cars

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Here are a few of our automotive guilty pleasures

It goes without saying, but I'll say it anyway. The world is full of cars, and just about as many of them are bad as are good. It's pretty easy to pick which fall into each category after giving them a thorough walkaround and, more important, driving them. But every once in a while, an automobile straddles the line somehow between good and bad — it may be hideously overpriced and therefore a marketplace failure, it may be stupid quick in a straight line but handles like a drunken noodle, or it may have an interior that looks like it was made of a mess of injection-molded Legos. Heck, maybe all three. Yet there's something special about some bad cars that actually makes them likable. The idea for this list came to me while I was browsing classified ads for cars within a few hundred miles of my house. I ran across a few oddballs and shared them with the rest of the team in our online chat room. It turns out several of us have a few automotive guilty pleasures that we're willing to admit to. We'll call a few of 'em out here. Feel free to share some of your own in the comments below. Dodge Neon SRT4 and Caliber SRT4: The Neon was a passably good and plucky little city car when it debuted for the 1995 model year. The Caliber, which replaced the aging Neon and sought to replace its friendly marketing campaign with something more sinister, was panned from the very outset for its cheap interior furnishings, but at least offered some decent utility with its hatchback shape. What the two little front-wheel-drive Dodge models have in common are their rip-roarin' SRT variants, each powered by turbocharged 2.4-liter four-cylinder engines. Known for their propensity to light up their front tires under hard acceleration, the duo were legitimately quick and fun to drive with a fantastic turbo whoosh that called to mind the early days of turbo technology. — Consumer Editor Jeremy Korzeniewski  Chevrolet HHR SS: Chevy's HHR SS came out early in my automotive journalism career, and I have fond memories of the press launch (and having dinner with Bob Lutz) that included plenty of tire-smoking hard launches and demonstrations of the manual transmission's no-lift shift feature. The 260-horsepower turbocharged four-cylinder was and still is a spunky little engine that makes the retro-inspired HHR a fun little hot rod that works quite well as a fun little daily driver.

1969 Pontiac GTO Judge vs. 2006 GTO, which Goat gets your vote?

The Pontiac GTO was perhaps the most iconic muscle car of the '60s and early '70s. With its beefy V8 and color palette screaming for attention, it summarized in a single vehicle everything that made the era so appealing to many young people. Pontiac tried to collect just a few drops of that aura again in the 2000s with a revived GTO, but with decidedly mixed results. The performance was still there with its big V8, but the looks never quite lived up to the powertrain. Now, Generation Gap wants to know which of these Goats is the one to own.
Things are skewed immediately because the 2006 GTO here is a real ringer. It comes from famous tuner Ken Lingenfelter's collection, and it's a one-off example partially fettled by GM Performance boasting a twin-turbocharged LS2 V8 with a claimed 750 horsepower and a wide-body kit. This Goat definitely isn't what you're going to find just browsing for one to buy in the newspaper. Still, dip the throttle just a little, and this GTO pulls like a freight train. It's enough to turn the two hosts into giggling schoolboys behind the wheel.
The '69 GTO Judge here is also out of Lingenfelter's collection, but this one is all stock with a 400-cubic-inch (6.6-liter) V8 and a Ram Air hood for a claimed 366 hp. It might not have the unbelievable power of the turbo '06, but it makes up for it with style to spare.

Wanted: 1967 Pontiac GTO for a special Father's Day

Jim Sharp of Elkhorn, Wisconsin needs a red 1967 Pontiac GTO to make his dad's Father's Day, possibly his last one, something extra special.
Back in the '60s, Jim's dad, Ken, drove a cherry red 1967 GTO to California for a job. He met a girl, got married and decided his wife's 1965 Ford Mustang was more fuel efficient than the Goat and the GTO was sold. As the story almost always goes, Ken has had seller's regret ever since.
Jim always meant to find a 1967 GTO and, with his dad's help, restore it. But life got in the way, time slipped by and Ken was recently diagnosed with esophageal cancer and given about three months to live.