My Little Pony Car Headcanons
Applejack - I'm sorry but she is fully a car girl. There's no way she owns less than three vehicles. Like, she owns an old school unregistered Tacoma that's older than Granny Smith and will certainly outlive Applebloom. She probably owns a bigass Ford F250 with childbearing hips to do her trader joe's runs in. Maybe she owns a little Kubota for the really nasty apple farm roads. And, her crown jewel, I have no doubt she owns a pristine Neon Orange Jruck (Jeep Truck). I went to a lesbian bar once (I'm not a lesbian I was just hanging out with some on halloween and they mistook me as a masc gay guy bc I was hanging out with my gay friend.) and we saw a magnificent Orange Jruck, parked diagonally for all to see, in front of this lesbian bar in Phoenix. Like there's no way that Applejack doesn't own a Jruck.
Rainbow Dash - She's THAT bad BMW driver. She owns the nastiest E36 beater you've ever seen. It's silver and has blue racing stripes. Visible dents that shimmer in the sunlight. She never drives drunk or anything she's just Like That. The number of speeding tickets she has would make sonic the hedgehog jealous. The check engine light has been on so long that Rainbow Dash certainly has some automotive inclined guardian angel working overtime for her. There's a sticker that says "MUSTANG" on the bumper because she saw it at an auto shop and thought it would just be a cool nickname for her car and not the name of a model of a completely unrelated vehicle. She often talks about Mustang at lesbian bars, leading her to unwittingly catfish multiple ponies. Many girls assume she's joking (she's not) but luckily the piles of empty red bull cans and discarded dorito chip bags scare them off before they get too far with her.
Fluttershy - She used to own an older subaru outback that she still keeps around but recently upgraded to a white prius. The hatchback is surprisingly spacious. I think she gets spooked on the highway and is a grandma driver, but ironically thanks to her background in wildlife conservation she is shockingly good at offroading. She'll take it where most jeep owners would barely dream of going. She doesn't realize that most people can't drive their vehicles through flooded swamp roads, down slot canyons, etc. She tries to keep it clean but inevitably the interior smells faintly of wet dog/rabbit/gator. The back of the prius is plastered in bumper stickers that say things like "I Brake for Dandelions," "My other prius is a tricycle," various tasteful flower and animal designs, etc.
Twilight - She came from the city so probably used a lot of public transit but once she moves to a more rural area I think she gets something practical, like a Subaru Impreza. It's a few years old but it's got good MPG, practical, she takes decent care of it. It's only marred by the mess of books and homework in the passenger & back seat and the fact that she once put a goofy Ravenclaw bumper sticker on the bumper and then tried to scrape it off when JK Rowling went rotten. She'll get around to a new paintjob one day, when she's got some free time. Her most annoying trait is not comprehending that speed limits are not meant to be taken literally, if the sign says 65 she will be driving 65.
Rarity - Owns a cute Minicooper that's getting up there in years but meticulously taken care of, and has gone through many a "new car smell" air freshener. She would have one of those bejeweled license plate borders too. She was tempted to buy eyelashes for her car at some point, but decided that would just be gaudy. For better or worse, Rarity often has to be the DD for anypony she can fit in the back. Luckily no one has puked there (yet). Maybe she should upgrade from a minicooper to a minivan, but minivans just aren't classy. Honestly she is probably the best driver, possibly tied with applejack, when they go out together they probably have a lighthearted competition on who's gonna be passenger princess that time.
Pinky Pie - We all know she's a public transit queen. She might own a bike with the rainbow tinsel coming out of the handlebars, no one knows how she found one of those in adult size, always inexplicably arrives gatherings first no matter where. I think she dreams of refurbishing an old school bus so that she can be that girl with a party bus. Maybe her canonical husband and father of her child, Weird Al Yankovic, owns a fun car like a bug or something that she cruises around in now and then.