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Don Draper's 1965 Cadillac Coupe de Ville up for auction

Few have ever nor ever will embody the sheer confidence and style of Don Draper, the main character on the hit AMC drama Mad Men. But if you can't quite match his style, at least you can drive his car. Now that the series has now concluded its eight-year run, the studio behind it is selling off a whole mess of artifacts from the show through ScreenBid, a specialist Hollywood memorabilia auctioneer. There's a good 1,300 lots up for grabs, from props to costumes. But the lot that's caught our attention is this 1965 Cadillac Coupe de Ville. Don picked this car up in the fifth season and drove it until the penultimate episode. These are the wheels he (spoiler alert!) drove across the country, got repaired in Oklahoma, and ultimately gave to a kid working at the motel before making his way by bus to the Bonneville Salt Flats in the final episode. At the time of writing, bidding had reached $25,000 with four days still to go. Cadillac first used the de Ville as a trim level on the Series 62 before spinning it off into its own model line. 1965 was the first year of the third-generation de Ville, stretching a massive 224 inches (over 18 and a half feet!) long. Powering over 4,600 pounds of personal American luxury was an equally massive 7.0-liter V8 that drove 340 horsepower through a three-speed automatic transmission. The name wasn't retired until 2005 when the final DeVille (as it was styled by then) was replaced by the DTS, which itself was shorthand for DeVille Touring Sedan. Cadillac produced the last DTS in 2011, finally putting to rest a name that had, in one form or another, been used since 1949. Few cars had the kind of presence that the third-gen Coupe de Ville did, though, and Draper knew it. Or at least the show's producers did.

Forget everything you know about Cadillac V

Cadillac rolled out the CT4-V and CT5-V performance sedans to a rather confused group of journalists last night. What are these cars? Only 355 horsepower in the CTS-V replacement? And just 320 horsepower for the ATS-V successor? Surely, there's something out of place — you can get up to speed with all the details here. Cadillac understood our confusion and explained what was going on rather quickly. The explanation means you have to forget everything you know about what "V" means for a Cadillac, though. Any Cadillac with the singular "V" badge on it previously has denoted the absolute top-tier of performance for that particular model. The CTS-V had the Corvette Z06 engine in it and made 640 horsepower. The ATS-V had a boosted 3.6-liter V6 good for a raucous 464 horsepower. They were equivalent to BMW M, Mercedes-AMG or an Audi RS. We're not talking about the lesser M or AMG models, either. No, the last Cadillac Vs were meant to compete with cars like the C63 or M3, the top-tier of performance in those brands' lineups. This is where you're going to have to start re-learning, because that's no longer the case for a Cadillac with a V badge gracing the rear end. What Cadillac has essentially done is demote what V means, with the intention of offering "something else" above it. With this new strategy, we'd equate a Cadillac V to something like an AMG 43, M340i, or Audi with an S badge on it. Cadillac has even come out with a car similar to this strategy before in the V-Sport. That didn't confuse everybody, though, because the name was different, and the strategy was clear. Now, Cadillac V is just a small stepping stone to these mysterious high performance cars still to come. We asked for any information concerning these future track-ready, fire-breathing monsters, but mum is the word for now. The naming strategy for something above a V is uncharted territory, and it'll also force everyone to learn what the top of the Cadillac lineup is all over again. Cadillac CT5-V View 6 Photos Why confuse folks like this? Cadillac wants to take advantage of the V brand cache in more of its lineup than just two super sedans. Think future vehicles like an XT5-V, XT4-V and others like that. Now that V doesn't mean a Nurburgring-conquering 500+ horsepower luxury muscle car, it makes it far easier for Cadillac to get V badges on everything. Obviously, GM isn't the first to think of this strategy.

2014 Cadillac XTS Vsport

Not long after bombing around the Milford Road Course in the new CTS Vsport, Cadillac invited me to try out its other new-for-2014 Vsport model: the XTS. And despite using the same twin-turbocharged 3.6-liter V6 from the CTS, the Vsport package takes on a whole new meaning here in Cadillac's softer flagship.
In the CTS, this trim perfectly bridges the gap between the standard models and the hardcore CTS-V, and is focused on being the best-driving version of the range without a standalone V badge. The XTS, however, has no proper V model, so the Vsport becomes the new range-topper for that line by default. But unlike the CTS Vsport, which uses rear-wheel-drive architecture and is focused on driving dynamics above all, the XTS is geared toward a much different customer.
The entire XTS experience is far more concerned with plush comfort than handling prowess, and while this Vsport model certainly ups the ante with more power and some mild suspension and steering tweaks, it's not exactly what we'd call a particularly engaging experience. But that doesn't mean it isn't good.