ralph: It’s BENTLEY. B-E-N-T-L-E-Y. Not Bently.
Anyway, watch this. All will become clear.
I’ve just come back from driving a 300 SRT8. Last week I drove a Bentley Flying Spur. They’re like Gentleman’s Clubs. The Chrysler is the sort of Gentlemen’s Club with a shiny metal pole in the middle. The Bentley is the sort of Gentlemen’s Club with Brandy and Cigars. The 300 is horribly tacky inside (velour seating anyone?) and drives like a stuck pig. The back seat is big enough for a wrestling midget tag team. The interior of the Bentley is, quite frankly, extraordinary and handles just like an ultimate luxury vehicle ought to. There’s enough room in the back for most of an NBA team.
It’s futile to compare the two.
Misspell Chrysler all you want, though.
OK, former Bentley owner here. In 1983 I got a 1963 Bentley S3 Saloon. A 20-year old car might be expected to be a bit shakey, but brother, I tell you that thing was in perfect condition. It rode like a float on water, accelerated like a rocket, and unless I kept my eye on the speedomoter, I’d find myself doing 80-90 mph while I thought I was only going 60 or so.The interior was as luxurous as a French whorehouse, the leather still seemed like new. It was the first car I ever had with A/C.
Back then, the going price for that year and model was around $20,000. You could pay that much for a Caddie, but it would depreciate rapidly, whreas the Bentley would appreciate in price over the years.
Some of the above post’s comparisons are valid. I can’t think of any better way to explain the wonderfulness of that car. As somebody said, when asked why anybody liked jazz, “If you have to ask, I can’t possibly explain it to you.”
If anybody is interested, you might look at Hemmings catalog or website to see what prices are for older Bentleys today. I have no idea, but I might guess less than you’d think. Get one and you’ll never regret it. Of course, don’t expect superior gas milage. 
Not to hijack the thread but how does the Bentley stack up against the Maybach? I’ve seen exactly one Mayback on the road and it was passing me as if I were parked with three flat tires.
Maybach’s much bigger (well, the 62 is) and has more toys. Not something you’d ever want to drive yourself, though. A Bentley, on the other hand, is actually fun to drive.
How do any luxury products differ from those that aren’t? Ok, granted, a Chrysler has some cachet (although I’d argue that it’s moved downmarket in, say, the last 20-ish years). Still, the Bentleys contain things you just won’t see on ANY car that’s not in its class. And its class is such that “luxury” doesn’t even cut it; its a supercar, meant for the very rich – or just those who want “the best” there is.
Specifically, how do they differ? Giant engines, for one. When I last checked out the Bentley line (hah, right – “checked out”, meaning, drooled over the website), they basically all had V-12 engines in the high-400 horsepower range. Which they probably need, since these things weigh more than just about any car out there. You’ve got performance, though. You’ve got technology – heated everything, automatic everything, ridiculous navigation systems. Ridiculous audio systems, which presumably beat out what some audiophiles have at home. Unusual “never before” features – think of stuff like sensors for how close you are to a curb (can’t scratch those giant, multi-thousand-bucks-each rims).
Then, what is it, famously, that made cars cheap? Automation, the assembly line, lack of human touch. So supercars do the opposite: as much human labor and crafsmanship as possible. Those seats? Hand-made by some leather-maker in some appropriate country who’ve been family owned since the days of the Caesars. Those speakers? Oh, the cabinets are made of incredibly rich hardwoods, the finest such and such truffula trees. That windshield wiper fluid? Distiled from plums grown only on the island of Lesbos, by Monks who have guarded the tradition…
It’s luxury. Expensive ingredients, rarity, marketing.
One final thing: ironically, its almost a requirement that these things have very little reliability. Being able to have “your own” mechanic has long been a source of pride for supercar owners. Plus, then you can own two of 'em, since one’s always being tuned.
Aw, and I forgot the best part: quoting Homer Simpson.
Homer, pretending to be able to afford a Bentley to scam a freebie: “Now, what advantages does this car offer over, say…a train, which I could also afford?”
Note that Bentley is now owned by Volkswagen, uses the VW W-12 engine in all its models, and so its cars don’t break down anymore.
All modern cars that cost over $50,000 have all of these. You don’t buy a Bentley for the toys.