Trip of a Lifetime

Trip of a Lifetime is a My Little Pony: Friendship Is Magic Fan Fiction by Tailslover13. The story follows Josh Schwartz, a human from Earth who ends up in Equestria due to unknown circumstances. However, unlike traditional "Human In Equestria" stories, Josh has one very defining characteristic: he is a total Jerkass.

The mane six take it upon themselves to try and help Josh get accustomed to life in Equestria until Princess Celestia can send him back home. However, the fact that Josh doesn't even believe in love, friendship, or anything like that may prove to be a difficult obstacle to overcome. It gets worse when Josh is turned into a pony due to Poison Joke, making him even angrier.

No matter which way you look at it, if Josh is around, hilarity shall ensue.


 * Amusing Injuries: Even  doesn't leave any lasting impressions on Applejack and Rainbow Dash.
 * Backstory: Josh tells his to Zecora in chapter 8.
 * Berserk Button: Pretty much everything in Equestria for Josh.
 * Chapter 33. Zecora shows Josh, and he immediately becomes furious. But when she psychoanalyzes him and virtually picks him apart with her words and intelligence, he comes extremely close to ignoring his principle of not hitting girls and assaulting her.
 * Cerebus Syndrome: The story starts out lightearted and funny, but with  and , it's slowly getting a darker plot.
 * Character Development:
 * Cuteness Proximity: Josh only stops being an ass when Apple Bloom shows up. He goes back to it literally the instant she's out of hearing range.
 * He also finds himself having to consciously try to be a jerk to Fluttershy. He backs down when she gives him a cute look. Subverted in.
 * Dark Is Evil: Granted, he's not necessarily evil, but as a pony Josh's coat is a dark purple.
 * Deadpan Snarker: Josh, as well as most canon examples.
 * Didn't Think This Through: Though he didn't exactly have a lot of time to plan it,
 * Even Evil Has Standards: More like "even jerks have standards", but same idea. Josh finds the pony world exceptionally girly, but refuses to refer to it as "gay", knowing that word isn't supposed to be used as an insult.
 * Flanderization: Reading the first chapter or two, you'd have a lot of trouble thinking Josh becomes a complete jerk in later chapters. There doesn't even seem to be that much of a catalyst for it, either.
 * Foregone Conclusion:
 * The Friend Nobody Likes: Josh to the mane six.
 * Well, he did try to be nice, at first.... before he promptly got laughed at and mocked for being the unfortunate victim of Slapstick Comedy.
 * Good Is Not Nice
 * Jerkass: Who else.
 * Jerk with a Heart of Gold: He seems capable of being this, at any rate.
 * Nice Job Breaking It, Hero:
 * Oh Crap: Josh's reaction to
 * Only Sane Man: Josh believes he is this, though so far none of the major characters can really claim this role.
 * Pink Is for Sissies: Josh hates the entire world of Equestria because of how pleasant it is. The mane six are very confused by this.
 * Shipper on Deck: Josh temporarily ships Rainbow Dash with Twilight to distract the latter, and later with Fluttershy just out of frustration.
 * The Cutie Mark Crusaders seem to be trying to ship Josh with
 * Ship Tease: So far, Josh has been shipped with all of the mane six, as well as Zecora, and even (very briefly and subtly) with Spike. And knowing the author, sooner or later, one of these is going to become an actual relationship.
 * Took a Level in Jerkass: Josh gets even worse after becoming a pony.
 * What the Hell, Hero?: Twilight does this to Josh while he, but he blows her off.
 * What the Hell, Hero?: Twilight does this to Josh while he, but he blows her off.